diff --git a/docs/tasks/streams.mdx b/docs/tasks/streams.mdx
index edf92aa95..8be0c9786 100644
--- a/docs/tasks/streams.mdx
+++ b/docs/tasks/streams.mdx
@@ -688,6 +688,7 @@ Examples:
 - ❌ `\u2007///\u2007` (empty after trimming wrapper whitespace)
 - ❌ `\u205F///\u205F` (empty after trimming wrapper whitespace)
 - ❌ `\u3000///\u3000` (empty after trimming wrapper whitespace)
+- ❌ `\n\thttps://api.trigger.dev/base/?query=1\t\n` (query is still rejected after trimming wrappers)
 - ❌ `https://api.trigger.dev/\ninternal`
 - ❌ `https://api.trigger.dev/in valid`
 - ❌ `https://api.trigger.dev/\tinternal`
diff --git a/packages/ai/README.md b/packages/ai/README.md
index 2d0c726e2..3686bf8aa 100644
--- a/packages/ai/README.md
+++ b/packages/ai/README.md
@@ -195,6 +195,7 @@ Examples:
 - ❌ `\u2007///\u2007` (empty after trimming wrapper whitespace)
 - ❌ `\u205F///\u205F` (empty after trimming wrapper whitespace)
 - ❌ `\u3000///\u3000` (empty after trimming wrapper whitespace)
+- ❌ `\n\thttps://api.trigger.dev/base/?query=1\t\n` (query is still rejected after trimming wrappers)
 - ❌ `https://api.trigger.dev/\ninternal` (internal whitespace characters)
 - ❌ `https://api.trigger.dev/in valid` (internal space characters)
 - ❌ `https://api.trigger.dev/\tinternal` (internal tab characters)
diff --git a/packages/ai/src/chatTransport.test.ts b/packages/ai/src/chatTransport.test.ts
index 7ff8adbb0..2978d43ca 100644
--- a/packages/ai/src/chatTransport.test.ts
+++ b/packages/ai/src/chatTransport.test.ts
@@ -1105,6 +1105,17 @@ describe("TriggerChatTransport", function () {
     }).toThrowError("baseURL must not include query parameters or hash fragments");
   });
 
+  it("throws when newline-and-tab wrapped baseURL includes query parameters", function () {
+    expect(function () {
+      new TriggerChatTransport({
+        task: "chat-task",
+        accessToken: "pk_trigger",
+        baseURL: "\n\thttps://example.com/base/?query=1\t\n",
+        stream: "chat-stream",
+      });
+    }).toThrowError("baseURL must not include query parameters or hash fragments");
+  });
+
   it("throws query/hash validation after trimming wrapper whitespace", function () {
     expect(function () {
       new TriggerChatTransport({
@@ -1138,6 +1149,17 @@ describe("TriggerChatTransport", function () {
     }).toThrowError("baseURL must not include query parameters or hash fragments");
   });
 
+  it("throws when newline-and-tab wrapped baseURL includes hash fragments", function () {
+    expect(function () {
+      new TriggerChatTransport({
+        task: "chat-task",
+        accessToken: "pk_trigger",
+        baseURL: "\n\thttps://example.com/base/#fragment\t\n",
+        stream: "chat-stream",
+      });
+    }).toThrowError("baseURL must not include query parameters or hash fragments");
+  });
+
   it("throws when baseURL includes username or password credentials", function () {
     expect(function () {
       new TriggerChatTransport({
@@ -1226,6 +1248,17 @@ describe("TriggerChatTransport", function () {
     }).toThrowError("baseURL must not include username or password credentials");
   });
 
+  it("throws when newline-and-tab wrapped baseURL includes username or password credentials", function () {
+    expect(function () {
+      new TriggerChatTransport({
+        task: "chat-task",
+        accessToken: "pk_trigger",
+        baseURL: "\n\thttps://user:pass@example.com/base/\t\n",
+        stream: "chat-stream",
+      });
+    }).toThrowError("baseURL must not include username or password credentials");
+  });
+
   it("accepts https baseURL values without throwing", function () {
     expect(function () {
       new TriggerChatTransport({
@@ -4064,6 +4097,17 @@ describe("TriggerChatTransport", function () {
     }).toThrowError("baseURL must not include query parameters or hash fragments");
   });
 
+  it("throws from factory when newline-and-tab wrapped baseURL includes query parameters", function () {
+    expect(function () {
+      createTriggerChatTransport({
+        task: "chat-task",
+        accessToken: "pk_trigger",
+        baseURL: "\n\thttps://example.com/base/?query=1\t\n",
+        stream: "chat-stream",
+      });
+    }).toThrowError("baseURL must not include query parameters or hash fragments");
+  });
+
   it("throws query/hash validation after trimming wrapper whitespace in factory", function () {
     expect(function () {
       createTriggerChatTransport({
@@ -4097,6 +4141,17 @@ describe("TriggerChatTransport", function () {
     }).toThrowError("baseURL must not include query parameters or hash fragments");
   });
 
+  it("throws from factory when newline-and-tab wrapped baseURL includes hash fragments", function () {
+    expect(function () {
+      createTriggerChatTransport({
+        task: "chat-task",
+        accessToken: "pk_trigger",
+        baseURL: "\n\thttps://example.com/base/#fragment\t\n",
+        stream: "chat-stream",
+      });
+    }).toThrowError("baseURL must not include query parameters or hash fragments");
+  });
+
   it("throws from factory when baseURL includes username or password credentials", function () {
     expect(function () {
       createTriggerChatTransport({
@@ -4185,6 +4240,17 @@ describe("TriggerChatTransport", function () {
     }).toThrowError("baseURL must not include username or password credentials");
   });
 
+  it("throws from factory when newline-and-tab wrapped baseURL includes username or password credentials", function () {
+    expect(function () {
+      createTriggerChatTransport({
+        task: "chat-task",
+        accessToken: "pk_trigger",
+        baseURL: "\n\thttps://user:pass@example.com/base/\t\n",
+        stream: "chat-stream",
+      });
+    }).toThrowError("baseURL must not include username or password credentials");
+  });
+
   it("accepts https baseURL values from factory without throwing", function () {
     expect(function () {
       createTriggerChatTransport({