diff --git a/docs/wsl-osc7-sleep-wake-cwd.md b/docs/wsl-osc7-sleep-wake-cwd.md
new file mode 100644
index 00000000000..24d46b70660
--- /dev/null
+++ b/docs/wsl-osc7-sleep-wake-cwd.md
@@ -0,0 +1,153 @@
+# WSL OSC 7 Sleep/Wake CWD
+
+## Problem
+
+On native Windows, a WSL terminal can persist a fake UNC current working directory and then fail to wake. The deterministic trigger is a WSL shell emitting `file://<machine-hostname>/home/...` before sleep:
+
+- `osc7-file-uri.ts` treats every non-local authority as a UNC server when parsing Win32 paths.
+- `Session` constructs its daemon `HeadlessEmulator` without the WSL execution context, so checkpoints can store `\\<machine-hostname>\home\...`.
+- `OrcaRuntimeService` likewise gives every local Windows PTY Win32 OSC 7 semantics; `remotePosixAuthority` only protects POSIX SSH PTYs.
+- `HistoryReader.restoreFromIncrementalLog` creates a third context-free emulator. A log containing the OSC 7 can therefore re-create the bad CWD even if the base checkpoint is valid.
+- `DaemonPtyAdapter.doSpawn` prefers `restoreInfo.cwd` over the requested worktree CWD. `pty-subprocess.ts` later validates the fake UNC and rejects it before spawning WSL.
+
+Reproduction on Windows 11 build 26200, WSL 2.3.26.0, Ubuntu 24.04.1 LTS, and Orca 1.4.144-rc.4:
+
+1. Open a terminal in `\\wsl.localhost\Ubuntu\home\<user>\...`.
+2. Emit `OSC 7;file://<machine-hostname>/home/<user>/...`.
+3. Sleep for 38-69 seconds, then wake.
+
+Both triggered attempts failed. The saved CWD became `\\<machine-hostname>\home\<user>\...`; the original WSL UNC remained valid. A 60-second control sleep without the hostname OSC 7 passed.
+
+## Root cause and invariant
+
+OSC 7 authority semantics follow the PTY's execution environment, not Electron's host OS. A native Windows shell may legitimately mean `\\server\share` by `file://server/share`; a WSL shell means a POSIX pathname inside its already-known distro. Orca currently classifies local WSL PTYs as generic Win32 PTYs.
+
+The fix must establish one immutable `wslDistro: string | null` per PTY incarnation before any OSC 7 bytes or recovered history are parsed. The same value must drive daemon live parsing, incremental-history replay, runtime parsing, and legacy CWD recovery. URI authority must never select a distro.
+
+Resolve that value with the same precedence already used to launch WSL:
+
+1. distro in an explicit WSL UNC `cwd`;
+2. distro in the worktree encoded by the daemon session ID;
+3. trimmed `terminalWindowsWslDistro` selected for the spawn.
+
+Centralize this resolution with the existing WSL session-context code so the parser and subprocess cannot disagree. Do not infer local WSL context for `connectionId`/SSH PTYs.
+
+## Non-goals
+
+- Do not change native Windows UNC, POSIX SSH, or remote Windows drive-path semantics.
+- Do not redesign terminal history, sleep, renderer link routing, or PTY identity.
+- Do not probe WSL, DNS, the filesystem, or the network on the output path.
+- Do not infer a distro from an OSC hostname or mutable global/default-distro state.
+
+## Design
+
+### 1. Pure conversion and parser context
+
+Move `toWindowsWslPath` to `src/shared/wsl-paths.ts` and re-export it from `src/main/wsl.ts` for existing callers. Preserve its current rules: lowercase `/mnt/<ascii-letter>` maps to a native drive; every other absolute Linux path maps under `\\wsl.localhost\<distro>`. `/MNT` and `/mnt/C` are case-sensitive Linux paths, not drvfs aliases.
+
+Add `wslDistro?: string` to `ParseFileUriPathOptions`. When present, `parseFileUriPathParts` must:
+
+- decode `url.pathname` exactly once;
+- construct the path with `toWindowsWslPath(decodedPath, wslDistro)`, regardless of URI authority;
+- continue returning the normalized URI hostname as metadata;
+- reject malformed URLs/percent encoding as today and leave the prior CWD unchanged.
+
+Without `wslDistro`, retain every existing `pathFlavor` and `remotePosixAuthority` branch.
+
+Thread the option through `TerminalOscCwdTitleScanner` and `HeadlessEmulator`. Scanner options are constructor-scoped, so split sequences retain the same context without global state.
+
+### 2. Daemon and history ownership
+
+`TerminalHost` resolves the immutable distro before spawning. Pass it both to `createPtySubprocess` and to a new `SessionOptions.wslDistro`; `Session` passes it to its `HeadlessEmulator`. Store the resolved value on `Session` and return it on create/attach so a later window observes the live session's context instead of reinterpreting it from current settings. Make the response field additive/optional for compatibility with an older preserved daemon.
+
+Extend `HistoryReader.detectColdRestore` with optional parser context and use it for the scratch `HeadlessEmulator` in `restoreFromIncrementalLog`. Every detect path in `DaemonPtyAdapter`--initial detection, probe/create race recovery, and failed history seeding--must pass the same resolved distro. This is required; fixing only the live `Session` leaves incremental restore able to reproduce the bug.
+
+### 3. Narrow legacy checkpoint recovery
+
+Immediately after each cold-restore detection, normalize `restoreInfo.cwd` before it becomes `effectiveCwd` or `coldRestore.cwd`. Recovery runs only on native Windows with a resolved local WSL distro:
+
+1. Preserve an absolute drive path.
+2. Preserve a `\\wsl.localhost\...` or `\\wsl$\...` path only when its distro matches the resolved distro case-insensitively.
+3. Convert an absolute POSIX path through the resolved distro.
+4. Repair the known legacy shape only when the UNC server equals `os.hostname()` case-insensitively: strip the server, interpret the share and tail as the Linux absolute path, then convert it. Thus `\\HOST\mnt\c\x` becomes `C:\x`.
+5. For a mismatched-distro WSL UNC, another UNC server, a relative path, or malformed input, discard the recovered CWD and fall back to the current requested CWD (or the normal spawn default if none was supplied). Do not guess.
+
+Apply the corrected/fallback value to both subprocess creation and the returned cold-restore payload. This keeps runtime seeding, the sticky restore cache, `initialCwds`, and the next checkpoint consistent. The repair is idempotent and never mutates history files in place.
+
+### 4. Runtime ownership and races
+
+Add `wslDistro: string | null` to `RuntimePtyWorktreeRecord`; a boolean `isWsl` is insufficient for multi-distro parsing. Pass the resolved distro from the spawn result into runtime registration. For reconstructed local records, a WSL UNC worktree may supply a fallback distro via `parseWslUncPath`; never do this for SSH records.
+
+Daemon PTYs can emit output before `provider.spawn` resolves, and cold-restore seeding currently runs before `registerPty`. Register the expected daemon session's execution context before spawn, then replace it with the daemon-returned immutable value before snapshot/cold-restore seeding. If late discovery changes a context after a runtime emulator was created, discard that emulator and re-seed it from the authoritative provider snapshot; never keep a buffer whose CWD was parsed under mixed contexts.
+
+Clear execution context with the other per-PTY parser maps on exit, pruning, failed spawn, and provider-generation reset. Reusing a PTY ID must not inherit a prior distro.
+
+## Data flow
+
+```text
+spawn cwd/session/preference
+  -> resolve one immutable local WSL distro
+  -> daemon Session scanner + HistoryReader replay scanner
+  -> decoded OSC 7 pathname (authority retained only as metadata)
+  -> toWindowsWslPath(pathname, distro)
+  -> daemon checkpoint + runtime live/headless CWD
+  -> sleep/wake with a valid WSL UNC or drive CWD
+```
+
+Legacy recovery is a boundary repair:
+
+```text
+WSL cold restore + old checkpoint CWD
+  -> exact allowlist normalization
+  -> corrected spawn and coldRestore payload
+  -> next checkpoint naturally persists the corrected live CWD
+```
+
+## Consistency and failure modes
+
+- Context is per PTY incarnation, not global, so simultaneous Ubuntu and Debian panes cannot contaminate each other.
+- The first creator owns a daemon session's immutable context. Concurrent/multi-window attaches consume the stored value; changed settings do not mutate a live session.
+- A distro mismatch in externally changed history falls back to the requested worktree CWD instead of launching the wrong distro.
+- Atomic checkpoint replacement remains unchanged. Concurrent restore callers may read different complete generations, but each normalizes before spawn and daemon create/attach still selects one live session.
+- Missing context deliberately preserves current behavior. Tests must cover every local WSL construction path so this fallback cannot silently remain on the affected path.
+- Native UNC and SSH behavior remain isolated because neither receives local WSL context.
+- No filesystem/network work is added per output chunk; parsing remains bounded string work on completed OSC sequences.
+
+## Test plan
+
+- `osc7-file-uri.test.ts` and shared WSL-path tests: hostname/localhost/empty WSL authorities; hostname metadata; `/home`, `/`, lowercase `/mnt/c`, `/MNT`, `/mnt/C`; spaces/percent decoding; invalid encoding; native UNC; POSIX SSH; Windows SSH drive paths.
+- `headless-emulator.test.ts`: WSL context propagation across ordinary and split OSC sequences; two emulators with different distros.
+- `terminal-host.test.ts`/`session.test.ts`: resolved context reaches the daemon emulator; attach returns the session's stored context and does not adopt a conflicting later preference.
+- `history-reader.test.ts`: incremental-log replay containing the exact hostname OSC 7 yields the correct WSL CWD.
+- `daemon-pty-adapter.test.ts`: cover every `detectColdRestore` branch plus sticky-cache output. Repair hostname UNC and POSIX CWDs; preserve matching WSL UNC and drive paths; reject mismatched distro, other UNC, relative, native, and SSH/non-WSL cases. Assert both create/attach CWD and `coldRestore.cwd`.
+- `orca-runtime.test.ts` and IPC PTY tests: context exists before early daemon output and before headless seeding; Windows-host worktree with a selected WSL distro; WSL UNC fallback after reconstruction; attach correction; PTY-ID reuse; simultaneous distros; local native and SSH isolation.
+- Run focused tests, then `pnpm typecheck` and `pnpm lint`.
+- Electron on native Windows: in a real Ubuntu WSL pane, emit the exact hostname OSC 7, sleep/wake twice, run `pwd` after each wake, and verify no `DaemonProtocolError`. Native UNC semantics are covered by deterministic unit tests; a screenshot of an arbitrary UNC string is not meaningful validation.
+
+## UI quality and review evidence
+
+There is no UI, layout, copy, or interaction change, so the Stage 5 visual-quality loop is skipped. Terminal content, CWD, and adjacent native/SSH behavior must remain unchanged.
+
+Electron validation still requires three evidence screenshots for user review:
+
+1. Before sleep: the WSL terminal shows the printed hostname/emission command and `pwd`.
+2. After the first wake: the same pane shows the same `pwd` and no wake error.
+3. After the second wake: the same pane again shows the same `pwd` and no wake error.
+
+## Lightweight engineering review
+
+- **Scope:** Parser context, immutable context propagation, history replay, and narrow legacy recovery. Runtime/IPC fields are necessary because parsing begins outside the daemon and may precede spawn completion.
+- **Architecture/data flow:** One resolved distro drives every parser for one PTY incarnation. The URI hostname remains metadata; it never selects path namespace or distro.
+- **Failure modes:** Covers missing/stale context, incremental replay, probe/create races, sticky restore, mismatched external history, split chunks, concurrent attaches, multi-window reuse, multi-distro isolation, PTY-ID reuse, and SSH/native boundaries.
+- **Tests:** Requires parser tables, propagation tests at every emulator construction site, all adapter restore branches, runtime early-byte/seed races, and the deterministic Windows Electron reproduction twice.
+- **Performance/blast radius:** One optional string per PTY/session and bounded conversion per OSC 7; no probes or new hot-path I/O. Non-WSL behavior is unchanged when the option is absent.
+- **UI/screenshots:** No design-review loop. Three Electron screenshots are required as functional evidence; native UNC stays an automated regression test.
+- **Residual risk:** Legacy checkpoints created from a non-machine hostname cannot be distinguished safely from a real UNC and therefore fall back to the requested CWD. A renamed/uninstalled distro still fails normally; this change does not guess a replacement.
+
+## Rollout
+
+1. Centralize distro resolution and WSL path conversion.
+2. Make the parser, daemon Session, and history replay distro-aware.
+3. Add allowlisted legacy recovery and keep spawn/cold-restore metadata consistent.
+4. Make runtime context available before output/seeding and reset it per incarnation.
+5. Add regressions, run static checks, then validate two Windows sleep/wake cycles with review screenshots.
diff --git a/src/main/daemon/daemon-create-or-attach-result.ts b/src/main/daemon/daemon-create-or-attach-result.ts
new file mode 100644
index 00000000000..6e587537b82
--- /dev/null
+++ b/src/main/daemon/daemon-create-or-attach-result.ts
@@ -0,0 +1,24 @@
+import type { TuiAgent } from '../../shared/types'
+import type { ShellReadyState, TerminalSnapshot } from './types'
+
+export type DaemonCreateOrAttachResult = {
+  isNew: boolean
+  snapshot: TerminalSnapshot | null
+  pid: number | null
+  shellState: ShellReadyState
+  historySeeded?: boolean
+  launchAgent?: TuiAgent
+  wslDistro?: string
+}
+
+export function getDaemonSessionResultMetadata(session: {
+  launchAgent: TuiAgent | null
+  historySeeded: boolean | undefined
+  wslDistro: string | null
+}): Pick<DaemonCreateOrAttachResult, 'launchAgent' | 'historySeeded' | 'wslDistro'> {
+  return {
+    ...(session.launchAgent ? { launchAgent: session.launchAgent } : {}),
+    ...(session.historySeeded !== undefined ? { historySeeded: session.historySeeded } : {}),
+    ...(session.wslDistro ? { wslDistro: session.wslDistro } : {})
+  }
+}
diff --git a/src/main/daemon/daemon-pty-adapter.test.ts b/src/main/daemon/daemon-pty-adapter.test.ts
index 42a7ada9735..a9f25d5865a 100644
--- a/src/main/daemon/daemon-pty-adapter.test.ts
+++ b/src/main/daemon/daemon-pty-adapter.test.ts
@@ -1,6 +1,6 @@
 /* oxlint-disable max-lines */
 import { afterEach, beforeEach, describe, expect, it, vi } from 'vitest'
-import { tmpdir } from 'node:os'
+import { hostname, tmpdir } from 'node:os'
 import { join } from 'node:path'
 import { mkdtempSync, mkdirSync, rmSync, existsSync, readFileSync, writeFileSync } from 'node:fs'
 import { DaemonClient } from './client'
@@ -1350,6 +1350,46 @@ describe('DaemonPtyAdapter (IPtyProvider)', () => {
       })
     })
 
+    it('repairs legacy hostname UNC cwd for WSL spawn and cold-restore metadata', async () => {
+      const platform = Object.getOwnPropertyDescriptor(process, 'platform')
+      Object.defineProperty(process, 'platform', { configurable: true, value: 'win32' })
+      try {
+        const sessionId = 'wsl-legacy-cwd'
+        const sessionDir = join(historyDir, getHistorySessionDirName(sessionId))
+        mkdirSync(sessionDir, { recursive: true })
+        writeFileSync(
+          join(sessionDir, 'meta.json'),
+          JSON.stringify({
+            cwd: `\\\\${hostname()}\\home\\jin`,
+            cols: 80,
+            rows: 24,
+            startedAt: '2026-04-15T10:00:00Z',
+            endedAt: null,
+            exitCode: null
+          })
+        )
+        writeFileSync(join(sessionDir, 'scrollback.bin'), 'legacy WSL output\r\n')
+        historyAdapter = new DaemonPtyAdapter({ socketPath, tokenPath, historyPath: historyDir })
+
+        const result = await historyAdapter.spawn({
+          cols: 80,
+          rows: 24,
+          cwd: '\\\\wsl.localhost\\Ubuntu\\home\\jin\\repo',
+          terminalWindowsWslDistro: 'Debian',
+          sessionId
+        })
+
+        const repaired = '\\\\wsl.localhost\\Ubuntu\\home\\jin'
+        expect(lastSpawnOpts?.cwd).toBe(repaired)
+        expect(result.coldRestore?.cwd).toBe(repaired)
+        expect(result.wslDistro).toBe('Ubuntu')
+      } finally {
+        if (platform) {
+          Object.defineProperty(process, 'platform', platform)
+        }
+      }
+    })
+
     it('returns cold restore OSC link ranges from checkpoint history', async () => {
       const sessionId = 'cold-restore-osc-links'
       const sessionDir = join(historyDir, getHistorySessionDirName(sessionId))
diff --git a/src/main/daemon/daemon-pty-adapter.ts b/src/main/daemon/daemon-pty-adapter.ts
index 6437711729b..5d44eeb71d9 100644
--- a/src/main/daemon/daemon-pty-adapter.ts
+++ b/src/main/daemon/daemon-pty-adapter.ts
@@ -29,9 +29,12 @@ import type {
   PtySpawnResult
 } from '../providers/types'
 import { isShellProcess } from '../../shared/agent-detection'
+import { resolveWslSessionContext } from './wsl-session-context'
+import { normalizeWslColdRestoreCwd } from './wsl-cold-restore-cwd'
 import { recognizeAgentProcessFromCommandLine } from '../../shared/agent-process-recognition'
 import { shouldUseShellReadyStartupDelivery } from '../../shared/codex-startup-delivery'
 import type { TerminalOscLinkRange } from '../../shared/terminal-osc-link-ranges'
+import { resolveSafePtyDefaultCwd } from '../providers/pty-default-cwd'
 
 type ColdRestorePayload = {
   scrollback: string
@@ -104,6 +107,7 @@ export class DaemonPtyAdapter implements IPtyProvider {
   private backgroundStreamListeners: ((payload: PtyBackgroundStreamEvent) => void)[] = []
   private removeEventListener: (() => void) | null = null
   private initialCwds = new Map<string, string>()
+  private wslDistrosBySessionId = new Map<string, string>()
   // Why: React re-renders and StrictMode double-mounts can call createOrAttach
   // for a session the user just killed. Without tombstones, the daemon would
   // create a fresh session — resurrecting a terminal the user explicitly closed.
@@ -196,6 +200,28 @@ export class DaemonPtyAdapter implements IPtyProvider {
 
   private async doSpawn(opts: PtySpawnOptions): Promise<PtySpawnResult> {
     const sessionId = opts.sessionId ?? mintPtySessionId(opts.worktreeId)
+    let wslDistro = resolveWslSessionContext({
+      cwd: opts.cwd,
+      sessionId,
+      shellOverride: opts.shellOverride,
+      terminalWindowsWslDistro: opts.terminalWindowsWslDistro
+    })?.distro
+    const detectColdRestore = (options?: { ignoreCleanEnd?: boolean }): ColdRestoreInfo | null => {
+      const restoreInfo =
+        this.historyReader?.detectColdRestore(sessionId, { ...options, wslDistro }) ?? null
+      if (!restoreInfo) {
+        return null
+      }
+      return {
+        ...restoreInfo,
+        cwd:
+          normalizeWslColdRestoreCwd({
+            recoveredCwd: restoreInfo.cwd,
+            requestedCwd: opts.cwd ?? resolveSafePtyDefaultCwd(),
+            wslDistro
+          }) ?? ''
+      }
+    }
 
     if (this.killedSessionTombstones.has(sessionId)) {
       throw new TerminalKilledError(sessionId)
@@ -228,7 +254,7 @@ export class DaemonPtyAdapter implements IPtyProvider {
       if ((await this.getAppliedSize(sessionId)) !== null) {
         restoreSkippedForLiveSession = true
       } else {
-        restoreInfo = this.historyReader.detectColdRestore(sessionId)
+        restoreInfo = detectColdRestore()
       }
     }
     let effectiveCwd = restoreInfo?.cwd ?? opts.cwd
@@ -275,6 +301,12 @@ export class DaemonPtyAdapter implements IPtyProvider {
 
     let scrollback = restoreInfo ? getRecoveredHistorySeed(restoreInfo) : null
     let result = await createOrAttach(scrollback)
+    wslDistro = result.wslDistro ?? wslDistro
+    if (wslDistro) {
+      this.wslDistrosBySessionId.set(sessionId, wslDistro)
+    } else if (result.isNew) {
+      this.wslDistrosBySessionId.delete(sessionId)
+    }
     const launchIdentity = (): { launchAgent?: NonNullable<typeof result.launchAgent> } =>
       result.launchAgent ? { launchAgent: result.launchAgent } : {}
 
@@ -305,6 +337,7 @@ export class DaemonPtyAdapter implements IPtyProvider {
         pid,
         ...launchIdentity(),
         coldRestore: cachedRestore,
+        ...(wslDistro ? { wslDistro } : {}),
         ...(!result.isNew ? { isReattach: true } : {})
       }
     }
@@ -318,8 +351,7 @@ export class DaemonPtyAdapter implements IPtyProvider {
     // must not null the restore here, or the openSession branch below would
     // delete the checkpoint instead of restoring it.
     if (result.isNew && restoreSkippedForLiveSession) {
-      restoreInfo =
-        this.historyReader?.detectColdRestore(sessionId, { ignoreCleanEnd: true }) ?? null
+      restoreInfo = detectColdRestore({ ignoreCleanEnd: true })
       scrollback = restoreInfo ? getRecoveredHistorySeed(restoreInfo) : null
       if (restoreInfo && scrollback) {
         // Why: the aliveness probe raced with session death, so the first
@@ -329,11 +361,17 @@ export class DaemonPtyAdapter implements IPtyProvider {
         effectiveCols = restoreInfo.cols
         effectiveRows = restoreInfo.rows
         result = await createOrAttach(scrollback)
+        wslDistro = result.wslDistro ?? wslDistro
+        if (wslDistro) {
+          this.wslDistrosBySessionId.set(sessionId, wslDistro)
+        } else if (result.isNew) {
+          this.wslDistrosBySessionId.delete(sessionId)
+        }
         pid = typeof result.pid === 'number' && result.pid > 0 ? result.pid : null
         this.initialCwds.set(sessionId, effectiveCwd)
       }
     } else if (!result.isNew && result.historySeeded === false) {
-      restoreInfo = this.historyReader?.detectColdRestore(sessionId) ?? null
+      restoreInfo = detectColdRestore()
       scrollback = restoreInfo ? getRecoveredHistorySeed(restoreInfo) : null
     }
 
@@ -371,6 +409,7 @@ export class DaemonPtyAdapter implements IPtyProvider {
           pid,
           ...launchIdentity(),
           coldRestore,
+          ...(wslDistro ? { wslDistro } : {}),
           ...(providerSequence ? { providerSequence } : {}),
           ...(!result.isNew ? { isReattach: true } : {})
         }
@@ -379,6 +418,7 @@ export class DaemonPtyAdapter implements IPtyProvider {
         id: sessionId,
         pid,
         ...launchIdentity(),
+        ...(wslDistro ? { wslDistro } : {}),
         ...(providerSequence ? { providerSequence } : {})
       }
     }
@@ -418,6 +458,7 @@ export class DaemonPtyAdapter implements IPtyProvider {
         id: sessionId,
         pid,
         ...launchIdentity(),
+        ...(wslDistro ? { wslDistro } : {}),
         ...(providerSequence ? { providerSequence } : {}),
         ...(isReattach ? { isReattach: true } : {})
       }
@@ -437,6 +478,7 @@ export class DaemonPtyAdapter implements IPtyProvider {
       id: sessionId,
       pid,
       ...launchIdentity(),
+      ...(wslDistro ? { wslDistro } : {}),
       snapshot: snapshotPayload,
       snapshotCols: result.snapshot.cols,
       snapshotRows: result.snapshot.rows,
@@ -527,7 +569,19 @@ export class DaemonPtyAdapter implements IPtyProvider {
         await this.checkpointInFlight
       }
       await this.checkpointSessions([id], { final: true, teardown: true })
-      const restoreInfo = this.historyReader?.detectColdRestore(id) ?? null
+      const wslDistro = this.wslDistrosBySessionId.get(id)
+      const detected = this.historyReader?.detectColdRestore(id, { wslDistro }) ?? null
+      const restoreInfo = detected
+        ? {
+            ...detected,
+            cwd:
+              normalizeWslColdRestoreCwd({
+                recoveredCwd: detected.cwd,
+                requestedCwd: this.initialCwds.get(id) ?? resolveSafePtyDefaultCwd(),
+                wslDistro
+              }) ?? ''
+          }
+        : null
       const coldRestore = restoreInfo ? this.buildColdRestorePayload(restoreInfo) : null
       if (coldRestore) {
         this.coldRestoreCache.set(id, coldRestore)
@@ -552,6 +606,7 @@ export class DaemonPtyAdapter implements IPtyProvider {
     this.lastFullCheckpointAt.delete(id)
     this.stopCheckpointTimerIfIdle()
     this.initialCwds.delete(id)
+    this.wslDistrosBySessionId.delete(id)
     // Why: history removal is for the "user explicitly closed this terminal"
     // path. Sleep also calls shutdown but expects scrollback to survive — wake
     // re-spawns and the cold-restore reader needs the dir intact. Caller
@@ -903,6 +958,7 @@ export class DaemonPtyAdapter implements IPtyProvider {
     this.dirtySessionVersions.clear()
     this.lastFullCheckpointAt.clear()
     this.coldRestoreCache.clear()
+    this.wslDistrosBySessionId.clear()
     this.pausedProducerSessionIds.clear()
     this.producerResumesOwedOnReconnect.clear()
     this.removeEventListener?.()
@@ -941,6 +997,7 @@ export class DaemonPtyAdapter implements IPtyProvider {
     this.dirtySessionVersions.clear()
     this.lastFullCheckpointAt.clear()
     this.coldRestoreCache.clear()
+    this.wslDistrosBySessionId.clear()
     // Why: the detached daemon keeps these PTYs alive for warm reattach; a
     // pause left behind would block their shells for a failsafe window.
     for (const id of this.pausedProducerSessionIds) {
@@ -1386,6 +1443,7 @@ export class DaemonPtyAdapter implements IPtyProvider {
             .catch((err) => console.warn('[history] closeSession failed:', event.sessionId, err))
         }
         this.initialCwds.delete(event.sessionId)
+        this.wslDistrosBySessionId.delete(event.sessionId)
         // oxlint-disable-next-line unicorn/no-useless-spread -- copy-safe: listeners may unsubscribe during iteration
         for (const listener of [...this.exitListeners]) {
           listener({ id: event.sessionId, code: event.payload.code })
diff --git a/src/main/daemon/daemon-server.ts b/src/main/daemon/daemon-server.ts
index c33e618bf02..2ee3aeba35b 100644
--- a/src/main/daemon/daemon-server.ts
+++ b/src/main/daemon/daemon-server.ts
@@ -467,6 +467,7 @@ export class DaemonServer {
           pid: result.pid,
           shellState: result.shellState,
           ...(result.launchAgent ? { launchAgent: result.launchAgent } : {}),
+          ...(result.wslDistro ? { wslDistro: result.wslDistro } : {}),
           ...(result.historySeeded !== undefined ? { historySeeded: result.historySeeded } : {})
         }
       }
diff --git a/src/main/daemon/headless-emulator.test.ts b/src/main/daemon/headless-emulator.test.ts
index b9630b8ff7e..37633f32334 100644
--- a/src/main/daemon/headless-emulator.test.ts
+++ b/src/main/daemon/headless-emulator.test.ts
@@ -263,6 +263,22 @@ describe('HeadlessEmulator', () => {
 
       expect(emulator.getSnapshot().cwd).toBe(expectedNativePath('/split-escape'))
     })
+
+    it('keeps split WSL OSC-7 parsing scoped to each emulator distro', async () => {
+      const ubuntu = new HeadlessEmulator({ cols: 80, rows: 24, wslDistro: 'Ubuntu' })
+      const debian = new HeadlessEmulator({ cols: 80, rows: 24, wslDistro: 'Debian' })
+      try {
+        await ubuntu.write('\x1b]7;file://machine/home/jin')
+        await debian.write('\x1b]7;file://machine/home/jin/repo\x07')
+        await ubuntu.write('/repo\x07')
+
+        expect(ubuntu.getSnapshot().cwd).toBe('\\\\wsl.localhost\\Ubuntu\\home\\jin\\repo')
+        expect(debian.getSnapshot().cwd).toBe('\\\\wsl.localhost\\Debian\\home\\jin\\repo')
+      } finally {
+        ubuntu.dispose()
+        debian.dispose()
+      }
+    })
   })
 
   describe('OSC title tracking', () => {
diff --git a/src/main/daemon/headless-emulator.ts b/src/main/daemon/headless-emulator.ts
index e7da2a4589e..767c9904a6c 100644
--- a/src/main/daemon/headless-emulator.ts
+++ b/src/main/daemon/headless-emulator.ts
@@ -35,6 +35,7 @@ export type HeadlessEmulatorOptions = {
   onQueryReply?: (reply: string) => void
   pathFlavor?: 'posix' | 'win32'
   remotePosixFileUriAuthority?: boolean
+  wslDistro?: string
 }
 
 export type HeadlessEmulatorWriteOptions = {
@@ -93,7 +94,8 @@ export class HeadlessEmulator {
     this.remotePosixFileUriAuthority = opts.remotePosixFileUriAuthority === true
     this.oscText = new TerminalOscCwdTitleScanner({
       pathFlavor: this.pathFlavor,
-      remotePosixAuthority: this.remotePosixFileUriAuthority
+      remotePosixAuthority: this.remotePosixFileUriAuthority,
+      wslDistro: opts.wslDistro
     })
     this.terminal = new Terminal({
       cols: opts.cols,
diff --git a/src/main/daemon/history-reader.test.ts b/src/main/daemon/history-reader.test.ts
index 50caff6d486..4330b0e2c9e 100644
--- a/src/main/daemon/history-reader.test.ts
+++ b/src/main/daemon/history-reader.test.ts
@@ -5,6 +5,7 @@ import { mkdtempSync, mkdirSync, writeFileSync, rmSync } from 'node:fs'
 import { HistoryReader } from './history-reader'
 import { getHistorySessionDirName } from './history-paths'
 import type { SessionMeta } from './history-manager'
+import { encodeLogBatch, encodeLogHeader } from './terminal-history-log'
 
 function createTestDir(): string {
   return mkdtempSync(join(tmpdir(), 'history-reader-test-'))
@@ -164,6 +165,24 @@ describe('HistoryReader', () => {
     })
   })
 
+  it('replays incremental hostname OSC-7 with the same WSL context', () => {
+    writeSessionWithCheckpoint(dir, 'wsl-log', makeMeta(), makeCheckpoint({ generation: 7 }))
+    const sessionDir = join(dir, getHistorySessionDirName('wsl-log'))
+    writeFileSync(
+      join(sessionDir, 'output.log'),
+      Buffer.concat([
+        encodeLogHeader(7),
+        encodeLogBatch(1, [
+          { kind: 'output', data: '\x1b]7;file://DESKTOP-ORCA/home/user/project\x07' }
+        ])
+      ])
+    )
+
+    const info = reader.detectColdRestore('wsl-log', { wslDistro: 'Ubuntu' })
+
+    expect(info?.cwd).toBe('\\\\wsl.localhost\\Ubuntu\\home\\user\\project')
+  })
+
   describe('detectColdRestore — scrollback.bin fallback (backward compatibility)', () => {
     it('restores from scrollback.bin when checkpoint.json is absent', () => {
       writeSessionWithScrollback(dir, 'old-sess', makeMeta(), 'old format data\r\n')
diff --git a/src/main/daemon/history-reader.ts b/src/main/daemon/history-reader.ts
index 8d31e3c638d..e219d58cfc4 100644
--- a/src/main/daemon/history-reader.ts
+++ b/src/main/daemon/history-reader.ts
@@ -39,7 +39,7 @@ export class HistoryReader {
 
   detectColdRestore(
     sessionId: string,
-    opts?: { ignoreCleanEnd?: boolean }
+    opts?: { ignoreCleanEnd?: boolean; wslDistro?: string }
   ): ColdRestoreInfo | null {
     const meta = this.readMeta(sessionId)
     if (!meta) {
@@ -69,7 +69,7 @@ export class HistoryReader {
     // byte-exact output up to ~5s before the crash (up to the full-snapshot
     // cooldown, ~45s, for a streaming session mid-deferral), while the
     // checkpoint can be a full log-cap (~5MB of output) stale.
-    const logRestore = this.restoreFromIncrementalLog(sessionDir, meta, checkpoint)
+    const logRestore = this.restoreFromIncrementalLog(sessionDir, meta, checkpoint, opts?.wslDistro)
     if (logRestore) {
       return logRestore
     }
@@ -122,7 +122,8 @@ export class HistoryReader {
   private restoreFromIncrementalLog(
     sessionDir: string,
     meta: SessionMeta,
-    checkpoint: TerminalCheckpointFile | null
+    checkpoint: TerminalCheckpointFile | null,
+    wslDistro?: string
   ): ColdRestoreInfo | null {
     let logBuffer: Buffer
     try {
@@ -148,7 +149,8 @@ export class HistoryReader {
 
     const emulator = new HeadlessEmulator({
       cols: checkpoint?.cols ?? meta.cols,
-      rows: checkpoint?.rows ?? meta.rows
+      rows: checkpoint?.rows ?? meta.rows,
+      wslDistro
     })
     try {
       if (checkpoint) {
diff --git a/src/main/daemon/osc7-file-uri.test.ts b/src/main/daemon/osc7-file-uri.test.ts
index faa84879c55..4aa20a0dbfc 100644
--- a/src/main/daemon/osc7-file-uri.test.ts
+++ b/src/main/daemon/osc7-file-uri.test.ts
@@ -3,7 +3,9 @@ import { parseFileUriPath, parseFileUriPathParts } from './osc7-file-uri'
 
 describe('parseFileUriPath', () => {
   it('accepts host-qualified POSIX file URI authorities as plain paths', () => {
-    expect(parseFileUriPath('file://remote-host/tmp/result.json')).toBe('/tmp/result.json')
+    expect(parseFileUriPath('file://remote-host/tmp/result.json', { pathFlavor: 'posix' })).toBe(
+      '/tmp/result.json'
+    )
   })
 
   it('accepts empty and localhost POSIX file URI authorities', () => {
@@ -51,4 +53,20 @@ describe('parseFileUriPath', () => {
       }
     }
   })
+
+  it.each(['machine-name', 'localhost', ''])(
+    'uses the resolved WSL distro for authority %s',
+    (authority) => {
+      const uri = authority ? `file://${authority}/home/me/my%20repo` : 'file:///home/me/my%20repo'
+      expect(parseFileUriPathParts(uri, { pathFlavor: 'win32', wslDistro: 'Ubuntu' })).toEqual({
+        path: '\\\\wsl.localhost\\Ubuntu\\home\\me\\my repo',
+        hostname: authority === 'localhost' ? '' : authority
+      })
+    }
+  )
+
+  it('maps lowercase drvfs paths and rejects malformed percent encoding in WSL context', () => {
+    expect(parseFileUriPath('file://host/mnt/c/work', { wslDistro: 'Ubuntu' })).toBe('C:\\work')
+    expect(parseFileUriPath('file://host/home/%ZZ', { wslDistro: 'Ubuntu' })).toBeNull()
+  })
 })
diff --git a/src/main/daemon/osc7-file-uri.ts b/src/main/daemon/osc7-file-uri.ts
index f931174ee03..ce7b8493462 100644
--- a/src/main/daemon/osc7-file-uri.ts
+++ b/src/main/daemon/osc7-file-uri.ts
@@ -1,3 +1,5 @@
+import { toWindowsWslPath } from '../../shared/wsl-paths'
+
 export type ParsedFileUriPath = {
   path: string
   hostname: string
@@ -6,6 +8,7 @@ export type ParsedFileUriPath = {
 export type ParseFileUriPathOptions = {
   pathFlavor?: 'posix' | 'win32'
   remotePosixAuthority?: boolean
+  wslDistro?: string
 }
 
 export function parseFileUriPath(
@@ -27,6 +30,9 @@ export function parseFileUriPathParts(
 
     const decodedPath = decodeURIComponent(url.pathname)
     const hostname = url.hostname.toLowerCase()
+    if (options.wslDistro) {
+      return { path: toWindowsWslPath(decodedPath, options.wslDistro), hostname }
+    }
     const pathFlavor = options.pathFlavor ?? (process.platform === 'win32' ? 'win32' : 'posix')
     if (pathFlavor !== 'win32') {
       return { path: decodedPath, hostname }
diff --git a/src/main/daemon/pty-subprocess.ts b/src/main/daemon/pty-subprocess.ts
index 2ab88945689..60a8af8ac70 100644
--- a/src/main/daemon/pty-subprocess.ts
+++ b/src/main/daemon/pty-subprocess.ts
@@ -39,7 +39,7 @@ import {
   mergeGitConfigEnvProtocol
 } from '../../shared/git-credential-prompt-env'
 import { TERMINAL_GIT_CREDENTIAL_GUARD_POLICY_ENV } from '../../shared/terminal-git-credential-guard'
-import { getWslContextFromSessionId } from './wsl-session-context'
+import { resolveWslSessionContext } from './wsl-session-context'
 import { addOrcaWslInteropEnv } from '../pty/wsl-orca-env'
 import {
   POWERLEVEL10K_WIZARD_DISABLE_ENV,
@@ -177,16 +177,6 @@ function removeInheritedDevAgentHookEndpoint(
   }
 }
 
-/**
- * Resolves a WSL launch context from a user-selected distro name.
- */
-function getWslContextFromPreferredDistro(
-  distro: string | null | undefined
-): { distro: string } | undefined {
-  const trimmed = distro?.trim()
-  return trimmed ? { distro: trimmed } : undefined
-}
-
 /**
  * Strips Electron's internal run-as-node flag from user shell environments.
  */
@@ -605,18 +595,11 @@ export function createPtySubprocess(opts: PtySubprocessOptions): SubprocessHandl
   // setting, relayed by main) takes priority over env.COMSPEC — otherwise
   // Windows always resolves to cmd.exe (COMSPEC) or PowerShell by fallback,
   // no matter which shell the user actually picked.
-  const cwdWslInfo = process.platform === 'win32' ? parseWslPath(opts.cwd ?? '') : null
-  const sessionWslContext =
-    process.platform === 'win32' ? getWslContextFromSessionId(opts.sessionId) : undefined
-  const preferredWslContext =
-    process.platform === 'win32'
-      ? getWslContextFromPreferredDistro(opts.terminalWindowsWslDistro)
-      : undefined
+  const resolvedWslContext = resolveWslSessionContext(opts)
   // Why: WSL worktree cwd is the repo's execution environment. Older persisted
   // tabs can carry a PowerShell/cmd shellOverride; ignore it so reconnects and
   // daemon-backed terminals enter the WSL distro just like LocalPtyProvider.
-  let shellPath =
-    cwdWslInfo || sessionWslContext ? 'wsl.exe' : opts.shellOverride || resolvePtyShellPath(env)
+  let shellPath = resolvedWslContext ? 'wsl.exe' : opts.shellOverride || resolvePtyShellPath(env)
   let shellArgs: string[]
   let startupCommandDeliveredInShellArgs = false
   let windowsFallbackAttempts: WindowsShellSpawnAttempt[] = []
@@ -672,7 +655,7 @@ export function createPtySubprocess(opts: PtySubprocessOptions): SubprocessHandl
       shellPath,
       cwd: spawnCwd,
       defaultCwd: getDefaultCwd(),
-      wslContext: sessionWslContext ?? preferredWslContext,
+      wslContext: resolvedWslContext,
       startupCommand: opts.command
     })
     const primaryAttempt = windowsFallbackAttempts[0]
@@ -687,7 +670,7 @@ export function createPtySubprocess(opts: PtySubprocessOptions): SubprocessHandl
         shellPath,
         spawnCwd,
         getDefaultCwd(),
-        sessionWslContext ?? preferredWslContext,
+        resolvedWslContext,
         opts.command
       )
       shellArgs = resolved.shellArgs
@@ -703,8 +686,7 @@ export function createPtySubprocess(opts: PtySubprocessOptions): SubprocessHandl
     const codexHomeWslInfo = env.CODEX_HOME ? parseWslPath(env.CODEX_HOME) : null
     if (pathWin32.basename(shellPath).toLowerCase() === 'wsl.exe') {
       if (codexHomeWslInfo) {
-        const launchWslDistro =
-          cwdWslInfo?.distro ?? sessionWslContext?.distro ?? preferredWslContext?.distro
+        const launchWslDistro = resolvedWslContext?.distro
         if (launchWslDistro && launchWslDistro !== codexHomeWslInfo.distro) {
           delete env.CODEX_HOME
           delete env.ORCA_CODEX_HOME
diff --git a/src/main/daemon/session.test.ts b/src/main/daemon/session.test.ts
index c022604ceb2..3b8f068868c 100644
--- a/src/main/daemon/session.test.ts
+++ b/src/main/daemon/session.test.ts
@@ -106,12 +106,14 @@ describe('Session', () => {
     cols?: number
     rows?: number
     launchAgent?: TuiAgent
+    wslDistro?: string
   }): Session {
     session = new Session({
       sessionId: 'test-session',
       cols: opts?.cols ?? 80,
       rows: opts?.rows ?? 24,
       ...(opts?.launchAgent ? { launchAgent: opts.launchAgent } : {}),
+      wslDistro: opts?.wslDistro,
       subprocess,
       shellReadySupported: opts?.shellReadySupported ?? false,
       ...(opts?.shellReadyTimeoutMs !== undefined
@@ -665,6 +667,13 @@ describe('Session', () => {
   })
 
   describe('snapshot', () => {
+    it('parses live OSC-7 output in the session WSL distro', () => {
+      createSession({ wslDistro: 'Ubuntu' })
+
+      subprocess.simulateData('\x1b]7;file://DESKTOP-ORCA/home/jin/repo\x07')
+
+      expect(session.getCwd()).toBe('\\\\wsl.localhost\\Ubuntu\\home\\jin\\repo')
+    })
     it('returns a terminal snapshot', async () => {
       createSession()
       subprocess.simulateData('$ hello\r\n')
diff --git a/src/main/daemon/session.ts b/src/main/daemon/session.ts
index a40cce8480a..7ca52cf0c2a 100644
--- a/src/main/daemon/session.ts
+++ b/src/main/daemon/session.ts
@@ -90,6 +90,7 @@ export type SessionOptions = {
   shellReadyTimeoutMs?: number
   historySeed?: string
   scrollback?: number
+  wslDistro?: string
   // Why: fired once the session reaches a terminal state (natural exit or
   // kill-timeout force-dispose) so the owner (TerminalHost) can reap it —
   // dispose the headless emulator and drop it from its session map. Without a
@@ -108,6 +109,7 @@ export class Session {
   readonly sessionId: string
   readonly terminalHandle: string | null
   readonly launchAgent: TuiAgent | null
+  readonly wslDistro: string | null
   private _state: SessionState = 'running'
   private _shellState: ShellReadyState
   private _exitCode: number | null = null
@@ -138,13 +140,15 @@ export class Session {
     this.sessionId = opts.sessionId
     this.terminalHandle = opts.terminalHandle ?? null
     this.launchAgent = opts.launchAgent ?? null
+    this.wslDistro = opts.wslDistro ?? null
     this.subprocess = opts.subprocess
     this.onSessionExit = opts.onExit
     const size = normalizePtySize(opts.cols, opts.rows)
     this.emulator = new HeadlessEmulator({
       cols: size.cols,
       rows: size.rows,
-      scrollback: opts.scrollback
+      scrollback: opts.scrollback,
+      wslDistro: opts.wslDistro
       // No onData wiring: the daemon-side emulator must never reply to
       // terminal query sequences. The renderer's xterm is the authoritative
       // responder; any daemon reply races ahead via in-process parsing and
diff --git a/src/main/daemon/terminal-host-create-contract.ts b/src/main/daemon/terminal-host-create-contract.ts
index a60570ac5fe..5c4ad2d9a69 100644
--- a/src/main/daemon/terminal-host-create-contract.ts
+++ b/src/main/daemon/terminal-host-create-contract.ts
@@ -29,5 +29,6 @@ export type CreateOrAttachResult = {
   shellState: ShellReadyState
   historySeeded?: boolean
   launchAgent?: TuiAgent
+  wslDistro?: string
   attachToken: symbol
 }
diff --git a/src/main/daemon/terminal-host-wsl-context.test.ts b/src/main/daemon/terminal-host-wsl-context.test.ts
new file mode 100644
index 00000000000..e9fccb7b737
--- /dev/null
+++ b/src/main/daemon/terminal-host-wsl-context.test.ts
@@ -0,0 +1,94 @@
+import { afterEach, describe, expect, it, vi } from 'vitest'
+import { TerminalHost } from './terminal-host'
+import type { SubprocessHandle } from './session'
+import { resolveWslSessionContext } from './wsl-session-context'
+
+function createSubprocess(): SubprocessHandle {
+  let onExit: ((code: number) => void) | undefined
+  return {
+    pid: 123,
+    getForegroundProcess: () => null,
+    write: vi.fn(),
+    resize: vi.fn(),
+    kill: vi.fn(() => onExit?.(0)),
+    forceKill: vi.fn(() => onExit?.(137)),
+    signal: vi.fn(),
+    onData: vi.fn(),
+    onExit: vi.fn((callback: (code: number) => void) => {
+      onExit = callback
+    }),
+    dispose: vi.fn()
+  }
+}
+
+describe('TerminalHost WSL context', () => {
+  let host: TerminalHost | undefined
+
+  afterEach(async () => {
+    await host?.dispose()
+  })
+
+  it('returns the first creator context on conflicting later attaches', async () => {
+    const spawnSubprocess = vi.fn(() => createSubprocess())
+    host = new TerminalHost({ spawnSubprocess })
+    const platform = Object.getOwnPropertyDescriptor(process, 'platform')
+    Object.defineProperty(process, 'platform', { configurable: true, value: 'win32' })
+    try {
+      const created = await host.createOrAttach({
+        sessionId: 'session-wsl',
+        cols: 80,
+        rows: 24,
+        cwd: '\\\\wsl.localhost\\Ubuntu\\home\\jin',
+        terminalWindowsWslDistro: 'Debian',
+        streamClient: { onData: vi.fn(), onExit: vi.fn() }
+      })
+      const attached = await host.createOrAttach({
+        sessionId: 'session-wsl',
+        cols: 80,
+        rows: 24,
+        terminalWindowsWslDistro: 'Debian',
+        streamClient: { onData: vi.fn(), onExit: vi.fn() }
+      })
+
+      expect(created.wslDistro).toBe('Ubuntu')
+      expect(attached.wslDistro).toBe('Ubuntu')
+      expect(spawnSubprocess).toHaveBeenCalledOnce()
+    } finally {
+      if (platform) {
+        Object.defineProperty(process, 'platform', platform)
+      }
+    }
+  })
+
+  it('uses a remembered distro only when the selected shell is WSL', () => {
+    const platform = Object.getOwnPropertyDescriptor(process, 'platform')
+    Object.defineProperty(process, 'platform', { configurable: true, value: 'win32' })
+    try {
+      expect(
+        resolveWslSessionContext({
+          cwd: 'C:\\Users\\jin\\repo',
+          shellOverride: 'powershell.exe',
+          terminalWindowsWslDistro: 'Ubuntu'
+        })
+      ).toBeUndefined()
+      expect(
+        resolveWslSessionContext({
+          cwd: '\\\\server\\share\\repo',
+          shellOverride: 'powershell.exe',
+          terminalWindowsWslDistro: 'Ubuntu'
+        })
+      ).toBeUndefined()
+      expect(
+        resolveWslSessionContext({
+          cwd: 'C:\\Users\\jin\\repo',
+          shellOverride: 'wsl.exe',
+          terminalWindowsWslDistro: ' Ubuntu '
+        })
+      ).toEqual({ distro: 'Ubuntu', treatPosixCwdAsWsl: true })
+    } finally {
+      if (platform) {
+        Object.defineProperty(process, 'platform', platform)
+      }
+    }
+  })
+})
diff --git a/src/main/daemon/terminal-host.ts b/src/main/daemon/terminal-host.ts
index 7bf06f57012..ba15c6ed814 100644
--- a/src/main/daemon/terminal-host.ts
+++ b/src/main/daemon/terminal-host.ts
@@ -13,6 +13,8 @@ import {
 import type { CreateOrAttachOptions, CreateOrAttachResult } from './terminal-host-create-contract'
 import { shutdownTerminalHostSessions } from './terminal-host-session-shutdown'
 import { TerminalSessionTeardown } from './terminal-session-teardown'
+import { resolveWslSessionContext } from './wsl-session-context'
+import { getDaemonSessionResultMetadata } from './daemon-create-or-attach-result'
 
 export type { CreateOrAttachOptions, CreateOrAttachResult } from './terminal-host-create-contract'
 
@@ -89,8 +91,7 @@ export class TerminalHost {
         snapshot,
         pid: existing.pid,
         shellState: existing.shellState,
-        ...(existing.launchAgent ? { launchAgent: existing.launchAgent } : {}),
-        ...(existing.historySeeded !== undefined ? { historySeeded: existing.historySeeded } : {}),
+        ...getDaemonSessionResultMetadata(existing),
         attachToken: token
       }
     }
@@ -110,6 +111,7 @@ export class TerminalHost {
     // Clear tombstone if re-creating a killed session
     this.killedTombstones.delete(opts.sessionId)
     const size = normalizePtySize(opts.cols, opts.rows)
+    const wslDistro = resolveWslSessionContext(opts)?.distro
 
     const subprocess = this.spawnSubprocess({
       sessionId: opts.sessionId,
@@ -145,6 +147,7 @@ export class TerminalHost {
       subprocess,
       shellReadySupported,
       historySeed: opts.historySeed,
+      wslDistro,
       // Why: reap the dead session (dispose emulator + drop from the map) the
       // moment its subprocess exits, instead of retaining it for the daemon's
       // lifetime. Nothing reads a dead session's emulator (getSnapshot/
@@ -185,8 +188,7 @@ export class TerminalHost {
       snapshot: null,
       pid: subprocess.pid,
       shellState: session.shellState,
-      ...(session.launchAgent ? { launchAgent: session.launchAgent } : {}),
-      ...(session.historySeeded !== undefined ? { historySeeded: session.historySeeded } : {}),
+      ...getDaemonSessionResultMetadata(session),
       attachToken: token
     }
   }
diff --git a/src/main/daemon/terminal-osc-cwd-title-scanner.ts b/src/main/daemon/terminal-osc-cwd-title-scanner.ts
index f3736d7c009..91f592e3796 100644
--- a/src/main/daemon/terminal-osc-cwd-title-scanner.ts
+++ b/src/main/daemon/terminal-osc-cwd-title-scanner.ts
@@ -11,6 +11,7 @@ const OSC_SCAN_TAIL_LIMIT = 4096
 export type TerminalOscCwdTitleScannerOptions = {
   pathFlavor?: 'posix' | 'win32'
   remotePosixAuthority?: boolean
+  wslDistro?: string
 }
 
 export class TerminalOscCwdTitleScanner {
@@ -39,7 +40,8 @@ export class TerminalOscCwdTitleScanner {
     scanOsc7Uris(input, (uri) => {
       const parsed = parseFileUriPath(uri, {
         pathFlavor: this.parseOptions.pathFlavor,
-        remotePosixAuthority: this.parseOptions.remotePosixAuthority
+        remotePosixAuthority: this.parseOptions.remotePosixAuthority,
+        wslDistro: this.parseOptions.wslDistro
       })
       if (parsed) {
         this.cwd = parsed
diff --git a/src/main/daemon/types.ts b/src/main/daemon/types.ts
index 6f48e1ccdbf..63c5edc577b 100644
--- a/src/main/daemon/types.ts
+++ b/src/main/daemon/types.ts
@@ -359,14 +359,7 @@ export type RpcResponseError = {
 
 export type RpcResponse<T = unknown> = RpcResponseOk<T> | RpcResponseError
 
-export type CreateOrAttachResult = {
-  isNew: boolean
-  snapshot: TerminalSnapshot | null
-  pid: number | null
-  shellState: ShellReadyState
-  historySeeded?: boolean
-  launchAgent?: TuiAgent
-}
+export type { DaemonCreateOrAttachResult as CreateOrAttachResult } from './daemon-create-or-attach-result'
 export type GetSnapshotResult = {
   snapshot: TerminalSnapshot | null
 }
diff --git a/src/main/daemon/wsl-cold-restore-cwd.test.ts b/src/main/daemon/wsl-cold-restore-cwd.test.ts
new file mode 100644
index 00000000000..d9c5cf54770
--- /dev/null
+++ b/src/main/daemon/wsl-cold-restore-cwd.test.ts
@@ -0,0 +1,40 @@
+import { describe, expect, it } from 'vitest'
+import { normalizeWslColdRestoreCwd } from './wsl-cold-restore-cwd'
+
+const base = {
+  platform: 'win32' as const,
+  hostname: 'DESKTOP-ORCA',
+  requestedCwd: '\\\\wsl.localhost\\Ubuntu\\home\\jin\\repo',
+  wslDistro: 'Ubuntu'
+}
+
+describe('normalizeWslColdRestoreCwd', () => {
+  it.each([
+    ['C:\\work', 'C:\\work'],
+    ['\\\\wsl.localhost\\ubuntu\\home\\jin', '\\\\wsl.localhost\\ubuntu\\home\\jin'],
+    ['/home/jin', '\\\\wsl.localhost\\Ubuntu\\home\\jin'],
+    ['\\\\desktop-orca\\home\\jin', '\\\\wsl.localhost\\Ubuntu\\home\\jin'],
+    ['\\\\DESKTOP-ORCA\\mnt\\c\\work', 'C:\\work']
+  ])('allows or repairs %s', (recoveredCwd, expected) => {
+    expect(normalizeWslColdRestoreCwd({ ...base, recoveredCwd })).toBe(expected)
+  })
+
+  it.each([
+    '\\\\wsl.localhost\\Debian\\home\\jin',
+    '\\\\server\\share\\repo',
+    '//server/share/repo',
+    'relative/path',
+    '\\\\other-host\\home\\jin'
+  ])('falls back instead of guessing for %s', (recoveredCwd) => {
+    expect(normalizeWslColdRestoreCwd({ ...base, recoveredCwd })).toBe(base.requestedCwd)
+  })
+
+  it('leaves native and missing-context restores unchanged', () => {
+    expect(
+      normalizeWslColdRestoreCwd({ ...base, platform: 'linux', recoveredCwd: '/home/jin' })
+    ).toBe('/home/jin')
+    expect(
+      normalizeWslColdRestoreCwd({ ...base, wslDistro: undefined, recoveredCwd: '\\\\server\\x' })
+    ).toBe('\\\\server\\x')
+  })
+})
diff --git a/src/main/daemon/wsl-cold-restore-cwd.ts b/src/main/daemon/wsl-cold-restore-cwd.ts
new file mode 100644
index 00000000000..b3f921106dc
--- /dev/null
+++ b/src/main/daemon/wsl-cold-restore-cwd.ts
@@ -0,0 +1,37 @@
+import { hostname as getHostname } from 'node:os'
+import { parseWslUncPath, toWindowsWslPath } from '../../shared/wsl-paths'
+
+export function normalizeWslColdRestoreCwd(args: {
+  recoveredCwd: string
+  requestedCwd?: string
+  wslDistro?: string
+  platform?: NodeJS.Platform
+  hostname?: string
+}): string | undefined {
+  if ((args.platform ?? process.platform) !== 'win32' || !args.wslDistro) {
+    return args.recoveredCwd
+  }
+
+  if (/^[A-Za-z]:[\\/]/.test(args.recoveredCwd)) {
+    return args.recoveredCwd
+  }
+
+  const wslPath = parseWslUncPath(args.recoveredCwd)
+  if (wslPath) {
+    return wslPath.distro.toLowerCase() === args.wslDistro.toLowerCase()
+      ? args.recoveredCwd
+      : args.requestedCwd
+  }
+
+  if (/^\/(?!\/)/.test(args.recoveredCwd)) {
+    return toWindowsWslPath(args.recoveredCwd, args.wslDistro)
+  }
+
+  const uncMatch = args.recoveredCwd.match(/^[\\/]{2}([^\\/]+)[\\/]([^\\/]+)([\\/].*)?$/)
+  if (uncMatch?.[1].toLowerCase() === (args.hostname ?? getHostname()).toLowerCase()) {
+    const linuxPath = `/${uncMatch[2]}${(uncMatch[3] ?? '').replace(/\\/g, '/')}`
+    return toWindowsWslPath(linuxPath, args.wslDistro)
+  }
+
+  return args.requestedCwd
+}
diff --git a/src/main/daemon/wsl-session-context.ts b/src/main/daemon/wsl-session-context.ts
index f6d568a7042..582e8a66a05 100644
--- a/src/main/daemon/wsl-session-context.ts
+++ b/src/main/daemon/wsl-session-context.ts
@@ -1,6 +1,8 @@
 import { splitWorktreeIdForFilesystem } from '../../shared/worktree-id'
+import { isWslShellName } from '../../shared/local-windows-terminal-runtime'
 import { parseWslPath } from '../wsl'
 import { parsePtySessionId } from './pty-session-id'
+import { parseWslUncPath } from '../../shared/wsl-paths'
 
 export type WslSessionContext = {
   distro: string
@@ -15,3 +17,31 @@ export function getWslContextFromSessionId(sessionId: string): WslSessionContext
   const wslInfo = worktreePath ? parseWslPath(worktreePath) : null
   return wslInfo ? { distro: wslInfo.distro, treatPosixCwdAsWsl: true } : undefined
 }
+
+export function getWslContextFromPreferredDistro(
+  distro: string | null | undefined
+): WslSessionContext | undefined {
+  const trimmed = distro?.trim()
+  return trimmed ? { distro: trimmed, treatPosixCwdAsWsl: true } : undefined
+}
+
+export function resolveWslSessionContext(args: {
+  cwd?: string
+  sessionId?: string
+  shellOverride?: string
+  terminalWindowsWslDistro?: string | null
+}): WslSessionContext | undefined {
+  if (process.platform !== 'win32') {
+    return undefined
+  }
+  const cwdDistro = args.cwd ? parseWslUncPath(args.cwd)?.distro : undefined
+  if (cwdDistro) {
+    return { distro: cwdDistro, treatPosixCwdAsWsl: true }
+  }
+  return (
+    (args.sessionId ? getWslContextFromSessionId(args.sessionId) : undefined) ??
+    (isWslShellName(args.shellOverride)
+      ? getWslContextFromPreferredDistro(args.terminalWindowsWslDistro)
+      : undefined)
+  )
+}
diff --git a/src/main/ipc/pty.test.ts b/src/main/ipc/pty.test.ts
index b3a41ef10eb..a8dd387dffe 100644
--- a/src/main/ipc/pty.test.ts
+++ b/src/main/ipc/pty.test.ts
@@ -2301,13 +2301,24 @@ describe('registerPtyHandlers', () => {
           listProcesses: vi.fn(async () => []),
           getForegroundProcess: vi.fn(async () => null)
         } as never)
+        const runtime = {
+          setPtyController: vi.fn(),
+          createPreAllocatedTerminalHandle: vi.fn(() => null),
+          preAllocateHandleForPty: vi.fn(),
+          preparePtyExecutionContext: vi.fn().mockReturnValue(true)
+        }
         handlers.clear()
-        registerPtyHandlers(mainWindow as never)
+        registerPtyHandlers(mainWindow as never, runtime as never)
         await expect(
           handlers.get('pty:spawn')!(null, { cols: 80, rows: 24, env: {} })
         ).rejects.toThrow(/spawn boom/)
         expect(openCodeClearPtyMock).toHaveBeenCalled()
         expect(piClearPtyMock).toHaveBeenCalled()
+        expect(runtime.preparePtyExecutionContext).toHaveBeenLastCalledWith(
+          expect.any(String),
+          null,
+          { resetIncarnation: true }
+        )
       })
 
       it('does NOT sweep per-PTY state on provider.spawn failure for CALLER-supplied sessionId', async () => {
@@ -2329,8 +2340,14 @@ describe('registerPtyHandlers', () => {
           listProcesses: vi.fn(async () => []),
           getForegroundProcess: vi.fn(async () => null)
         } as never)
+        const runtime = {
+          setPtyController: vi.fn(),
+          createPreAllocatedTerminalHandle: vi.fn(() => null),
+          preAllocateHandleForPty: vi.fn(),
+          preparePtyExecutionContext: vi.fn().mockReturnValue(true)
+        }
         handlers.clear()
-        registerPtyHandlers(mainWindow as never)
+        registerPtyHandlers(mainWindow as never, runtime as never)
         await expect(
           handlers.get('pty:spawn')!(null, {
             cols: 80,
@@ -2341,6 +2358,11 @@ describe('registerPtyHandlers', () => {
         ).rejects.toThrow(/spawn boom/)
         expect(openCodeClearPtyMock).not.toHaveBeenCalled()
         expect(piClearPtyMock).not.toHaveBeenCalled()
+        expect(runtime.preparePtyExecutionContext).toHaveBeenLastCalledWith(
+          'caller-owned-session',
+          null,
+          { resetIncarnation: true }
+        )
       })
 
       it('does NOT inject host-local env on SSH spawns (connectionId set)', async () => {
diff --git a/src/main/ipc/pty.ts b/src/main/ipc/pty.ts
index 03a99cb2946..0c1803d4555 100644
--- a/src/main/ipc/pty.ts
+++ b/src/main/ipc/pty.ts
@@ -66,6 +66,7 @@ import {
 import { parseAppSshPtyId, toAppSshPtyId, toRelaySshPtyId } from '../providers/ssh-pty-id'
 import { createPtySpawnTiming } from './pty-spawn-timing'
 import { mintPtySessionId, isSafePtySessionId } from '../daemon/pty-session-id'
+import { resolveWslSessionContext } from '../daemon/wsl-session-context'
 import { addNodePtyRecoveryHint } from '../daemon/node-pty-error-hints'
 import { recordDaemonStreamBacklogEvent } from '../daemon/daemon-stream-backlog-probe'
 import type { ClaudeRuntimeAuthPreparation } from '../claude-accounts/runtime-auth-service'
@@ -3044,6 +3045,14 @@ export function registerPtyHandlers(
       const effectiveSessionAppId =
         sessionId !== undefined ? getAppPtyId(args.connectionId, sessionId) : undefined
       const isMintedSessionId = requestedSessionId === undefined && isDaemonHostSpawn
+      const expectedWslDistro = !args.connectionId
+        ? (resolveWslSessionContext({
+            cwd,
+            sessionId,
+            shellOverride: terminalRuntimeOptions.shellOverride,
+            terminalWindowsWslDistro: terminalRuntimeOptions.terminalWindowsWslDistro
+          })?.distro ?? null)
+        : null
       const shouldPersistHostSessionBinding = args.persistHostSessionBinding === true
       let hostSessionBinding: {
         store: NonNullable<typeof store>
@@ -3199,12 +3208,20 @@ export function registerPtyHandlers(
         ? reservePaneSpawn(materializedPaneKey)
         : null
       let result: PtySpawnResult
+      let preparedProvisionalExecutionContext = false
       try {
         try {
           if (args.preAllocatedHandle) {
             trustedTerminalHandleEnv.add(args.preAllocatedHandle)
           }
           const expectedPtyId = effectiveSessionAppId ?? sessionId
+          if (isDaemonHostSpawn && expectedPtyId) {
+            preparedProvisionalExecutionContext =
+              runtime?.preparePtyExecutionContext?.(expectedPtyId, expectedWslDistro, {
+                resetIncarnation: isMintedSessionId,
+                preserveExisting: !isMintedSessionId
+              }) ?? false
+          }
           const sequenceBeforeProviderSpawn = expectedPtyId
             ? (runtime?.getPtyOutputSequence?.(expectedPtyId) ?? 0)
             : 0
@@ -3216,7 +3233,16 @@ export function registerPtyHandlers(
               sequenceBeforeProviderSpawn
             )
           }
+          runtime?.preparePtyExecutionContext?.(
+            result.id,
+            args.connectionId ? null : (result.wslDistro ?? expectedWslDistro)
+          )
         } catch (err) {
+          if ((isMintedSessionId || preparedProvisionalExecutionContext) && effectiveSessionAppId) {
+            runtime?.preparePtyExecutionContext?.(effectiveSessionAppId, null, {
+              resetIncarnation: true
+            })
+          }
           const rawMessage = err instanceof Error ? err.message : String(err)
           const spawnError = normalizeNodePtySpawnError(err)
           const isIdentityMismatch =
@@ -3865,6 +3891,14 @@ export function registerPtyHandlers(
         effectiveSessionId !== undefined
           ? getRelayPtyId(args.connectionId, effectiveSessionId)
           : undefined
+      const expectedWslDistro = !args.connectionId
+        ? (resolveWslSessionContext({
+            cwd,
+            sessionId: effectiveSessionId,
+            shellOverride: terminalRuntimeOptions.shellOverride,
+            terminalWindowsWslDistro: terminalRuntimeOptions.terminalWindowsWslDistro
+          })?.distro ?? null)
+        : null
       const startupTerminalColorQueryReplyColors = getStartupTerminalColorQueryReplyColors(args)
       const preSpawnStartupTerminalColorReplyPtyId =
         startupTerminalColorQueryReplyColors && effectiveSessionId !== undefined
@@ -4158,6 +4192,7 @@ export function registerPtyHandlers(
         markHiddenRendererPty(preSpawnHiddenMarkId)
       }
       let result: PtySpawnResult
+      let preparedProvisionalExecutionContext = false
       try {
         try {
           if (preAllocatedHandle) {
@@ -4173,6 +4208,13 @@ export function registerPtyHandlers(
           }
           spawnTiming.mark('options')
           const expectedPtyId = effectiveSessionAppId ?? effectiveSessionId
+          if (isDaemonHostSpawn && expectedPtyId) {
+            preparedProvisionalExecutionContext =
+              runtime?.preparePtyExecutionContext?.(expectedPtyId, expectedWslDistro, {
+                resetIncarnation: isMintedSessionId,
+                preserveExisting: !isMintedSessionId
+              }) ?? false
+          }
           const sequenceBeforeProviderSpawn = expectedPtyId
             ? (runtime?.getPtyOutputSequence?.(expectedPtyId) ?? 0)
             : 0
@@ -4184,8 +4226,17 @@ export function registerPtyHandlers(
               sequenceBeforeProviderSpawn
             )
           }
+          runtime?.preparePtyExecutionContext?.(
+            result.id,
+            args.connectionId ? null : (result.wslDistro ?? expectedWslDistro)
+          )
           spawnTiming.mark('provider_spawn')
         } catch (err) {
+          if ((isMintedSessionId || preparedProvisionalExecutionContext) && effectiveSessionAppId) {
+            runtime?.preparePtyExecutionContext?.(effectiveSessionAppId, null, {
+              resetIncarnation: true
+            })
+          }
           // Why: a failed spawn must not leave a stale hidden mark on a session
           // id a later visible attach may reuse.
           if (preSpawnHiddenMarkId !== null) {
diff --git a/src/main/providers/types.ts b/src/main/providers/types.ts
index 2e98dbca243..8b04b0b096a 100644
--- a/src/main/providers/types.ts
+++ b/src/main/providers/types.ts
@@ -111,6 +111,8 @@ export type PtySpawnResult = {
   pid?: number | null
   /** Minimal allowlisted launch ownership returned by daemon reattach. */
   launchAgent?: TuiAgent
+  /** Immutable local WSL execution context returned by a daemon session. */
+  wslDistro?: string
   /** ANSI snapshot of the terminal screen, present when reattaching to an
    *  existing daemon session. Write this to xterm.js to restore visual state. */
   snapshot?: string
diff --git a/src/main/runtime/orca-runtime.test.ts b/src/main/runtime/orca-runtime.test.ts
index 44bb1117c43..8045a45cd6a 100644
--- a/src/main/runtime/orca-runtime.test.ts
+++ b/src/main/runtime/orca-runtime.test.ts
@@ -8648,6 +8648,7 @@ describe('OrcaRuntimeService', () => {
   it('keeps SSH OSC7 cwd POSIX when the desktop runtime is on Windows', async () => {
     setPlatform('win32')
     const runtime = new OrcaRuntimeService(store)
+    runtime.preparePtyExecutionContext('pty-ssh', 'Ubuntu', { resetIncarnation: true })
     runtime.registerPty('pty-ssh', TEST_WORKTREE_ID, 'ssh-conn-1')
 
     runtime.onPtyData('pty-ssh', '\x1b]7;file://remote-host/home/me/repo/src\x07', 123)
@@ -8655,9 +8656,78 @@ describe('OrcaRuntimeService', () => {
     const internals = runtime as unknown as {
       terminalCwdByPtyId: Map<string, string>
       terminalFileUriHostnameByPtyId: Map<string, string>
+      wslDistroByPtyId: Map<string, string>
     }
     expect(internals.terminalCwdByPtyId.get('pty-ssh')).toBe('/home/me/repo/src')
     expect(internals.terminalFileUriHostnameByPtyId.get('pty-ssh')).toBe('remote-host')
+    expect(internals.wslDistroByPtyId.has('pty-ssh')).toBe(false)
+  })
+
+  it('uses per-incarnation WSL context before registration and across simultaneous distros', () => {
+    setPlatform('win32')
+    const runtime = new OrcaRuntimeService(store)
+    runtime.preparePtyExecutionContext('pty-ubuntu', 'Ubuntu', { resetIncarnation: true })
+    runtime.preparePtyExecutionContext('pty-debian', 'Debian', { resetIncarnation: true })
+    runtime.registerPty('pty-ubuntu', TEST_WORKTREE_ID)
+    runtime.registerPty('pty-debian', TEST_WORKTREE_ID)
+
+    runtime.onPtyData('pty-ubuntu', '\x1b]7;file://DESKTOP/home/me/repo\x07', 1)
+    runtime.onPtyData('pty-debian', '\x1b]7;file://DESKTOP/home/me/repo\x07', 1)
+
+    const cwds = (runtime as unknown as { terminalCwdByPtyId: Map<string, string> })
+      .terminalCwdByPtyId
+    expect(cwds.get('pty-ubuntu')).toBe('\\\\wsl.localhost\\Ubuntu\\home\\me\\repo')
+    expect(cwds.get('pty-debian')).toBe('\\\\wsl.localhost\\Debian\\home\\me\\repo')
+  })
+
+  it('does not retain WSL context when a PTY id is reused', () => {
+    setPlatform('win32')
+    const runtime = new OrcaRuntimeService(store)
+    runtime.preparePtyExecutionContext('pty-reused', 'Ubuntu', { resetIncarnation: true })
+    runtime.registerPty('pty-reused', TEST_WORKTREE_ID)
+    runtime.onPtyExit('pty-reused', 0)
+
+    runtime.preparePtyExecutionContext('pty-reused', null, { resetIncarnation: true })
+    runtime.registerPty('pty-reused', TEST_WORKTREE_ID)
+    runtime.onPtyData('pty-reused', '\x1b]7;file://server/share/repo\x07', 1)
+
+    const cwds = (runtime as unknown as { terminalCwdByPtyId: Map<string, string> })
+      .terminalCwdByPtyId
+    expect(cwds.get('pty-reused')).toBe('\\\\server\\share\\repo')
+  })
+
+  it('preserves immutable context while a live daemon attach is unresolved', () => {
+    setPlatform('win32')
+    const runtime = new OrcaRuntimeService(store)
+    runtime.preparePtyExecutionContext('pty-attached', 'Ubuntu', { resetIncarnation: true })
+    runtime.registerPty('pty-attached', TEST_WORKTREE_ID)
+
+    const changed = runtime.preparePtyExecutionContext('pty-attached', 'Debian', {
+      preserveExisting: true
+    })
+    runtime.onPtyData('pty-attached', '\x1b]7;file://DESKTOP/home/me/repo\x07', 1)
+
+    const cwd = (
+      runtime as unknown as { terminalCwdByPtyId: Map<string, string> }
+    ).terminalCwdByPtyId.get('pty-attached')
+    expect(changed).toBe(false)
+    expect(cwd).toBe('\\\\wsl.localhost\\Ubuntu\\home\\me\\repo')
+  })
+
+  it('infers local reconstructed WSL context from a WSL UNC worktree', () => {
+    setPlatform('win32')
+    const runtime = new OrcaRuntimeService(store)
+    runtime.registerPty(
+      'pty-reconstructed',
+      `${TEST_REPO_ID}::\\\\wsl.localhost\\Ubuntu\\home\\me\\repo`
+    )
+
+    runtime.onPtyData('pty-reconstructed', '\x1b]7;file://DESKTOP/home/me/repo/src\x07', 1)
+
+    const cwd = (
+      runtime as unknown as { terminalCwdByPtyId: Map<string, string> }
+    ).terminalCwdByPtyId.get('pty-reconstructed')
+    expect(cwd).toBe('\\\\wsl.localhost\\Ubuntu\\home\\me\\repo\\src')
   })
 
   it('clears stale terminal file URI hostnames after empty-host OSC7 cwd updates', () => {
diff --git a/src/main/runtime/orca-runtime.ts b/src/main/runtime/orca-runtime.ts
index 60160117a6a..cf880c038db 100644
--- a/src/main/runtime/orca-runtime.ts
+++ b/src/main/runtime/orca-runtime.ts
@@ -245,7 +245,7 @@ import {
   normalizeRuntimePathForComparison
 } from '../../shared/cross-platform-path'
 import { resolveTerminalStartupCwd } from '../../shared/terminal-startup-cwd'
-import { isWslUncPath } from '../../shared/wsl-paths'
+import { isWslUncPath, parseWslUncPath } from '../../shared/wsl-paths'
 import {
   folderWorkspaceKey,
   isWorkspaceKey,
@@ -1014,6 +1014,7 @@ type RuntimePtyWorktreeRecord = {
   // Why: a Windows host can own both native and WSL panes; preamble command
   // selection must follow the pane that executes it, not process.platform.
   isWsl: boolean | null
+  wslDistro: string | null
   // Why: background CLI PTYs can outlive a failed renderer reveal. Preserve the
   // spawn-time tab/pane identity so later reveals can adopt under the env key.
   tabId: string | null
@@ -1246,7 +1247,7 @@ type RuntimePtyController = {
     leafId?: string
     sessionId?: string
     persistHostSessionBinding?: boolean
-  }): Promise<{ id: string }>
+  }): Promise<{ id: string; wslDistro?: string }>
   write(ptyId: string, data: string): boolean
   kill(ptyId: string): boolean
   stopAndWait?(ptyId: string, opts?: { keepHistory?: boolean }): Promise<boolean>
@@ -2323,6 +2324,7 @@ export class OrcaRuntimeService {
   // iterates them all. Listeners are cleaned up via subscriptionCleanups.
   private notificationListeners = new Set<(event: MobileNotificationEvent) => void>()
   private ptysById = new Map<string, RuntimePtyWorktreeRecord>()
+  private wslDistroByPtyId = new Map<string, string>()
   private titleObservationSequence = 0
   private headlessTerminals = new Map<string, RuntimeHeadlessTerminal>()
   private ptyOutputSequenceById = new Map<string, number>()
@@ -6007,6 +6009,44 @@ export class OrcaRuntimeService {
     }
   }
 
+  preparePtyExecutionContext(
+    ptyId: string,
+    wslDistro: string | null,
+    options: { resetIncarnation?: boolean; preserveExisting?: boolean } = {}
+  ): boolean {
+    const pty = this.ptysById.get(ptyId)
+    const hadExistingContext = this.wslDistroByPtyId.has(ptyId) || pty !== undefined
+    if (options.preserveExisting && hadExistingContext) {
+      // Why: attach-time settings are only a fallback; a live PTY's recorded
+      // execution namespace remains authoritative until its provider replies.
+      return false
+    }
+
+    if (options.resetIncarnation) {
+      this.disposeHeadlessTerminal(ptyId)
+      this.osc7ScanTailByPtyId.delete(ptyId)
+      this.terminalCwdByPtyId.delete(ptyId)
+      this.terminalFileUriHostnameByPtyId.delete(ptyId)
+      this.wslDistroByPtyId.delete(ptyId)
+    }
+
+    const previous = this.wslDistroByPtyId.get(ptyId) ?? null
+    if (wslDistro) {
+      this.wslDistroByPtyId.set(ptyId, wslDistro)
+    } else {
+      this.wslDistroByPtyId.delete(ptyId)
+    }
+    if (pty) {
+      pty.wslDistro = wslDistro
+    }
+    if (!options.resetIncarnation && previous !== wslDistro && this.headlessTerminals.has(ptyId)) {
+      // Why: bytes parsed with two distro namespaces would leave an internally
+      // inconsistent CWD; rebuild from the provider's authoritative snapshot.
+      this.replaceHeadlessTerminalAfterExecutionContextChange(ptyId)
+    }
+    return options.resetIncarnation === true || !hadExistingContext || previous !== wslDistro
+  }
+
   /** Record the spawn launch command so the per-PTY Command Code detector can
    *  arm from it (renderer startupCommand parity). Best-effort: a chunk that
    *  beats this call falls back to the detector's banner arming. */
@@ -6828,7 +6868,10 @@ export class OrcaRuntimeService {
     return uri
       ? parseFileUriPathParts(uri, {
           pathFlavor,
-          remotePosixAuthority: !!pty?.connectionId && pathFlavor !== 'win32'
+          remotePosixAuthority: !!pty?.connectionId && pathFlavor !== 'win32',
+          wslDistro: pty?.connectionId
+            ? undefined
+            : (this.wslDistroByPtyId.get(ptyId) ?? pty?.wslDistro ?? undefined)
         })
       : null
   }
@@ -7036,6 +7079,13 @@ export class OrcaRuntimeService {
         this.disposeHeadlessTerminal(ptyId)
       }
       this.providerModeTrackersByPtyId.delete(ptyId)
+      this.wslDistroByPtyId.delete(ptyId)
+      this.terminalCwdByPtyId.delete(ptyId)
+      this.terminalFileUriHostnameByPtyId.delete(ptyId)
+      const pty = this.ptysById.get(ptyId)
+      if (pty) {
+        pty.wslDistro = null
+      }
       if (replacesExistingRuntimeGeneration && postSpawnSequence === 0) {
         this.resetTrackedTerminalStateForProviderGeneration(ptyId)
       }
@@ -7521,6 +7571,9 @@ export class OrcaRuntimeService {
       pathFlavor,
       remotePosixFileUriAuthority:
         !!this.ptysById.get(ptyId)?.connectionId && pathFlavor !== 'win32',
+      wslDistro: this.ptysById.get(ptyId)?.connectionId
+        ? undefined
+        : (this.wslDistroByPtyId.get(ptyId) ?? this.ptysById.get(ptyId)?.wslDistro ?? undefined),
       // Why: replies take the provider input path (same entry as pty:write —
       // daemon shell-ready gating and the SSH relay write apply unchanged),
       // NOT writePtyInput, so renderer interactive-output metering never
@@ -7573,6 +7626,37 @@ export class OrcaRuntimeService {
     return state
   }
 
+  private replaceHeadlessTerminalAfterExecutionContextChange(ptyId: string): void {
+    this.disposeHeadlessTerminal(ptyId)
+    this.providerSnapshotPreferredPtys.add(ptyId)
+    const dims = this.getTerminalSize(ptyId) ?? { cols: 80, rows: 24 }
+    const state = this.createPtyHeadlessTerminalState(ptyId, dims)
+    this.headlessTerminals.set(ptyId, state)
+    state.writeChain = state.writeChain
+      .then(async () => {
+        const snapshot = await this.serializeProviderTerminalBuffer(ptyId)
+        if (!snapshot) {
+          return
+        }
+        const data = `${snapshot.scrollbackAnsi ?? ''}${snapshot.data}`
+        this.recordOsc7MetadataForPty(ptyId, data)
+        await state.emulator.write(data)
+        if (snapshot.cwd !== undefined) {
+          state.emulator.setCwd(snapshot.cwd)
+        }
+        if (snapshot.oscLinks !== undefined) {
+          state.emulator.setRestoredOscLinks(snapshot.oscLinks)
+        }
+        state.outputSequence = snapshot.seq
+      })
+      .catch(() => {
+        // Best-effort: live bytes already chain behind this replacement state.
+      })
+      .finally(() => {
+        this.providerSnapshotPreferredPtys.delete(ptyId)
+      })
+  }
+
   private resizeHeadlessTerminal(ptyId: string, cols: number, rows: number): void {
     const state = this.headlessTerminals.get(ptyId)
     if (!state) {
@@ -9117,6 +9201,7 @@ export class OrcaRuntimeService {
     this.osc7ScanTailByPtyId.delete(ptyId)
     this.terminalCwdByPtyId.delete(ptyId)
     this.terminalFileUriHostnameByPtyId.delete(ptyId)
+    this.wslDistroByPtyId.delete(ptyId)
     this.clearAgentRowSnapshotsForPty(ptyId)
     // Why: a Claude agent-team leader whose PTY exits naturally (agent finished,
     // process died, renderer reload) must release its team + nested panes map.
@@ -18918,6 +19003,9 @@ export class OrcaRuntimeService {
           : {})
       })
       this.registerPreAllocatedHandleForPty(result.id, preAllocatedHandle)
+      if (result.wslDistro) {
+        this.preparePtyExecutionContext(result.id, result.wslDistro)
+      }
       this.registerPty(result.id, workspace.id, workspace.connectionId)
       const pty = this.getOrCreatePtyWorktreeRecord(result.id)
       if (pty) {
@@ -20091,6 +20179,9 @@ export class OrcaRuntimeService {
       preAllocatedHandle
     })
     this.registerPreAllocatedHandleForPty(result.id, preAllocatedHandle)
+    if (result.wslDistro) {
+      this.preparePtyExecutionContext(result.id, result.wslDistro)
+    }
     this.registerPty(result.id, workspace.id, workspace.connectionId)
     const createdPty = this.getOrCreatePtyWorktreeRecord(result.id)
     if (createdPty) {
@@ -21582,17 +21673,29 @@ export class OrcaRuntimeService {
         | 'title'
         | 'connectionId'
         | 'isWsl'
+        | 'wslDistro'
       >
     > = {}
   ): RuntimePtyWorktreeRecord {
     let pty = this.ptysById.get(ptyId)
     if (!pty) {
       const titleObservedAt = state.title ? this.nextTitleObservationSequence() : null
+      const connectionId = state.connectionId ?? parseAppSshPtyId(ptyId)?.connectionId ?? null
+      const worktreePath = splitWorktreeIdForFilesystem(worktreeId)?.worktreePath
+      const fallbackWslDistro =
+        process.platform === 'win32' && connectionId === null && worktreePath
+          ? parseWslUncPath(worktreePath)?.distro
+          : undefined
+      const wslDistro =
+        connectionId === null
+          ? (state.wslDistro ?? this.wslDistroByPtyId.get(ptyId) ?? fallbackWslDistro ?? null)
+          : null
       pty = {
         ptyId,
         worktreeId,
-        connectionId: state.connectionId ?? parseAppSshPtyId(ptyId)?.connectionId ?? null,
+        connectionId,
         isWsl: state.isWsl ?? null,
+        wslDistro,
         tabId: state.tabId ?? null,
         paneKey: state.paneKey ?? null,
         launchConfig: null,
@@ -21625,6 +21728,13 @@ export class OrcaRuntimeService {
         this.setPtyManagementTitleFromObservedTitle(pty, state.title, titleObservedAt ?? 0)
       }
       this.ptysById.set(ptyId, pty)
+      if (wslDistro) {
+        this.wslDistroByPtyId.set(ptyId, wslDistro)
+      } else if (connectionId !== null) {
+        // Why: restored SSH IDs can collide with stale local parser state;
+        // connection ownership must win before their first output is parsed.
+        this.wslDistroByPtyId.delete(ptyId)
+      }
       // Why: restored/controller-discovered PTYs learn their worktree here
       // without registerPty(), so URL enrichment must bind at this source.
       advertisedUrlWatcher.bindPty(ptyId, worktreeId)
@@ -21634,10 +21744,22 @@ export class OrcaRuntimeService {
     pty.worktreeId = worktreeId
     if (state.connectionId !== undefined) {
       pty.connectionId = state.connectionId
+      if (state.connectionId !== null) {
+        pty.wslDistro = null
+        this.wslDistroByPtyId.delete(ptyId)
+      }
     }
     if (state.isWsl !== undefined) {
       pty.isWsl = state.isWsl
     }
+    if (state.wslDistro !== undefined) {
+      pty.wslDistro = state.wslDistro
+      if (state.wslDistro) {
+        this.wslDistroByPtyId.set(ptyId, state.wslDistro)
+      } else {
+        this.wslDistroByPtyId.delete(ptyId)
+      }
+    }
     if (state.tabId !== undefined) {
       pty.tabId = state.tabId
     }
@@ -21799,6 +21921,7 @@ export class OrcaRuntimeService {
     this.osc7ScanTailByPtyId.delete(ptyId)
     this.terminalCwdByPtyId.delete(ptyId)
     this.terminalFileUriHostnameByPtyId.delete(ptyId)
+    this.wslDistroByPtyId.delete(ptyId)
     this.clearAgentRowSnapshotsForPty(ptyId)
     const handle = this.handleByPtyId.get(ptyId)
     if (handle) {
diff --git a/src/main/wsl.ts b/src/main/wsl.ts
index 1d27b694d2c..504ac981010 100644
--- a/src/main/wsl.ts
+++ b/src/main/wsl.ts
@@ -1,5 +1,7 @@
 import { execFile, execFileSync } from 'node:child_process'
-import { parseWslUncPath } from '../shared/wsl-paths'
+import { parseWslUncPath, toWindowsWslPath } from '../shared/wsl-paths'
+
+export { toWindowsWslPath } from '../shared/wsl-paths'
 
 export type WslPathInfo = {
   distro: string
@@ -89,26 +91,6 @@ export function toLinuxPath(windowsPath: string): string {
   return `/mnt/${driveLetter}/${rest}`
 }
 
-/**
- * Convert a Linux path inside a WSL distro to a Windows path.
- *
- * Why two forms: paths under /mnt/<drive>/... are Windows-native filesystem
- * paths that WSL exposes via the DrvFs mount. These map back to their native
- * Windows form (e.g. /mnt/c/Users → C:\Users). All other paths live on the
- * WSL virtual filesystem and use the UNC form (\\wsl.localhost\Distro\...).
- */
-export function toWindowsWslPath(linuxPath: string, distro: string): string {
-  // /mnt/c/Users/... → C:\Users\...
-  const mntMatch = linuxPath.match(/^\/mnt\/([a-z])(\/.*)?$/)
-  if (mntMatch) {
-    const driveLetter = mntMatch[1].toUpperCase()
-    const rest = (mntMatch[2] || '').replace(/\//g, '\\')
-    return `${driveLetter}:${rest || '\\'}`
-  }
-
-  return `\\\\wsl.localhost\\${distro}${linuxPath.replace(/\//g, '\\')}`
-}
-
 // ─── WSL home directory resolution ──────────────────────────────────
 
 const wslHomeCache = new Map<string, string>()
diff --git a/src/shared/wsl-paths.test.ts b/src/shared/wsl-paths.test.ts
index 498e3c02860..6a9641d41ac 100644
--- a/src/shared/wsl-paths.test.ts
+++ b/src/shared/wsl-paths.test.ts
@@ -1,5 +1,10 @@
 import { describe, expect, it } from 'vitest'
-import { foldWslUncPathCaseInsensitiveParts, isWslUncPath, parseWslUncPath } from './wsl-paths'
+import {
+  foldWslUncPathCaseInsensitiveParts,
+  isWslUncPath,
+  parseWslUncPath,
+  toWindowsWslPath
+} from './wsl-paths'
 
 describe('wsl path helpers', () => {
   it('parses modern and legacy WSL UNC paths without platform checks', () => {
@@ -17,6 +22,16 @@ describe('wsl path helpers', () => {
     expect(isWslUncPath('C:\\Users\\jin\\repo')).toBe(false)
     expect(isWslUncPath('/home/jin/repo')).toBe(false)
   })
+
+  it.each([
+    ['/home/jin/repo', '\\\\wsl.localhost\\Ubuntu\\home\\jin\\repo'],
+    ['/', '\\\\wsl.localhost\\Ubuntu\\'],
+    ['/mnt/c/Users/jin', 'C:\\Users\\jin'],
+    ['/MNT/c/Repo', '\\\\wsl.localhost\\Ubuntu\\MNT\\c\\Repo'],
+    ['/mnt/C/Repo', '\\\\wsl.localhost\\Ubuntu\\mnt\\C\\Repo']
+  ])('converts %s without folding case-sensitive Linux paths', (linuxPath, expected) => {
+    expect(toWindowsWslPath(linuxPath, 'Ubuntu')).toBe(expected)
+  })
 })
 
 describe('foldWslUncPathCaseInsensitiveParts', () => {
diff --git a/src/shared/wsl-paths.ts b/src/shared/wsl-paths.ts
index 3db38712251..f8acb9d69d6 100644
--- a/src/shared/wsl-paths.ts
+++ b/src/shared/wsl-paths.ts
@@ -20,6 +20,17 @@ export function isWslUncPath(path: string): boolean {
   return parseWslUncPath(path) !== null
 }
 
+/** Convert an absolute Linux path in a known WSL distro to its Windows form. */
+export function toWindowsWslPath(linuxPath: string, distro: string): string {
+  const mntMatch = linuxPath.match(/^\/mnt\/([a-z])(\/.*)?$/)
+  if (mntMatch) {
+    const rest = (mntMatch[2] || '').replace(/\//g, '\\')
+    return `${mntMatch[1].toUpperCase()}:${rest || '\\'}`
+  }
+
+  return `\\\\wsl.localhost\\${distro}${linuxPath.replace(/\//g, '\\')}`
+}
+
 // Why: Windows folds the share (\\wsl$ aliases \\wsl.localhost), the distro, and
 // drvfs /mnt/<drive> tails case-insensitively; the rest of the Linux path is not.
 export function foldWslUncPathCaseInsensitiveParts(path: string): string | null {