diff --git a/src/handlers/shared/start.ts b/src/handlers/shared/start.ts
index f8629c0..4159c66 100644
--- a/src/handlers/shared/start.ts
+++ b/src/handlers/shared/start.ts
@@ -22,11 +22,14 @@ export async function start(
 
   if (requiredLabelsToStart.length && !requiredLabelsToStart.some((label) => issueLabels.includes(label))) {
     // The "Priority" label must reflect a business priority, not a development one.
-    throw logger.error("This task does not reflect a business priority at the moment and cannot be started. This will be reassessed in the coming weeks.", {
-      requiredLabelsToStart,
-      issueLabels,
-      issue: issue.html_url,
-    });
+    throw logger.error(
+      `This task does not reflect a business priority at the moment. You may start tasks with one of the following labels: ${requiredLabelsToStart.join(", ")}`,
+      {
+        requiredLabelsToStart,
+        issueLabels,
+        issue: issue.html_url,
+      }
+    );
   }
 
   if (!sender) {
diff --git a/src/handlers/user-start-stop.ts b/src/handlers/user-start-stop.ts
index 28567b8..a50d192 100644
--- a/src/handlers/user-start-stop.ts
+++ b/src/handlers/user-start-stop.ts
@@ -32,8 +32,12 @@ export async function userSelfAssign(context: Context<"issues.assigned">): Promi
   const { issue } = payload;
   const deadline = getDeadline(issue.labels);
 
-  if (!deadline) {
-    context.logger.debug("Skipping deadline posting message because no deadline has been set.");
+  // We avoid posting a message if the bot is the actor to avoid double posting
+  if (!deadline || payload.sender.type === "Bot") {
+    context.logger.debug("Skipping deadline posting message.", {
+      senderType: payload.sender.type,
+      deadline: deadline,
+    });
     return { status: HttpStatusCode.NOT_MODIFIED };
   }
 
@@ -91,13 +95,18 @@ export async function userPullRequest(context: Context<"pull_request.opened" | "
   return { status: HttpStatusCode.NOT_MODIFIED };
 }
 
-export async function userUnassigned(context: Context): Promise<Result> {
+export async function userUnassigned(context: Context<"issues.unassigned">): Promise<Result> {
   if (!("issue" in context.payload)) {
     context.logger.debug("Payload does not contain an issue, skipping issues.unassigned event.");
     return { status: HttpStatusCode.NOT_MODIFIED };
   }
   const { payload } = context;
-  const { issue, sender, repository } = payload;
-  await closePullRequestForAnIssue(context, issue.number, repository, sender.login);
+  const { issue, repository, assignee } = payload;
+  // 'assignee' is the user that actually got un-assigned during this event. Since it can theoretically be null,
+  // we display an error if none is found in the payload.
+  if (!assignee) {
+    throw context.logger.fatal("No assignee found in payload, failed to close pull-requests.");
+  }
+  await closePullRequestForAnIssue(context, issue.number, repository, assignee?.login);
   return { status: HttpStatusCode.OK, content: "Linked pull-requests closed." };
 }
diff --git a/src/plugin.ts b/src/plugin.ts
index 2ca86e6..6a24644 100644
--- a/src/plugin.ts
+++ b/src/plugin.ts
@@ -40,7 +40,7 @@ export async function startStopTask(inputs: PluginInputs, env: Env) {
       case "pull_request.edited":
         return await userPullRequest(context as Context<"pull_request.edited">);
       case "issues.unassigned":
-        return await userUnassigned(context);
+        return await userUnassigned(context as Context<"issues.unassigned">);
       default:
         context.logger.error(`Unsupported event: ${context.eventName}`);
     }
diff --git a/tests/main.test.ts b/tests/main.test.ts
index 25451d2..6eb001b 100644
--- a/tests/main.test.ts
+++ b/tests/main.test.ts
@@ -292,7 +292,9 @@ describe("User start/stop", () => {
     context.adapters = createAdapters(getSupabase(), context);
 
     await expect(userStartStop(context)).rejects.toMatchObject({
-      logMessage: { raw: "This task does not reflect a business priority at the moment and cannot be started. This will be reassessed in the coming weeks." },
+      logMessage: {
+        raw: "This task does not reflect a business priority at the moment. You may start tasks with one of the following labels: Priority: 3 (High), Priority: 4 (Urgent), Priority: 5 (Emergency)",
+      },
     });
   });
 });
@@ -670,6 +672,9 @@ export function createContext(
       action: "created",
       installation: { id: 1 } as unknown as Context["payload"]["installation"],
       organization: { login: "ubiquity" } as unknown as Context["payload"]["organization"],
+      assignee: {
+        ...sender,
+      },
     } as Context["payload"],
     logger: new Logs("debug"),
     config: {
diff --git a/wrangler.toml b/wrangler.toml
index ef7f8cd..b81ff79 100644
--- a/wrangler.toml
+++ b/wrangler.toml
@@ -1,7 +1,7 @@
 name = "ubiquity-os-command-start-stop"
 main = "src/worker.ts"
-compatibility_date = "2024-05-23"
-node_compat = true
+compatibility_date = "2024-09-23"
+compatibility_flags = [ "nodejs_compat" ]
 [env.dev]
 [env.prod]