diff --git a/src/main/automations/schedule-drift-report.test.ts b/src/main/automations/schedule-drift-report.test.ts
new file mode 100644
index 00000000000..f719998576b
--- /dev/null
+++ b/src/main/automations/schedule-drift-report.test.ts
@@ -0,0 +1,61 @@
+import { afterEach, describe, expect, it, vi } from 'vitest'
+import type { Automation } from '../../shared/automations-types'
+import { reportAutomationScheduleDrift } from './schedule-drift-report'
+
+const makeAutomation = (name: string, rrule: string): Automation => ({
+  id: `id-${name}`,
+  name,
+  prompt: 'Check the repo',
+  precheck: null,
+  agentId: 'claude',
+  projectId: 'r1',
+  executionTargetType: 'local',
+  executionTargetId: 'local',
+  schedulerOwner: 'local_host_service',
+  workspaceMode: 'existing',
+  workspaceId: 'wt1',
+  baseBranch: null,
+  reuseSession: false,
+  timezone: 'UTC',
+  rrule,
+  dtstart: 0,
+  enabled: true,
+  nextRunAt: 0,
+  missedRunPolicy: 'run_once_within_grace',
+  missedRunGraceMinutes: 720,
+  createdAt: 0,
+  updatedAt: 0
+})
+
+describe('automation schedule drift report', () => {
+  afterEach(() => {
+    vi.restoreAllMocks()
+  })
+
+  it('names each affected record and which way it moved', () => {
+    const warn = vi.spyOn(console, 'warn').mockImplementation(() => {})
+    const count = reportAutomationScheduleDrift([
+      makeAutomation('Quarter-hourly sweep', '5/15 * * * *'),
+      makeAutomation('Odd days and Mondays', '0 9 */2 * 1'),
+      makeAutomation('Weekday standup', '30 9 * * 1-5')
+    ])
+
+    expect(count).toBe(2)
+    const lines = warn.mock.calls.map((call) => String(call[0]))
+    expect(lines[0]).toContain('2 saved schedule(s) changed meaning')
+    expect(
+      lines.some((l) => l.includes('Quarter-hourly sweep') && l.includes('now runs more'))
+    ).toBe(true)
+    expect(
+      lines.some((l) => l.includes('Odd days and Mondays') && l.includes('now runs fewer'))
+    ).toBe(true)
+    // The untouched preset must not be named, or the report trains the reader to skip it.
+    expect(lines.some((l) => l.includes('Weekday standup'))).toBe(false)
+  })
+
+  it('says nothing when no saved schedule drifted', () => {
+    const warn = vi.spyOn(console, 'warn').mockImplementation(() => {})
+    expect(reportAutomationScheduleDrift([makeAutomation('Hourly', '0 * * * *')])).toBe(0)
+    expect(warn).not.toHaveBeenCalled()
+  })
+})
diff --git a/src/main/automations/schedule-drift-report.ts b/src/main/automations/schedule-drift-report.ts
new file mode 100644
index 00000000000..a2e38d65ac7
--- /dev/null
+++ b/src/main/automations/schedule-drift-report.ts
@@ -0,0 +1,31 @@
+/**
+ * Reports saved schedules whose meaning changed in the release that repaired the cron parser.
+ *
+ * Both repairs were correct, but a persisted cadence can now fire several times more — or
+ * several times less — than it did yesterday. The louder direction announces itself through
+ * spend; the quieter one does not, because nobody notices a job that stopped running. One
+ * line per affected record at startup is the smallest signal that makes either detectable.
+ */
+import type { Automation } from '../../shared/automations-types'
+import { describeAutomationScheduleDrift } from '../../shared/automation-schedule-drift'
+
+export function reportAutomationScheduleDrift(automations: readonly Automation[]): number {
+  const drifted = automations.flatMap((automation) => {
+    const drift = describeAutomationScheduleDrift(automation.rrule)
+    return drift ? [{ automation, drift }] : []
+  })
+  if (drifted.length === 0) {
+    return 0
+  }
+  console.warn(
+    `[automations] ${drifted.length} saved schedule(s) changed meaning when the cron parser was repaired; review them:`
+  )
+  for (const { automation, drift } of drifted) {
+    const direction = drift.currentRunsPerYear > drift.previousRunsPerYear ? 'more' : 'fewer'
+    console.warn(
+      `[automations]   "${automation.name}" (${automation.id}) "${drift.expression}" now runs ` +
+        `${direction}: about ${drift.currentRunsPerYear}/year, was about ${drift.previousRunsPerYear}/year`
+    )
+  }
+  return drifted.length
+}
diff --git a/src/main/automations/service.ts b/src/main/automations/service.ts
index b683fb6c5a2..4be15f095db 100644
--- a/src/main/automations/service.ts
+++ b/src/main/automations/service.ts
@@ -25,6 +25,7 @@ import {
   type AutomationRunTerminalObserver
 } from './run-completion-watcher'
 import { createAutomationRunWriter, type AutomationRunWriter } from './automation-run-writer'
+import { reportAutomationScheduleDrift } from './schedule-drift-report'
 import {
   describeScheduledRefusal,
   recordRefusedAutomationRun,
@@ -115,6 +116,7 @@ export class AutomationService {
       void this.evaluateDueRuns()
     }, this.tickMs)
     this.completionWatcher?.reconcileRetainedRuns(this.store.listAutomationRuns())
+    reportAutomationScheduleDrift(this.store.listAutomations())
     // Why: headless serve never gets a renderer-ready IPC, but due runs still
     // need the same startup catch-up pass desktop gets after renderer attach.
     if (this.rendererReady || this.headlessDispatcher) {
diff --git a/src/shared/automation-cron-dialect.test.ts b/src/shared/automation-cron-dialect.test.ts
new file mode 100644
index 00000000000..dd6500b1549
--- /dev/null
+++ b/src/shared/automation-cron-dialect.test.ts
@@ -0,0 +1,132 @@
+import { describe, expect, it } from 'vitest'
+import { cronMatches } from './automation-cron-occurrence'
+import { parseCronExpression } from './automation-schedule-parsing'
+
+const ascending = (values: Set<number>): number[] => [...values].sort((left, right) => left - right)
+
+const EVERY_DAY_OF_MAY = Array.from({ length: 31 }, (_, index) => index + 1)
+
+/**
+ * Independent calendar oracle. May 2026 opens on a Friday, so its Mondays are 4/11/18/25,
+ * its Sundays 3/10/17/24/31, and its weekend days 2/3, 9/10, 16/17, 23/24 and 30/31. Every
+ * expectation below is that hand calendar, never a second call into the parser.
+ */
+function matchingDaysOfMay2026(expression: string): number[] {
+  const rule = parseCronExpression(expression)
+  const days: number[] = []
+  for (let day = 1; day <= 31; day += 1) {
+    if (cronMatches(rule, new Date(2026, 4, day, 9, 0, 0, 0).getTime())) {
+      days.push(day)
+    }
+  }
+  return days
+}
+
+describe('cron bare stepped values (#15723)', () => {
+  it('expands `N/step` as the open-ended `N-max/step` sequence in every field', () => {
+    expect(ascending(parseCronExpression('5/15 * * * *').minutes)).toEqual([5, 20, 35, 50])
+    expect(ascending(parseCronExpression('* 2/7 * * *').hours)).toEqual([2, 9, 16, 23])
+    expect(ascending(parseCronExpression('0 9 5/10 * *').daysOfMonth)).toEqual([5, 15, 25])
+    expect(ascending(parseCronExpression('0 9 * MAR/3 *').months)).toEqual([3, 6, 9, 12])
+    // 1, 4 and 7, with Sunday normalized off 7.
+    expect(ascending(parseCronExpression('0 9 * * 1/3').daysOfWeek)).toEqual([0, 1, 4])
+  })
+
+  it('matches the explicit `N-max/step` range it is defined to mean', () => {
+    const equivalents: [string, string][] = [
+      ['5/15 * * * *', '5-59/15 * * * *'],
+      ['* 2/7 * * *', '* 2-23/7 * * *'],
+      ['0 9 5/10 * *', '0 9 5-31/10 * *'],
+      ['0 9 * MAR/3 *', '0 9 * MAR-DEC/3 *'],
+      ['0 9 * * 1/3', '0 9 * * 1-7/3']
+    ]
+    for (const [bare, explicit] of equivalents) {
+      const left = parseCronExpression(bare)
+      const right = parseCronExpression(explicit)
+      expect([
+        ascending(left.minutes),
+        ascending(left.hours),
+        ascending(left.daysOfMonth),
+        ascending(left.months),
+        ascending(left.daysOfWeek)
+      ]).toEqual([
+        ascending(right.minutes),
+        ascending(right.hours),
+        ascending(right.daysOfMonth),
+        ascending(right.months),
+        ascending(right.daysOfWeek)
+      ])
+    }
+  })
+
+  it('leaves a bare value with no step as itself', () => {
+    expect(ascending(parseCronExpression('5 * * * *').minutes)).toEqual([5])
+    expect(ascending(parseCronExpression('0 9 5 * *').daysOfMonth)).toEqual([5])
+    expect(ascending(parseCronExpression('0 9 * MAR *').months)).toEqual([3])
+    expect(ascending(parseCronExpression('0 9 * * FRI').daysOfWeek)).toEqual([5])
+  })
+
+  // Separateness probe: the #15723 repair only reaches the bare-value branch, so it moves
+  // neither an oversized step nor the day-restriction flags (#15896).
+  it('leaves oversized-step and full-range-day expansions exactly where they were', () => {
+    expect(ascending(parseCronExpression('*/90 * * * *').minutes)).toEqual([0])
+    expect(ascending(parseCronExpression('5/90 * * * *').minutes)).toEqual([5])
+    expect(ascending(parseCronExpression('0 9 1-31 * 1').daysOfMonth)).toEqual(EVERY_DAY_OF_MAY)
+  })
+})
+
+describe('cron day restriction (#15896)', () => {
+  // Dialect: a day field is restricted iff no term of it ranges over a star; when both day
+  // fields are restricted the day matches on either, otherwise on both. Every expectation
+  // below was taken from robfig/cron v1.2.0, an independent implementation of the same rule.
+  it('ORs an explicit full day-of-month range against a restricted day-of-week', () => {
+    expect(matchingDaysOfMay2026('0 9 1-31 * 1')).toEqual(EVERY_DAY_OF_MAY)
+  })
+
+  it('ANDs a wildcard day-of-month against a restricted day-of-week', () => {
+    expect(matchingDaysOfMay2026('0 9 * * 1')).toEqual([4, 11, 18, 25])
+  })
+
+  it('ORs two partially restricted day fields', () => {
+    expect(matchingDaysOfMay2026('0 9 1,15 * 1')).toEqual([1, 4, 11, 15, 18, 25])
+  })
+
+  it('ANDs a restricted day-of-month against a wildcard day-of-week', () => {
+    expect(matchingDaysOfMay2026('0 9 1,15 * *')).toEqual([1, 15])
+  })
+
+  // A star step is still a star, so it does not flip the day rule to OR. Reading `*/2` as
+  // restricted would fire this ~8x more: the 18 odd-or-Monday days, not the 2 that are both.
+  it('keeps AND when a day field steps over a star', () => {
+    expect(matchingDaysOfMay2026('0 9 */2 * 1')).toEqual([11, 25])
+    expect(matchingDaysOfMay2026('0 9 */1 * 1')).toEqual([4, 11, 18, 25])
+    expect(matchingDaysOfMay2026('0 9 * * */2')).toEqual([
+      2, 3, 5, 7, 9, 10, 12, 14, 16, 17, 19, 21, 23, 24, 26, 28, 30, 31
+    ])
+  })
+
+  // The star test is per comma term, so a list that reaches a star anywhere is unrestricted.
+  it('treats a day list containing a star term as a star', () => {
+    expect(matchingDaysOfMay2026('0 9 */3 * 1,5')).toEqual([1, 4, 22, 25])
+  })
+
+  it('normalizes Sunday from 0, from 7 and from the name', () => {
+    expect(matchingDaysOfMay2026('0 9 * * 0')).toEqual([3, 10, 17, 24, 31])
+    expect(matchingDaysOfMay2026('0 9 * * 7')).toEqual([3, 10, 17, 24, 31])
+    expect(matchingDaysOfMay2026('0 9 * * SUN')).toEqual([3, 10, 17, 24, 31])
+  })
+
+  it('reads month and day names on both sides of the restriction rule', () => {
+    expect(matchingDaysOfMay2026('0 9 * MAY MON')).toEqual([4, 11, 18, 25])
+    expect(matchingDaysOfMay2026('0 9 * JUN MON')).toEqual([])
+    expect(matchingDaysOfMay2026('0 9 1-31 MAY MON')).toEqual(EVERY_DAY_OF_MAY)
+  })
+
+  // Preset-built schedules always write a literal `*` day-of-month, so they keep AND.
+  it('leaves preset-shaped schedules on AND semantics', () => {
+    expect(matchingDaysOfMay2026('0 9 * * 1-5')).toEqual([
+      1, 4, 5, 6, 7, 8, 11, 12, 13, 14, 15, 18, 19, 20, 21, 22, 25, 26, 27, 28, 29
+    ])
+    expect(matchingDaysOfMay2026('0 9 * * *')).toEqual(EVERY_DAY_OF_MAY)
+  })
+})
diff --git a/src/shared/automation-cron-field-parsing.ts b/src/shared/automation-cron-field-parsing.ts
index b43e4d4fe5a..306b44032a3 100644
--- a/src/shared/automation-cron-field-parsing.ts
+++ b/src/shared/automation-cron-field-parsing.ts
@@ -1,6 +1,10 @@
-// Cron field parsing for Orca's automation schedules.
-// A field step is bounded by the count of distinct values the field holds: a step of 90 on
-// minutes is one value at :00, never "every 90 minutes", so it is refused as input (#15895).
+// Orca's cron dialect (vixie/POSIX):
+// - `N/step` is the open-ended sequence `N-max/step`; a bare `N` is only itself (#15723).
+// - A day field is restricted iff no term of it ranges over a star, so `1-31` restricts but
+//   `*/2` does not (#15896). Restriction is lexical: the expanded set cannot tell `1-31` from
+//   `*`. When both day fields are restricted the day matches on either; otherwise on both.
+// - A field step is bounded by the count of distinct values the field holds; a step of 90 on
+//   minutes is one value at :00, never "every 90 minutes" (#15895).
 export type CronParseOptions = {
   /** Input-time gate: reject a step wider than the field's domain instead of silently
    *  degenerating to a single value. Off for persisted rows, which must keep running the
@@ -104,7 +108,8 @@ export function parseCronField(args: {
       end = parseCronNumber(endPart, args.names ?? null, args.field)
     } else {
       start = parseCronNumber(rangePart, args.names ?? null, args.field)
-      end = start
+      // `N/step` is the open-ended `N-max/step` sequence; a bare `N` is only itself.
+      end = stepPart === undefined ? start : args.max
     }
 
     const normalizedStart = args.normalize?.(start) ?? start
@@ -131,3 +136,12 @@ export function parseCronField(args: {
   }
   return result
 }
+
+// A day field restricts iff none of its terms ranges over a star, matching what vixie cron
+// and robfig/cron both do. crontab(5) says "restricted (ie, are not *)", which reads as a
+// literal-`*` test, but vixie's own entry.c sets DOM_STAR/DOW_STAR off the field's leading
+// character, so `*/2` is a star there too; we follow the implementations over the prose,
+// because reading `*/2` as restricted flips its day rule to OR and fires it ~8x more.
+export function isCronDayFieldRestricted(field: string): boolean {
+  return !field.split(',').some((term) => term.split('/')[0].trim() === '*')
+}
diff --git a/src/shared/automation-cron-occurrence.ts b/src/shared/automation-cron-occurrence.ts
index 6ad88468e16..3cb37a83034 100644
--- a/src/shared/automation-cron-occurrence.ts
+++ b/src/shared/automation-cron-occurrence.ts
@@ -30,6 +30,7 @@ export function cronDateMatches(rule: ParsedCron, timestamp: number): boolean {
   }
   const dayOfMonthMatches = rule.daysOfMonth.has(date.getDate())
   const dayOfWeekMatches = rule.daysOfWeek.has(date.getDay())
+  // Dialect rule; the flags are lexical (`isCronDayFieldRestricted`), not set sizes.
   if (rule.dayOfMonthRestricted && rule.dayOfWeekRestricted) {
     return dayOfMonthMatches || dayOfWeekMatches
   }
diff --git a/src/shared/automation-schedule-drift.test.ts b/src/shared/automation-schedule-drift.test.ts
new file mode 100644
index 00000000000..751b411bd73
--- /dev/null
+++ b/src/shared/automation-schedule-drift.test.ts
@@ -0,0 +1,83 @@
+import { describe, expect, it } from 'vitest'
+import { describeAutomationScheduleDrift } from './automation-schedule-drift'
+
+// Both lists were recorded by running the same corpus through the real parent build
+// (729491597f3) and this branch, not by re-deriving them from the detector under test.
+const DRIFTED = [
+  '5/15 * * * *',
+  '0/30 * * * *',
+  '5/15 9 * * *',
+  '0 9/4 * * *',
+  '0 9 1/7 * *',
+  '0 9 * 1/3 *',
+  '0 9 * * 1/2',
+  '0 9 1-31 * 1',
+  '0 9 */2 * 1',
+  '0 9 */3 * 1',
+  '0 9 * MAR/3 *'
+]
+
+const STABLE = [
+  '0 * * * *',
+  '30 9 * * *',
+  '30 9 * * 1-5',
+  '30 9 * * 3',
+  '*/15 * * * *',
+  '*/5 * * * *',
+  '5 * * * *',
+  '0 9 */1 * 1',
+  '0 9 1,15 * 1',
+  '0 9 * * 0-6',
+  '0 9 * * 0-7',
+  '0 9 * * 1-7',
+  '0 9 */2 * *',
+  '0 9 * * */2',
+  '0 9 1-31 * *',
+  '0 9 * * *',
+  '0 9 15 * *',
+  '0 9 1-15 * 1',
+  '*/90 * * * *',
+  '5/90 * * * *',
+  '0 9 * * */8',
+  '0 9 * MAY MON',
+  '0 9 * * FRI'
+]
+
+const ANCHOR = new Date(2026, 0, 1).getTime()
+
+describe('automation schedule drift', () => {
+  it('flags every schedule the repair changed', () => {
+    for (const expression of DRIFTED) {
+      expect(describeAutomationScheduleDrift(expression, ANCHOR), expression).not.toBeNull()
+    }
+  })
+
+  // The restriction flags move on several of these while the days they fire do not; reporting
+  // those would train the reader to ignore the notice.
+  it('stays silent on schedules the repair left alone', () => {
+    for (const expression of STABLE) {
+      expect(describeAutomationScheduleDrift(expression, ANCHOR), expression).toBeNull()
+    }
+  })
+
+  it('reports the direction and size of the change', () => {
+    // 1x/hour -> 4x/hour: the cadence users will feel as spend.
+    expect(describeAutomationScheduleDrift('5/15 * * * *', ANCHOR)).toEqual({
+      expression: '5/15 * * * *',
+      previousRunsPerYear: 8760,
+      currentRunsPerYear: 35040
+    })
+    // The quiet direction: an automation that now skips most of the days it used to run.
+    const fewer = describeAutomationScheduleDrift('0 9 */2 * 1', ANCHOR)
+    expect(fewer!.currentRunsPerYear).toBeLessThan(fewer!.previousRunsPerYear / 4)
+  })
+
+  it('ignores RRULE presets, which never used the repaired parser', () => {
+    expect(describeAutomationScheduleDrift('FREQ=DAILY;BYHOUR=9;BYMINUTE=0', ANCHOR)).toBeNull()
+  })
+
+  it('reports nothing for a schedule that cannot be read at all', () => {
+    expect(describeAutomationScheduleDrift('0 9 32 * *', ANCHOR)).toBeNull()
+    expect(describeAutomationScheduleDrift('not a cron', ANCHOR)).toBeNull()
+  })
+})
diff --git a/src/shared/automation-schedule-drift.ts b/src/shared/automation-schedule-drift.ts
new file mode 100644
index 00000000000..fc4f18564f9
--- /dev/null
+++ b/src/shared/automation-schedule-drift.ts
@@ -0,0 +1,123 @@
+// Detects saved cron schedules whose meaning changed in the release that repaired the parser
+// (#15723, #15896). Both repairs were correct, but a persisted cadence can now fire several
+// times more — or several times less — than it did yesterday, with nothing to notice it by.
+import {
+  getAutomationCronExpressionFields,
+  parseCronExpression,
+  type ParsedCron
+} from './automation-schedule-parsing'
+import { cronDateMatches } from './automation-cron-occurrence'
+
+// Two years covers every day-of-month against day-of-week pairing a schedule can land on,
+// which is the only part of matching that depends on the calendar rather than the sets.
+const DRIFT_SCAN_DAYS = 730
+
+export type AutomationScheduleDrift = {
+  expression: string
+  /** Runs a year under the cadence as it was read before the repair, and as it reads now. */
+  previousRunsPerYear: number
+  currentRunsPerYear: number
+}
+
+/**
+ * The pre-repair reading of a field: a bare value carrying a step lost the step, so `5/15`
+ * meant `5`. A star or a range kept its step, and is left alone.
+ */
+function toPreRepairField(field: string): string {
+  return field
+    .split(',')
+    .map((term) => {
+      const [range, step] = term.split('/')
+      if (step === undefined || range.includes('*') || range.includes('-')) {
+        return term
+      }
+      return range
+    })
+    .join(',')
+}
+
+/**
+ * The pre-repair reading of a whole expression. Day restriction came from how many values a
+ * field expanded to rather than from what the user wrote, so `1-31` read as unrestricted.
+ */
+function parsePreRepairCron(expression: string): ParsedCron {
+  const fields = getAutomationCronExpressionFields(expression, 6)
+  const parsed = parseCronExpression(fields.map(toPreRepairField).join(' '))
+  return {
+    ...parsed,
+    dayOfMonthRestricted: parsed.daysOfMonth.size !== 31,
+    dayOfWeekRestricted: parsed.daysOfWeek.size !== 7
+  }
+}
+
+/** Walks both readings over the same calendar so the comparison is which days, not how many. */
+function compareMatchingDays(
+  previous: ParsedCron,
+  current: ParsedCron,
+  anchor: number
+): { previousDays: number; currentDays: number; sameDays: boolean } {
+  const cursor = new Date(anchor)
+  cursor.setHours(12, 0, 0, 0)
+  let previousDays = 0
+  let currentDays = 0
+  let sameDays = true
+  for (let i = 0; i < DRIFT_SCAN_DAYS; i += 1) {
+    const at = cursor.getTime()
+    const previousMatch = cronDateMatches(previous, at)
+    const currentMatch = cronDateMatches(current, at)
+    if (previousMatch) {
+      previousDays += 1
+    }
+    if (currentMatch) {
+      currentDays += 1
+    }
+    if (previousMatch !== currentMatch) {
+      sameDays = false
+    }
+    cursor.setDate(cursor.getDate() + 1)
+  }
+  return { previousDays, currentDays, sameDays }
+}
+
+function runsPerYear(rule: ParsedCron, days: number): number {
+  return Math.round((days / 2) * rule.hours.size * rule.minutes.size)
+}
+
+/**
+ * Null when the saved cadence still means what it did before the repair. Only cron schedules
+ * can drift; RRULE presets never went through the repaired field parser.
+ */
+export function describeAutomationScheduleDrift(
+  schedule: string,
+  anchor = Date.now()
+): AutomationScheduleDrift | null {
+  const expression = schedule.trim()
+  if (expression.includes('=')) {
+    return null
+  }
+  let current: ParsedCron
+  let previous: ParsedCron
+  try {
+    current = parseCronExpression(expression)
+    previous = parsePreRepairCron(expression)
+  } catch {
+    // An unreadable schedule drifts nowhere; the tick reports it separately (#16303).
+    return null
+  }
+  const sameClock =
+    previous.minutes.size === current.minutes.size &&
+    previous.hours.size === current.hours.size &&
+    [...current.minutes].every((minute) => previous.minutes.has(minute)) &&
+    [...current.hours].every((hour) => previous.hours.has(hour))
+  const { previousDays, currentDays, sameDays } = compareMatchingDays(previous, current, anchor)
+  // Compare what the schedule fires, not how it parsed: the restriction flags move on
+  // expressions whose matched days do not, and those are not worth telling anyone about.
+  if (sameClock && sameDays) {
+    return null
+  }
+  return {
+    expression,
+    previousRunsPerYear: runsPerYear(previous, previousDays),
+    currentRunsPerYear: runsPerYear(current, currentDays)
+  }
+}
diff --git a/src/shared/automation-schedule-parsing.ts b/src/shared/automation-schedule-parsing.ts
index af3ce324f1a..497809bcc0f 100644
--- a/src/shared/automation-schedule-parsing.ts
+++ b/src/shared/automation-schedule-parsing.ts
@@ -5,6 +5,7 @@ import { isClipboardTextByteLengthOverLimit } from './clipboard-text'
 import {
   DAY_NAMES,
   MONTH_NAMES,
+  isCronDayFieldRestricted,
   parseCronField,
   type CronParseOptions
 } from './automation-cron-field-parsing'
@@ -76,23 +77,6 @@ export function parseCronExpression(
   }
   const [minute, hour, dayOfMonth, month, dayOfWeek] = parts
   const rejectOversizedStep = options.rejectOversizedStep ?? false
-  const daysOfMonth = parseCronField({
-    value: dayOfMonth,
-    min: 1,
-    max: 31,
-    field: 'day of month',
-    rejectOversizedStep
-  })
-  const daysOfWeek = parseCronField({
-    value: dayOfWeek,
-    min: 0,
-    max: 7,
-    field: 'day of week',
-    names: DAY_NAMES,
-    normalize: (value) => (value === 7 ? 0 : value),
-    distinctValueCount: 7,
-    rejectOversizedStep
-  })
   return {
     kind: 'cron',
     minutes: parseCronField({
@@ -103,7 +87,13 @@ export function parseCronExpression(
       rejectOversizedStep
     }),
     hours: parseCronField({ value: hour, min: 0, max: 23, field: 'hour', rejectOversizedStep }),
-    daysOfMonth,
+    daysOfMonth: parseCronField({
+      value: dayOfMonth,
+      min: 1,
+      max: 31,
+      field: 'day of month',
+      rejectOversizedStep
+    }),
     months: parseCronField({
       value: month,
       min: 1,
@@ -112,9 +102,18 @@ export function parseCronExpression(
       names: MONTH_NAMES,
       rejectOversizedStep
     }),
-    daysOfWeek,
-    dayOfMonthRestricted: daysOfMonth.size !== 31,
-    dayOfWeekRestricted: daysOfWeek.size !== 7
+    daysOfWeek: parseCronField({
+      value: dayOfWeek,
+      min: 0,
+      max: 7,
+      field: 'day of week',
+      names: DAY_NAMES,
+      normalize: (value) => (value === 7 ? 0 : value),
+      distinctValueCount: 7,
+      rejectOversizedStep
+    }),
+    dayOfMonthRestricted: isCronDayFieldRestricted(dayOfMonth),
+    dayOfWeekRestricted: isCronDayFieldRestricted(dayOfWeek)
   }
 }
 
diff --git a/src/shared/automation-schedules.test.ts b/src/shared/automation-schedules.test.ts
index 7005b7d59e0..71b1a2bf70b 100644
--- a/src/shared/automation-schedules.test.ts
+++ b/src/shared/automation-schedules.test.ts
@@ -242,7 +242,9 @@ describe('automation schedules', () => {
     expect(formatAutomationSchedule('0 9,17 * * MON-FRI')).toBe('Custom schedule')
   })
 
-  it('treats all-value cron day fields as unrestricted for DOM/DOW matching', () => {
+  // Restriction is lexical (#15896), but a star step is still a star: `*/1` does not
+  // restrict, so the day rule stays AND and this fires on Mondays only.
+  it('treats a stepped cron day-of-month field as unrestricted for DOM/DOW matching', () => {
     const next = nextAutomationOccurrenceAfter(
       '0 9 */1 * MON',
       new Date('2026-05-01T00:00:00').getTime(),
diff --git a/src/shared/automation-schedules.ts b/src/shared/automation-schedules.ts
index 6d5a0053595..993d8fbf831 100644
--- a/src/shared/automation-schedules.ts
+++ b/src/shared/automation-schedules.ts
@@ -94,27 +94,29 @@ function classifyParsedCronSchedule(rule: ParsedCron): AutomationCronScheduleCla
   }
   const minute = getSingleSetValue(rule.minutes)
   const hour = getSingleSetValue(rule.hours)
-  const unrestrictedDayOfMonth = !rule.dayOfMonthRestricted
   const unrestrictedMonth = setContainsRange(rule.months, 1, 12)
-  const unrestrictedDayOfWeek = !rule.dayOfWeekRestricted
-  const unrestrictedCalendar = unrestrictedDayOfMonth && unrestrictedMonth
-  if (
-    minute !== null &&
-    setContainsRange(rule.hours, 0, 23) &&
-    unrestrictedCalendar &&
-    unrestrictedDayOfWeek
-  ) {
+  const everyDayOfMonth = setContainsRange(rule.daysOfMonth, 1, 31)
+  const everyDayOfWeek = setContainsRange(rule.daysOfWeek, 0, 6)
+  // Labels describe the days the rule actually fires on, so they need coverage of the
+  // matched set, not the lexical restriction flags that pick OR over AND.
+  const matchesEitherDayField = rule.dayOfMonthRestricted && rule.dayOfWeekRestricted
+  const everyDay = matchesEitherDayField
+    ? everyDayOfMonth || everyDayOfWeek
+    : everyDayOfMonth && everyDayOfWeek
+  const unrestrictedCalendar = everyDayOfMonth && unrestrictedMonth
+  if (minute !== null && setContainsRange(rule.hours, 0, 23) && unrestrictedMonth && everyDay) {
     return {
       kind: 'hourly',
       minute,
       label: `Hourly at :${String(minute).padStart(2, '0')}`
     }
   }
-  if (minute !== null && hour !== null && unrestrictedCalendar) {
+  if (minute !== null && hour !== null && unrestrictedMonth && everyDay) {
+    return { kind: 'daily', hour, minute, label: `Daily at ${formatTime(hour, minute)}` }
+  }
+  // Weekday/weekly names only read true under AND; under OR the day-of-month half fires too.
+  if (minute !== null && hour !== null && unrestrictedCalendar && !matchesEitherDayField) {
     const time = formatTime(hour, minute)
-    if (unrestrictedDayOfWeek) {
-      return { kind: 'daily', hour, minute, label: `Daily at ${time}` }
-    }
     if (setContainsExactly(rule.daysOfWeek, [1, 2, 3, 4, 5])) {
       return { kind: 'weekdays', hour, minute, label: `Weekdays at ${time}` }
     }