diff --git a/server/src/__tests__/plugin-routes-authz.test.ts b/server/src/__tests__/plugin-routes-authz.test.ts
index 963d3cd1f15..0c19848822f 100644
--- a/server/src/__tests__/plugin-routes-authz.test.ts
+++ b/server/src/__tests__/plugin-routes-authz.test.ts
@@ -42,6 +42,7 @@ async function createApp(
     jobDeps?: unknown;
     toolDeps?: unknown;
     bridgeDeps?: unknown;
+    captureJsonContext?: (context: unknown, body: unknown) => void;
   } = {},
 ) {
   const [{ pluginRoutes }, { errorHandler }] = await Promise.all([
@@ -56,6 +57,16 @@ async function createApp(
 
   const app = express();
   app.use(express.json());
+  if (routeOverrides.captureJsonContext) {
+    app.use((_req, res, next) => {
+      const originalJson = res.json.bind(res);
+      res.json = ((body: unknown) => {
+        routeOverrides.captureJsonContext?.((res as any).__errorContext, body);
+        return originalJson(body);
+      }) as typeof res.json;
+      next();
+    });
+  }
   app.use((req, _res, next) => {
     req.actor = actor as typeof req.actor;
     next();
@@ -627,6 +638,40 @@ describe.sequential("plugin tool and bridge authz", () => {
     });
   });
 
+  it("attaches worker bridge errors to the HTTP logger context", async () => {
+    readyPlugin();
+    const call = vi.fn().mockRejectedValue(new Error("missing source_objects column"));
+    const captured: Array<{ context: any; body: unknown }> = [];
+    const { app } = await createApp(boardActor(), {}, {
+      bridgeDeps: {
+        workerManager: { call },
+      },
+      captureJsonContext: (context, body) => {
+        captured.push({ context, body });
+      },
+    });
+
+    const res = await request(app)
+      .post(`/api/plugins/${pluginId}/data/source-objects`)
+      .send({ companyId: companyA });
+
+    expect(res.status).toBe(502);
+    expect(res.body).toMatchObject({
+      code: "UNKNOWN",
+      message: "missing source_objects column",
+    });
+    expect(captured.at(-1)?.context?.error).toMatchObject({
+      message: "missing source_objects column",
+      details: {
+        pluginId,
+        pluginKey: "paperclip.example",
+        bridgeMethod: "getData",
+        dataKey: "source-objects",
+        bridgeCode: "UNKNOWN",
+      },
+    });
+  });
+
   it("rejects manual job triggers for non-admin board users", async () => {
     const scheduler = { triggerJob: vi.fn() };
     const jobStore = { getJobByIdForPlugin: vi.fn() };
diff --git a/server/src/routes/plugins.ts b/server/src/routes/plugins.ts
index f3b674234b3..6abb7c56ec5 100644
--- a/server/src/routes/plugins.ts
+++ b/server/src/routes/plugins.ts
@@ -1021,6 +1021,34 @@ export function pluginRoutes(
     };
   }
 
+  function attachPluginBridgeErrorContext(
+    req: Request,
+    res: Response,
+    err: unknown,
+    bridgeError: PluginBridgeErrorResponse,
+    metadata: Record<string, unknown>,
+  ): void {
+    const rootError = err instanceof Error ? err : new Error(String(err));
+    (res as any).__errorContext = {
+      error: {
+        message: bridgeError.message,
+        stack: rootError.stack,
+        name: rootError.name,
+        details: {
+          ...metadata,
+          bridgeCode: bridgeError.code,
+          bridgeDetails: bridgeError.details,
+        },
+      },
+      method: req.method,
+      url: req.originalUrl,
+      reqBody: req.body,
+      reqParams: req.params,
+      reqQuery: req.query,
+    };
+    (res as any).err = rootError;
+  }
+
   /**
    * POST /api/plugins/:pluginId/bridge/data
    *
@@ -1072,6 +1100,11 @@ export function pluginRoutes(
         code: "WORKER_UNAVAILABLE",
         message: `Plugin is not ready (current status: ${plugin.status})`,
       };
+      attachPluginBridgeErrorContext(req, res, new Error(bridgeError.message), bridgeError, {
+        pluginId: plugin.id,
+        pluginKey: plugin.pluginKey,
+        bridgeMethod: "getData",
+      });
       res.status(502).json(bridgeError);
       return;
     }
@@ -1098,6 +1131,12 @@ export function pluginRoutes(
       res.json({ data: result });
     } catch (err) {
       const bridgeError = mapRpcErrorToBridgeError(err);
+      attachPluginBridgeErrorContext(req, res, err, bridgeError, {
+        pluginId: plugin.id,
+        pluginKey: plugin.pluginKey,
+        bridgeMethod: "getData",
+        dataKey: body.key,
+      });
       res.status(502).json(bridgeError);
     }
   });
@@ -1153,6 +1192,11 @@ export function pluginRoutes(
         code: "WORKER_UNAVAILABLE",
         message: `Plugin is not ready (current status: ${plugin.status})`,
       };
+      attachPluginBridgeErrorContext(req, res, new Error(bridgeError.message), bridgeError, {
+        pluginId: plugin.id,
+        pluginKey: plugin.pluginKey,
+        bridgeMethod: "performAction",
+      });
       res.status(502).json(bridgeError);
       return;
     }
@@ -1179,6 +1223,12 @@ export function pluginRoutes(
       res.json({ data: result });
     } catch (err) {
       const bridgeError = mapRpcErrorToBridgeError(err);
+      attachPluginBridgeErrorContext(req, res, err, bridgeError, {
+        pluginId: plugin.id,
+        pluginKey: plugin.pluginKey,
+        bridgeMethod: "performAction",
+        actionKey: body.key,
+      });
       res.status(502).json(bridgeError);
     }
   });
@@ -1235,6 +1285,12 @@ export function pluginRoutes(
         code: "WORKER_UNAVAILABLE",
         message: `Plugin is not ready (current status: ${plugin.status})`,
       };
+      attachPluginBridgeErrorContext(req, res, new Error(bridgeError.message), bridgeError, {
+        pluginId: plugin.id,
+        pluginKey: plugin.pluginKey,
+        bridgeMethod: "getData",
+        dataKey: key,
+      });
       res.status(502).json(bridgeError);
       return;
     }
@@ -1260,6 +1316,12 @@ export function pluginRoutes(
       res.json({ data: result });
     } catch (err) {
       const bridgeError = mapRpcErrorToBridgeError(err);
+      attachPluginBridgeErrorContext(req, res, err, bridgeError, {
+        pluginId: plugin.id,
+        pluginKey: plugin.pluginKey,
+        bridgeMethod: "getData",
+        dataKey: key,
+      });
       res.status(502).json(bridgeError);
     }
   });
@@ -1312,6 +1374,12 @@ export function pluginRoutes(
         code: "WORKER_UNAVAILABLE",
         message: `Plugin is not ready (current status: ${plugin.status})`,
       };
+      attachPluginBridgeErrorContext(req, res, new Error(bridgeError.message), bridgeError, {
+        pluginId: plugin.id,
+        pluginKey: plugin.pluginKey,
+        bridgeMethod: "performAction",
+        actionKey: key,
+      });
       res.status(502).json(bridgeError);
       return;
     }
@@ -1337,6 +1405,12 @@ export function pluginRoutes(
       res.json({ data: result });
     } catch (err) {
       const bridgeError = mapRpcErrorToBridgeError(err);
+      attachPluginBridgeErrorContext(req, res, err, bridgeError, {
+        pluginId: plugin.id,
+        pluginKey: plugin.pluginKey,
+        bridgeMethod: "performAction",
+        actionKey: key,
+      });
       res.status(502).json(bridgeError);
     }
   });