diff --git a/apps/server/src/orchestration-v2/RunExecutionService.test.ts b/apps/server/src/orchestration-v2/RunExecutionService.test.ts
index 394cc1527cb7d..697d2cbf33397 100644
--- a/apps/server/src/orchestration-v2/RunExecutionService.test.ts
+++ b/apps/server/src/orchestration-v2/RunExecutionService.test.ts
@@ -36,7 +36,9 @@ import * as Layer from "effect/Layer";
 import * as Option from "effect/Option";
 import * as Ref from "effect/Ref";
 import * as Stream from "effect/Stream";
+import { SqlError, classifySqliteError } from "effect/sql/SqlError";
 
+import { toPersistenceSqlError } from "../persistence/Errors.ts";
 import * as ServerSettings from "../serverSettings.ts";
 import * as CheckpointService from "./CheckpointService.ts";
 import type { PendingOrchestrationEffectV2 } from "./EffectOutbox.ts";
@@ -2585,7 +2587,7 @@ it.effect.each(["failure", "defect", "interrupt-failure", "ownership-lost"] as c
         ReadonlyArray<ProviderAdapter.ProviderAdapterV2InterruptInput>
       >([]);
       const ids = backgroundScenarioIds(`ingestion:${failureMode}`);
-      const { observed, finalEvents } = yield* captureRootRunTermination({
+      const { written, observed, finalEvents } = yield* captureRootRunTermination({
         key: `ingestion:${failureMode}`,
         initialProviderTurnId: null,
         rejectTerminalWrite: failureMode === "ownership-lost",
@@ -2618,7 +2620,13 @@ it.effect.each(["failure", "defect", "interrupt-failure", "ownership-lost"] as c
           const error = new ProviderEventIngestor.ProviderEventPublishError({
             providerSessionId: ProviderSessionId.make(`session:${failureMode}`),
             eventCount: 1,
-            cause: new Error("SQLITE_FULL: database or disk is full"),
+            cause: toPersistenceSqlError("OrchestrationEventStore.appendAgentEvents:insert")(
+              new SqlError({
+                reason: classifySqliteError(
+                  Object.assign(new Error("unable to open database file"), { errcode: 14 }),
+                ),
+              }),
+            ),
           });
           return failureMode === "defect" ? Effect.die(error) : Effect.fail(error);
         },
@@ -2662,6 +2670,8 @@ it.effect.each(["failure", "defect", "interrupt-failure", "ownership-lost"] as c
           failureMode === "interrupt-failure",
         );
         assert.deepEqual(observed, ["run:failed", "pull-requests-refreshed"]);
+        const error = written.find((item) => item.type === "error");
+        assert.include(error?.failure.message ?? "", "(SQLITE_CANTOPEN)");
         const repaired = finalEvents.find((event) => event.type === "provider-turn.updated");
         if (failureMode === "interrupt-failure") {
           assert.isUndefined(repaired);
diff --git a/apps/server/src/orchestration-v2/RunExecutionService.ts b/apps/server/src/orchestration-v2/RunExecutionService.ts
index 3e3f37a15a936..ba3de522ce5b0 100644
--- a/apps/server/src/orchestration-v2/RunExecutionService.ts
+++ b/apps/server/src/orchestration-v2/RunExecutionService.ts
@@ -48,11 +48,13 @@ import * as ProviderAdapter from "@t3tools/provider-core/server/ProviderAdapter"
 import * as ProviderEventIngestor from "./ProviderEventIngestor.ts";
 import type { ProjectionStoreV2Error } from "./ProjectionStore.ts";
 import {
+  knownProviderFailureMessage,
   makeProviderFailure,
   makeProviderFailureTurnItem,
 } from "@t3tools/provider-core/server/failure";
 import * as RunFinalizationService from "./RunFinalizationService.ts";
 import * as TurnItemPositionStore from "./TurnItemPositionStore.ts";
+import { userFacingDatabaseErrorMessage } from "./UserFacingErrors.ts";
 
 export interface ProviderEventRoutingState {
   readonly ownedThreadIds: ReadonlySet<ThreadId>;
@@ -1536,6 +1538,7 @@ export const layer: Layer.Layer<
                     : null;
                 const latestItemOrdinal = yield* Ref.get(latestTurnItemOrdinal);
                 const openSubagents = yield* Ref.get(openRunOwnedSubagents);
+                const squashed = Cause.squash(cause);
                 let nextRetryWarningAt = completedAt;
                 yield* writeFinalRunEvents({
                   run: input.run,
@@ -1551,7 +1554,13 @@ export const layer: Layer.Layer<
                   ...(abandonedProviderTurn === null ? {} : { abandonedProviderTurn }),
                   completedAt,
                   terminal: makeFailedTerminalEvent(
-                    makeProviderFailure({ cause: Cause.squash(cause), class: "unknown" }),
+                    makeProviderFailure({
+                      cause: squashed,
+                      message:
+                        knownProviderFailureMessage(squashed) ??
+                        userFacingDatabaseErrorMessage(squashed),
+                      class: "unknown",
+                    }),
                     latestItemOrdinal + 1,
                   ),
                   failureItemPersisted: false,
diff --git a/apps/server/src/orchestration-v2/UserFacingErrors.ts b/apps/server/src/orchestration-v2/UserFacingErrors.ts
index c47f1c2227d62..7d47dffd1a762 100644
--- a/apps/server/src/orchestration-v2/UserFacingErrors.ts
+++ b/apps/server/src/orchestration-v2/UserFacingErrors.ts
@@ -37,6 +37,18 @@ function databaseErrorMessage(value: unknown): string | undefined {
   return "The T3 Code server could not complete this database request. Retry once; if it still fails, check the server logs for the database error.";
 }
 
+export function userFacingDatabaseErrorMessage(cause: unknown): string | undefined {
+  const seen = new Set<unknown>();
+  let value = cause;
+  while (Predicate.isObject(value) && !seen.has(value)) {
+    seen.add(value);
+    const message = databaseErrorMessage(value);
+    if (message !== undefined) return message;
+    value = value.cause;
+  }
+  return undefined;
+}
+
 const CAPABILITY_REJECTION_MESSAGES: Record<string, (provider: string) => string> = {
   queued_messages: (p) => `${p} cannot queue messages behind an active run.`,
   active_steering: (p) =>