diff --git a/.github/scripts/ci-changes.cjs b/.github/scripts/ci-changes.cjs
index 77a526076de4..0f817be60c35 100644
--- a/.github/scripts/ci-changes.cjs
+++ b/.github/scripts/ci-changes.cjs
@@ -27,6 +27,8 @@ const EXTRA_OWNERS = [
   [/^native\/browser-secret\//, ["@t3tools/desktop"]],
   [/^native\/kde-snap-shot\//, ["@t3tools/desktop"]],
   [/^native\/libghostty-vt\//, ["@t3tools/web"]],
+  // apps/server/src/cloud/ConnectReachability.test.ts checks the guide's headings.
+  [/^docs\/user\/t3-connect-troubleshooting\.md$/, ["t3"]],
 ];
 const RUST = /^native\/(resource-monitor|kde-snap-shot|hyprland-snap-shot)\//;
 
@@ -92,11 +94,11 @@ function readWorkspace() {
 
 // [] means inert; null means unknown and requires every job.
 function ownersOf(file, packages) {
-  if (INERT.some((pattern) => pattern.test(file))) return [];
+  const extra = EXTRA_OWNERS.flatMap(([pattern, names]) => (pattern.test(file) ? names : []));
+  if (INERT.some((pattern) => pattern.test(file))) return extra;
   // A manifest can change dependencies or versions other packages read.
   if (path.posix.basename(file) === "package.json") return null;
   if (RUNS_EVERYTHING.some((pattern) => pattern.test(file))) return null;
-  const extra = EXTRA_OWNERS.flatMap(([pattern, names]) => (pattern.test(file) ? names : []));
   // scripts/build-desktop-artifact.test.ts reads the crates' sources.
   if (RUST.test(file)) return ["@t3tools/scripts", ...extra];
 
diff --git a/scripts/check-changed.test.ts b/scripts/check-changed.test.ts
index b01c3556766c..b0e0fe01e851 100644
--- a/scripts/check-changed.test.ts
+++ b/scripts/check-changed.test.ts
@@ -17,10 +17,12 @@ import * as TestClock from "effect/testing/TestClock";
 import {
   comparisonBase,
   defaultConcurrency,
+  docReaderTests,
   gitLines,
   runSteps,
   type Step,
 } from "./check-changed.ts";
+import { decide, readWorkspace } from "../.github/scripts/ci-changes.cjs";
 
 const GiB = 1024 ** 3;
 
@@ -33,6 +35,17 @@ describe("check:changed", () => {
     assert.strictEqual(defaultConcurrency(1, 64 * GiB), 1);
   });
 
+  it("runs the server tests for the one guide they read and leaves other docs inert", () => {
+    const packages = readWorkspace();
+    assert.isTrue(
+      decide(["docs/user/t3-connect-troubleshooting.md"], packages, false).outputs.test_server,
+    );
+    assert.deepStrictEqual(docReaderTests(["docs/user/t3-connect-troubleshooting.md"]), [
+      "apps/server/src/cloud/ConnectReachability.test.ts",
+    ]);
+    assert.deepStrictEqual(decide(["docs/user/install.md"], packages, false).affected, []);
+  });
+
   it.effect(
     "keeps weighted steps within the budget, in order, and serial steps one at a time",
     () =>
diff --git a/scripts/check-changed.ts b/scripts/check-changed.ts
index b23289211b90..583b00b5361c 100644
--- a/scripts/check-changed.ts
+++ b/scripts/check-changed.ts
@@ -190,6 +190,12 @@ const override = Effect.fn("checkChanged.override")(function* (
   return value;
 });
 
+// Tests that read a doc; a changed doc has no test beside it to select them.
+export const docReaderTests = (files: ReadonlyArray<string>) =>
+  files.includes("docs/user/t3-connect-troubleshooting.md")
+    ? ["apps/server/src/cloud/ConnectReachability.test.ts"]
+    : [];
+
 const checkChanged = Effect.fn("checkChanged")(function* (input: {
   readonly ref: Option.Option<string>;
   readonly concurrency: Option.Option<number>;
@@ -309,6 +315,7 @@ const checkChanged = Effect.fn("checkChanged")(function* (input: {
       if (entry.startsWith(prefix) && TEST.test(entry)) tests.add(path.join(dir, entry));
     }
   }
+  for (const test of docReaderTests(files)) tests.add(test);
   // It reads files other than the ones beside it, so no changed file selects it.
   if (affected.includes("t3")) tests.add("apps/server/src/provider/AgentContextBudget.test.ts");