diff --git a/libs/posthog_client_lite/src/background_loop.rs b/libs/posthog_client_lite/src/background_loop.rs
index 9ffcda3728..a05f6096b1 100644
--- a/libs/posthog_client_lite/src/background_loop.rs
+++ b/libs/posthog_client_lite/src/background_loop.rs
@@ -4,6 +4,7 @@ use std::{sync::Arc, time::Duration};
 
 use arc_swap::ArcSwap;
 use tokio_util::sync::CancellationToken;
+use tracing::{Instrument, info_span};
 
 use crate::{FeatureStore, PostHogClient, PostHogClientConfig};
 
@@ -26,31 +27,35 @@ impl FeatureResolverBackgroundLoop {
     pub fn spawn(self: Arc<Self>, handle: &tokio::runtime::Handle, refresh_period: Duration) {
         let this = self.clone();
         let cancel = self.cancel.clone();
-        handle.spawn(async move {
-            tracing::info!("Starting PostHog feature resolver");
-            let mut ticker = tokio::time::interval(refresh_period);
-            ticker.set_missed_tick_behavior(tokio::time::MissedTickBehavior::Skip);
-            loop {
-                tokio::select! {
-                    _ = ticker.tick() => {}
-                    _ = cancel.cancelled() => break
-                }
-                let resp = match this
-                    .posthog_client
-                    .get_feature_flags_local_evaluation()
-                    .await
-                {
-                    Ok(resp) => resp,
-                    Err(e) => {
-                        tracing::warn!("Cannot get feature flags: {}", e);
-                        continue;
+        handle.spawn(
+            async move {
+                tracing::info!("Starting PostHog feature resolver");
+                let mut ticker = tokio::time::interval(refresh_period);
+                ticker.set_missed_tick_behavior(tokio::time::MissedTickBehavior::Skip);
+                loop {
+                    tokio::select! {
+                        _ = ticker.tick() => {}
+                        _ = cancel.cancelled() => break
                     }
-                };
-                let feature_store = FeatureStore::new_with_flags(resp.flags);
-                this.feature_store.store(Arc::new(feature_store));
+                    let resp = match this
+                        .posthog_client
+                        .get_feature_flags_local_evaluation()
+                        .await
+                    {
+                        Ok(resp) => resp,
+                        Err(e) => {
+                            tracing::warn!("Cannot get feature flags: {}", e);
+                            continue;
+                        }
+                    };
+                    let feature_store = FeatureStore::new_with_flags(resp.flags);
+                    this.feature_store.store(Arc::new(feature_store));
+                    tracing::info!("Feature flag updated");
+                }
+                tracing::info!("PostHog feature resolver stopped");
             }
-            tracing::info!("PostHog feature resolver stopped");
-        });
+            .instrument(info_span!("posthog_feature_resolver")),
+        );
     }
 
     pub fn feature_store(&self) -> Arc<FeatureStore> {
diff --git a/libs/posthog_client_lite/src/lib.rs b/libs/posthog_client_lite/src/lib.rs
index 8aa8da2898..ff12051196 100644
--- a/libs/posthog_client_lite/src/lib.rs
+++ b/libs/posthog_client_lite/src/lib.rs
@@ -448,6 +448,18 @@ impl FeatureStore {
             )))
         }
     }
+
+    /// Infer whether a feature flag is a boolean flag by checking if it has a multivariate filter.
+    pub fn is_feature_flag_boolean(&self, flag_key: &str) -> Result<bool, PostHogEvaluationError> {
+        if let Some(flag_config) = self.flags.get(flag_key) {
+            Ok(flag_config.filters.multivariate.is_none())
+        } else {
+            Err(PostHogEvaluationError::NotAvailable(format!(
+                "Not found in the local evaluation spec: {}",
+                flag_key
+            )))
+        }
+    }
 }
 
 pub struct PostHogClientConfig {
@@ -528,7 +540,15 @@ impl PostHogClient {
             .bearer_auth(&self.config.server_api_key)
             .send()
             .await?;
+        let status = response.status();
         let body = response.text().await?;
+        if !status.is_success() {
+            return Err(anyhow::anyhow!(
+                "Failed to get feature flags: {}, {}",
+                status,
+                body
+            ));
+        }
         Ok(serde_json::from_str(&body)?)
     }
 
diff --git a/pageserver/src/feature_resolver.rs b/pageserver/src/feature_resolver.rs
index 2b0f368079..7e31b930d0 100644
--- a/pageserver/src/feature_resolver.rs
+++ b/pageserver/src/feature_resolver.rs
@@ -91,4 +91,14 @@ impl FeatureResolver {
             ))
         }
     }
+
+    pub fn is_feature_flag_boolean(&self, flag_key: &str) -> Result<bool, PostHogEvaluationError> {
+        if let Some(inner) = &self.inner {
+            inner.feature_store().is_feature_flag_boolean(flag_key)
+        } else {
+            Err(PostHogEvaluationError::NotAvailable(
+                "PostHog integration is not enabled".to_string(),
+            ))
+        }
+    }
 }
diff --git a/pageserver/src/http/routes.rs b/pageserver/src/http/routes.rs
index c449e3373f..1effa10404 100644
--- a/pageserver/src/http/routes.rs
+++ b/pageserver/src/http/routes.rs
@@ -3663,6 +3663,46 @@ async fn read_tar_eof(mut reader: (impl tokio::io::AsyncRead + Unpin)) -> anyhow
     Ok(())
 }
 
+async fn tenant_evaluate_feature_flag(
+    request: Request<Body>,
+    _cancel: CancellationToken,
+) -> Result<Response<Body>, ApiError> {
+    let tenant_shard_id: TenantShardId = parse_request_param(&request, "tenant_shard_id")?;
+    check_permission(&request, Some(tenant_shard_id.tenant_id))?;
+
+    let flag: String = must_parse_query_param(&request, "flag")?;
+    let as_type: String = must_parse_query_param(&request, "as")?;
+
+    let state = get_state(&request);
+
+    async {
+        let tenant = state
+            .tenant_manager
+            .get_attached_tenant_shard(tenant_shard_id)?;
+        if as_type == "boolean" {
+            let result = tenant.feature_resolver.evaluate_boolean(&flag, tenant_shard_id.tenant_id);
+            let result = result.map(|_| true).map_err(|e| e.to_string());
+            json_response(StatusCode::OK, result)
+        } else if as_type == "multivariate" {
+            let result = tenant.feature_resolver.evaluate_multivariate(&flag, tenant_shard_id.tenant_id).map_err(|e| e.to_string());
+            json_response(StatusCode::OK, result)
+        } else {
+            // Auto infer the type of the feature flag.
+            let is_boolean = tenant.feature_resolver.is_feature_flag_boolean(&flag).map_err(|e| ApiError::InternalServerError(anyhow::anyhow!("{e}")))?;
+            if is_boolean {
+                let result = tenant.feature_resolver.evaluate_boolean(&flag, tenant_shard_id.tenant_id);
+                let result = result.map(|_| true).map_err(|e| e.to_string());
+                json_response(StatusCode::OK, result)
+            } else {
+                let result = tenant.feature_resolver.evaluate_multivariate(&flag, tenant_shard_id.tenant_id).map_err(|e| e.to_string());
+                json_response(StatusCode::OK, result)
+            }
+        }
+    }
+    .instrument(info_span!("tenant_evaluate_feature_flag", tenant_id = %tenant_shard_id.tenant_id, shard_id = %tenant_shard_id.shard_slug()))
+    .await
+}
+
 /// Common functionality of all the HTTP API handlers.
 ///
 /// - Adds a tracing span to each request (by `request_span`)
@@ -4039,5 +4079,8 @@ pub fn make_router(
             "/v1/tenant/:tenant_shard_id/timeline/:timeline_id/activate_post_import",
             |r| api_handler(r, activate_post_import_handler),
         )
+        .get("/v1/tenant/:tenant_shard_id/feature_flag", |r| {
+            api_handler(r, tenant_evaluate_feature_flag)
+        })
         .any(handler_404))
 }
diff --git a/pageserver/src/tenant.rs b/pageserver/src/tenant.rs
index 451d266bc0..3a054aff83 100644
--- a/pageserver/src/tenant.rs
+++ b/pageserver/src/tenant.rs
@@ -383,7 +383,7 @@ pub struct TenantShard {
 
     l0_flush_global_state: L0FlushGlobalState,
 
-    feature_resolver: FeatureResolver,
+    pub(crate) feature_resolver: FeatureResolver,
 }
 impl std::fmt::Debug for TenantShard {
     fn fmt(&self, f: &mut std::fmt::Formatter<'_>) -> std::fmt::Result {