diff --git a/src/app/functions/server/getExperimentationId.ts b/src/app/functions/server/getExperimentationId.ts
index 6e03a6efcea..0da2fadcf3d 100644
--- a/src/app/functions/server/getExperimentationId.ts
+++ b/src/app/functions/server/getExperimentationId.ts
@@ -28,6 +28,12 @@ export function getExperimentationId(
     // If the user is logged in, use the Subscriber ID.
     const namespace = process.env.NIMBUS_UUID_NAMESPACE;
     if (!namespace) {
+      logger.error(
+        "NIMBUS_UUID_NAMESPACE environment variable is missing. Cannot generate experimentationId.",
+        {
+          accountId,
+        },
+      );
       throw new Error(
         "NIMBUS_UUID_NAMESPACE not set, cannot create experimentationId",
       );
@@ -47,6 +53,9 @@ export function getExperimentationId(
       );
       return "guest-no-experimentation-id-set-by-monitor-middleware";
     }
+    logger.info("Using experimentationId from header for guest user", {
+      experimentationId,
+    });
     return experimentationId as ExperimentationId;
   }
 }
diff --git a/src/app/functions/server/getExperiments.ts b/src/app/functions/server/getExperiments.ts
index 66dc85ff271..d1bfa29e4c6 100644
--- a/src/app/functions/server/getExperiments.ts
+++ b/src/app/functions/server/getExperiments.ts
@@ -50,6 +50,12 @@ export async function getExperiments(params: {
       serverUrl.searchParams.set("nimbus_preview", "true");
     }
 
+    logger.info("Sending request to Cirrus", {
+      serverUrl: serverUrl.toString(),
+      previewMode: params.previewMode,
+      client_id: params.experimentationId,
+    });
+
     const response = await fetch(serverUrl, {
       headers: {
         "Content-Type": "application/json",
@@ -65,6 +71,14 @@ export async function getExperiments(params: {
       }),
     });
 
+    if (!response.ok) {
+      logger.error("Cirrus request failed", {
+        status: response.status,
+        url: serverUrl.toString(),
+      });
+      throw new Error(`Cirrus request failed: ${response.statusText}`);
+    }
+
     const json = await response.json();
 
     let experimentData;
@@ -76,7 +90,12 @@ export async function getExperiments(params: {
 
     return (experimentData as ExperimentData) ?? defaultExperimentData;
   } catch (ex) {
-    logger.error("Could not connect to Cirrus", { serverUrl, ex });
+    logger.error("Could not connect to Cirrus", {
+      serverUrl,
+      ex,
+      flags,
+      params,
+    });
     captureException(ex);
     return defaultExperimentData;
   }
diff --git a/src/middleware.ts b/src/middleware.ts
index b713ef80b39..a8f4dac7b1e 100644
--- a/src/middleware.ts
+++ b/src/middleware.ts
@@ -5,6 +5,7 @@
 import { NextResponse } from "next/server";
 import type { NextRequest } from "next/server";
 import nextConfig from "../next.config";
+import { logger } from "./app/functions/server/logging";
 
 // This function can be marked `async` if using `await` inside
 export function middleware(request: NextRequest) {
@@ -49,6 +50,7 @@ export function middleware(request: NextRequest) {
       value: experimentationId,
       path: "/",
     });
+    logger.info("Set experimentation ID cookie", { experimentationId });
   }
 
   return response;