Fix pushed state for checked-out PR worktrees (#1804)

* fix(worktree): track checkout PR branches correctly

Checkout-PR worktrees could point branch tracking at a PR push remote without fetching a matching remote-tracking ref. Configure same-repo PRs to track origin, make fork PR remotes fetchable before assigning upstream, and push fork PR branches to their configured remote.

* fix(worktree): scope PR push routing to Paseo targets

Review caught that using ordinary upstream config for Push could send normal branches to non-origin remotes and mishandle deduped PR branch names. Store a Paseo-specific push target during PR worktree creation, then have Push honor only that marker before falling back to origin.

* fix(worktree): use git upstream for PR pushes

* fix(worktree): allow PR checkout without head upstream

* fix(worktree): preserve fork PR git push target

* fix(worktree): preserve PR push targets

* fix(worktree): preserve PR push status

* fix(worktree): set upstream after push-only PR push

packages/server/src/server/resolve-worktree-creation-intent.test.ts

@@ -113,6 +113,55 @@ describe("resolveWorktreeCreationIntent", () => {
     expect(deps.headRefLookups).toEqual([{ cwd: repoRoot, number: 42 }]);
   });
 
+  test("does not configure a synthetic push remote for same-repo PR targets", async () => {
+    const deps = createResolverHarness();
+    deps.github.getPullRequestCheckoutTarget = async () => ({
+      number: 1790,
+      baseRefName: "main",
+      headRefName: "daemon-shutdown-diagnostics",
+      headOwnerLogin: "getpaseo",
+      headRepositorySshUrl: "git@github.com:getpaseo/paseo.git",
+      headRepositoryUrl: "https://github.com/getpaseo/paseo",
+      isCrossRepository: false,
+    });
+
+    await expect(
+      resolveWorktreeCreationIntent({ action: "checkout", githubPrNumber: 1790 }, repoRoot, deps),
+    ).resolves.toEqual({
+      kind: "checkout-github-pr",
+      githubPrNumber: 1790,
+      headRef: "daemon-shutdown-diagnostics",
+      baseRefName: "main",
+      trackOriginHead: true,
+    });
+    expect(deps.headRefLookups).toEqual([]);
+  });
+
+  test("configures the contributor remote for fork PR targets", async () => {
+    const deps = createResolverHarness();
+    deps.github.getPullRequestCheckoutTarget = async () => ({
+      number: 526,
+      baseRefName: "main",
+      headRefName: "main",
+      headOwnerLogin: "therainisme",
+      headRepositorySshUrl: "git@github.com:therainisme/paseo.git",
+      headRepositoryUrl: "https://github.com/therainisme/paseo",
+      isCrossRepository: true,
+    });
+
+    await expect(
+      resolveWorktreeCreationIntent({ action: "checkout", githubPrNumber: 526 }, repoRoot, deps),
+    ).resolves.toEqual({
+      kind: "checkout-github-pr",
+      githubPrNumber: 526,
+      headRef: "main",
+      baseRefName: "main",
+      localBranchName: "therainisme/main",
+      pushRemoteUrl: "git@github.com:therainisme/paseo.git",
+    });
+    expect(deps.headRefLookups).toEqual([]);
+  });
+
   test("uses an explicit PR head ref without calling GitHub", async () => {
     const deps = createResolverHarness();
 

packages/server/src/server/resolve-worktree-creation-intent.ts

@@ -116,9 +116,10 @@ async function resolveGitHubPrCheckoutIntent(params: {
     checkoutTarget?.baseRefName?.trim() ||
     (await resolveDefaultBranch(params.repoRoot, params.deps));
   const localBranchName = buildGitHubPrLocalBranchName({ headRef, checkoutTarget });
-  const pushRemoteUrl = checkoutTarget
+  const pushRemoteUrl = checkoutTarget?.isCrossRepository
     ? checkoutTarget.headRepositorySshUrl || checkoutTarget.headRepositoryUrl || undefined
     : undefined;
+  const trackOriginHead = checkoutTarget ? !checkoutTarget.isCrossRepository : false;
 
   return {
     kind: "checkout-github-pr",
@@ -127,6 +128,7 @@ async function resolveGitHubPrCheckoutIntent(params: {
     baseRefName,
     ...(localBranchName !== headRef ? { localBranchName } : {}),
     ...(pushRemoteUrl ? { pushRemoteUrl } : {}),
+    ...(trackOriginHead ? { trackOriginHead } : {}),
   };
 }
 

packages/server/src/server/worktree-core.posix.test.ts

@@ -14,6 +14,7 @@ import { tmpdir } from "node:os";
 import path from "node:path";
 import { describe, expect, test, afterEach } from "vitest";
 import type { GitHubService } from "../services/github-service.js";
+import { getCheckoutStatus, pushCurrentBranch } from "../utils/checkout-git.js";
 import { UnknownBranchError } from "../utils/worktree.js";
 import { createWorktreeCore as createCoreWorktree } from "./worktree-core.js";
 import { isPlatform } from "../test-utils/platform.js";
@@ -123,6 +124,44 @@ function createGitHubPrRemoteRepo(): { tempDir: string; repoDir: string; paseoHo
   return { tempDir, repoDir, paseoHome };
 }
 
+function createSameRepoGitHubPrRemoteRepo(): {
+  tempDir: string;
+  repoDir: string;
+  remoteDir: string;
+  paseoHome: string;
+} {
+  const { tempDir, repoDir, paseoHome } = createGitRepo();
+  const remoteDir = path.join(tempDir, "origin.git");
+  const featureBranch = "daemon-shutdown-diagnostics";
+
+  execFileSync("git", ["clone", "--bare", repoDir, remoteDir], {
+    stdio: "pipe",
+  });
+  execFileSync("git", ["remote", "add", "origin", remoteDir], {
+    cwd: repoDir,
+    stdio: "pipe",
+  });
+  execFileSync("git", ["checkout", "-b", featureBranch], { cwd: repoDir, stdio: "pipe" });
+  writeFileSync(path.join(repoDir, "README.md"), "same repo pr branch\n");
+  execFileSync("git", ["add", "README.md"], { cwd: repoDir, stdio: "pipe" });
+  execFileSync("git", ["-c", "commit.gpgsign=false", "commit", "-m", "same repo pr branch"], {
+    cwd: repoDir,
+    stdio: "pipe",
+  });
+  const prHead = execFileSync("git", ["rev-parse", "HEAD"], { cwd: repoDir, stdio: "pipe" })
+    .toString()
+    .trim();
+  execFileSync("git", ["push", "origin", featureBranch], { cwd: repoDir, stdio: "pipe" });
+  execFileSync("git", [`--git-dir=${remoteDir}`, "update-ref", "refs/pull/1790/head", prHead], {
+    stdio: "pipe",
+  });
+  execFileSync("git", ["checkout", "main"], { cwd: repoDir, stdio: "pipe" });
+  execFileSync("git", ["branch", "-D", featureBranch], { cwd: repoDir, stdio: "pipe" });
+  execFileSync("git", ["fetch", "origin"], { cwd: repoDir, stdio: "pipe" });
+
+  return { tempDir, repoDir, remoteDir, paseoHome };
+}
+
 function createForkGitHubPrRemoteRepo(): {
   tempDir: string;
   repoDir: string;
@@ -411,6 +450,201 @@ describe.skipIf(isPlatform("win32"))("worktree-core POSIX-only", () => {
       expect(result.worktree.branchName).toBe("pr-123");
     });
 
+    test("checks out a same-repo GitHub PR with valid origin tracking", async () => {
+      const { tempDir, repoDir, remoteDir, paseoHome } = createSameRepoGitHubPrRemoteRepo();
+      cleanupPaths.push(tempDir);
+      const github = {
+        ...createGitHubServiceStub(),
+        getPullRequestCheckoutTarget: async () => ({
+          number: 1790,
+          baseRefName: "main",
+          headRefName: "daemon-shutdown-diagnostics",
+          headOwnerLogin: "getpaseo",
+          headRepositorySshUrl: remoteDir,
+          headRepositoryUrl: remoteDir,
+          isCrossRepository: false,
+        }),
+      };
+
+      const result = await createCoreWorktree(
+        {
+          cwd: repoDir,
+          action: "checkout",
+          githubPrNumber: 1790,
+          paseoHome,
+          runSetup: false,
+        },
+        createCoreDeps({ github }),
+      );
+      const status = await getCheckoutStatus(result.worktree.worktreePath, { paseoHome });
+
+      expect(result.worktree.branchName).toBe("daemon-shutdown-diagnostics");
+      expect(getBranchUpstream(result.worktree.worktreePath)).toBe(
+        "origin/daemon-shutdown-diagnostics",
+      );
+      expect(status).toMatchObject({
+        isGit: true,
+        currentBranch: "daemon-shutdown-diagnostics",
+        aheadOfOrigin: 0,
+        behindOfOrigin: 0,
+      });
+    });
+
+    test("checks out a same-repo GitHub PR whose head branch was deleted", async () => {
+      const { tempDir, repoDir, remoteDir, paseoHome } = createSameRepoGitHubPrRemoteRepo();
+      cleanupPaths.push(tempDir);
+      execFileSync(
+        "git",
+        ["--git-dir", remoteDir, "update-ref", "-d", "refs/heads/daemon-shutdown-diagnostics"],
+        { stdio: "pipe" },
+      );
+      const github = {
+        ...createGitHubServiceStub(),
+        getPullRequestCheckoutTarget: async () => ({
+          number: 1790,
+          baseRefName: "main",
+          headRefName: "daemon-shutdown-diagnostics",
+          headOwnerLogin: "getpaseo",
+          headRepositorySshUrl: remoteDir,
+          headRepositoryUrl: remoteDir,
+          isCrossRepository: false,
+        }),
+      };
+
+      const result = await createCoreWorktree(
+        {
+          cwd: repoDir,
+          action: "checkout",
+          githubPrNumber: 1790,
+          paseoHome,
+          runSetup: false,
+        },
+        createCoreDeps({ github }),
+      );
+      const readme = readFileSync(path.join(result.worktree.worktreePath, "README.md"), "utf8");
+
+      expect(result.worktree.branchName).toBe("daemon-shutdown-diagnostics");
+      expect(readme.replace(/\r\n/g, "\n")).toBe("same repo pr branch\n");
+      expect(getBranchUpstream(result.worktree.worktreePath)).toBeNull();
+    });
+
+    test("pushes a deduplicated same-repo GitHub PR branch to the PR head", async () => {
+      const { tempDir, repoDir, remoteDir, paseoHome } = createSameRepoGitHubPrRemoteRepo();
+      cleanupPaths.push(tempDir);
+      execFileSync("git", ["remote", "set-url", "origin", `file://${remoteDir}`], {
+        cwd: repoDir,
+        stdio: "pipe",
+      });
+      execFileSync("git", ["remote", "set-url", "--push", "origin", remoteDir], {
+        cwd: repoDir,
+        stdio: "pipe",
+      });
+      const github = {
+        ...createGitHubServiceStub(),
+        getPullRequestCheckoutTarget: async () => ({
+          number: 1790,
+          baseRefName: "main",
+          headRefName: "daemon-shutdown-diagnostics",
+          headOwnerLogin: "getpaseo",
+          headRepositorySshUrl: remoteDir,
+          headRepositoryUrl: remoteDir,
+          isCrossRepository: false,
+        }),
+      };
+
+      await createCoreWorktree(
+        {
+          cwd: repoDir,
+          worktreeSlug: "first-pr-worktree",
+          action: "checkout",
+          githubPrNumber: 1790,
+          paseoHome,
+          runSetup: false,
+        },
+        createCoreDeps({ github }),
+      );
+      const second = await createCoreWorktree(
+        {
+          cwd: repoDir,
+          worktreeSlug: "second-pr-worktree",
+          action: "checkout",
+          githubPrNumber: 1790,
+          paseoHome,
+          runSetup: false,
+        },
+        createCoreDeps({ github }),
+      );
+      writeFileSync(path.join(second.worktree.worktreePath, "FOLLOWUP.md"), "same repo edit\n");
+      execFileSync("git", ["add", "FOLLOWUP.md"], {
+        cwd: second.worktree.worktreePath,
+        stdio: "pipe",
+      });
+      execFileSync("git", ["-c", "commit.gpgsign=false", "commit", "-m", "same repo edit"], {
+        cwd: second.worktree.worktreePath,
+        stdio: "pipe",
+      });
+      const localHead = execFileSync("git", ["rev-parse", "HEAD"], {
+        cwd: second.worktree.worktreePath,
+        stdio: "pipe",
+      })
+        .toString()
+        .trim();
+      const pushRemote = execFileSync(
+        "git",
+        ["config", `branch.${second.worktree.branchName}.pushRemote`],
+        {
+          cwd: second.worktree.worktreePath,
+          stdio: "pipe",
+        },
+      )
+        .toString()
+        .trim();
+      const pushRefspec = execFileSync("git", ["config", "remote.paseo-pr-1790.push"], {
+        cwd: second.worktree.worktreePath,
+        stdio: "pipe",
+      })
+        .toString()
+        .trim();
+      const pushRemoteUrl = execFileSync("git", ["config", "remote.paseo-pr-1790.url"], {
+        cwd: second.worktree.worktreePath,
+        stdio: "pipe",
+      })
+        .toString()
+        .trim();
+
+      execFileSync("git", ["push"], { cwd: second.worktree.worktreePath, stdio: "pipe" });
+
+      const remotePrHead = execFileSync(
+        "git",
+        ["--git-dir", remoteDir, "rev-parse", "refs/heads/daemon-shutdown-diagnostics"],
+        { stdio: "pipe" },
+      )
+        .toString()
+        .trim();
+      const dedupedRemoteBranch = spawnSync(
+        "git",
+        [
+          "--git-dir",
+          remoteDir,
+          "show-ref",
+          "--verify",
+          "--quiet",
+          "refs/heads/daemon-shutdown-diagnostics-1",
+        ],
+        { encoding: "utf8" },
+      );
+
+      expect(second.worktree.branchName).toBe("daemon-shutdown-diagnostics-1");
+      expect(getBranchUpstream(second.worktree.worktreePath)).toBe(
+        "origin/daemon-shutdown-diagnostics",
+      );
+      expect(pushRemote).toBe("paseo-pr-1790");
+      expect(pushRefspec).toBe("HEAD:refs/heads/daemon-shutdown-diagnostics");
+      expect(pushRemoteUrl).toBe(remoteDir);
+      expect(remotePrHead).toBe(localHead);
+      expect(dedupedRemoteBranch.status).toBe(1);
+    });
+
     test("checks out a fork PR whose head branch collides with local main", async () => {
       const { tempDir, repoDir, headRemoteDir, paseoHome } = createForkGitHubPrRemoteRepo();
       cleanupPaths.push(tempDir);
@@ -452,6 +686,13 @@ describe.skipIf(isPlatform("win32"))("worktree-core POSIX-only", () => {
         .toString()
         .trim();
       const readme = readFileSync(path.join(result.worktree.worktreePath, "README.md"), "utf8");
+      const cleanStatus = await getCheckoutStatus(result.worktree.worktreePath, { paseoHome });
+      const pushRefspec = execFileSync("git", ["config", "remote.paseo-pr-526.push"], {
+        cwd: result.worktree.worktreePath,
+        stdio: "pipe",
+      })
+        .toString()
+        .trim();
       writeFileSync(path.join(result.worktree.worktreePath, "FOLLOWUP.md"), "maintainer edit\n");
       execFileSync("git", ["add", "FOLLOWUP.md"], {
         cwd: result.worktree.worktreePath,
@@ -461,11 +702,23 @@ describe.skipIf(isPlatform("win32"))("worktree-core POSIX-only", () => {
         cwd: result.worktree.worktreePath,
         stdio: "pipe",
       });
-      const pushDryRunResult = spawnSync("git", ["push", "--dry-run"], {
+      const localHead = execFileSync("git", ["rev-parse", "HEAD"], {
         cwd: result.worktree.worktreePath,
-        encoding: "utf8",
-      });
-      const pushDryRun = `${pushDryRunResult.stdout}${pushDryRunResult.stderr}`;
+        stdio: "pipe",
+      })
+        .toString()
+        .trim();
+
+      execFileSync("git", ["push"], { cwd: result.worktree.worktreePath, stdio: "pipe" });
+
+      const remotePrHead = execFileSync("git", [
+        "--git-dir",
+        headRemoteDir,
+        "rev-parse",
+        "refs/heads/main",
+      ])
+        .toString()
+        .trim();
 
       expect(sourceBranch).toBe("main");
       expect(result.intent).toEqual({
@@ -480,7 +733,115 @@ describe.skipIf(isPlatform("win32"))("worktree-core POSIX-only", () => {
       expect(path.basename(result.worktree.worktreePath)).toBe("therainisme-main");
       expect(worktreeBranch).toBe("therainisme/main");
       expect(readme.replace(/\r\n/g, "\n")).toBe("fork pr main branch\n");
-      expect(pushDryRun).toContain("HEAD -> main");
+      expect(getBranchUpstream(result.worktree.worktreePath)).toBe("paseo-pr-526/main");
+      expect(pushRefspec).toBe("HEAD:refs/heads/main");
+      expect(cleanStatus).toMatchObject({
+        isGit: true,
+        currentBranch: "therainisme/main",
+        aheadOfOrigin: 0,
+        behindOfOrigin: 0,
+      });
+      expect(remotePrHead).toBe(localHead);
+    });
+
+    test("pushes a fork PR when the contributor branch cannot be fetched at checkout", async () => {
+      const { tempDir, repoDir, headRemoteDir, paseoHome } = createForkGitHubPrRemoteRepo();
+      cleanupPaths.push(tempDir);
+      execFileSync("git", ["--git-dir", headRemoteDir, "update-ref", "-d", "refs/heads/main"], {
+        stdio: "pipe",
+      });
+      const github = {
+        ...createGitHubServiceStub(),
+        getPullRequestCheckoutTarget: async () => ({
+          number: 526,
+          baseRefName: "main",
+          headRefName: "main",
+          headOwnerLogin: "therainisme",
+          headRepositorySshUrl: headRemoteDir,
+          headRepositoryUrl: headRemoteDir,
+          isCrossRepository: true,
+        }),
+      };
+
+      const result = await createCoreWorktree(
+        {
+          cwd: repoDir,
+          action: "checkout",
+          githubPrNumber: 526,
+          refName: "main",
+          paseoHome,
+          runSetup: false,
+        },
+        createCoreDeps({ github }),
+      );
+      const pushRemote = execFileSync(
+        "git",
+        ["config", `branch.${result.worktree.branchName}.pushRemote`],
+        {
+          cwd: result.worktree.worktreePath,
+          stdio: "pipe",
+        },
+      )
+        .toString()
+        .trim();
+      const pushRefspec = execFileSync("git", ["config", "remote.paseo-pr-526.push"], {
+        cwd: result.worktree.worktreePath,
+        stdio: "pipe",
+      })
+        .toString()
+        .trim();
+      const upstreamBeforePush = getBranchUpstream(result.worktree.worktreePath);
+      writeFileSync(path.join(result.worktree.worktreePath, "FOLLOWUP.md"), "fork edit\n");
+      execFileSync("git", ["add", "FOLLOWUP.md"], {
+        cwd: result.worktree.worktreePath,
+        stdio: "pipe",
+      });
+      execFileSync("git", ["-c", "commit.gpgsign=false", "commit", "-m", "fork edit"], {
+        cwd: result.worktree.worktreePath,
+        stdio: "pipe",
+      });
+      const localHead = execFileSync("git", ["rev-parse", "HEAD"], {
+        cwd: result.worktree.worktreePath,
+        stdio: "pipe",
+      })
+        .toString()
+        .trim();
+
+      await pushCurrentBranch(result.worktree.worktreePath);
+
+      const remotePrHead = execFileSync("git", [
+        "--git-dir",
+        headRemoteDir,
+        "rev-parse",
+        "refs/heads/main",
+      ])
+        .toString()
+        .trim();
+      const trackedPrRemoteHead = execFileSync(
+        "git",
+        ["rev-parse", "refs/remotes/paseo-pr-526/main"],
+        {
+          cwd: result.worktree.worktreePath,
+          stdio: "pipe",
+        },
+      )
+        .toString()
+        .trim();
+      const afterPushStatus = await getCheckoutStatus(result.worktree.worktreePath);
+
+      expect(result.worktree.branchName).toBe("therainisme/main");
+      expect(upstreamBeforePush).toBeNull();
+      expect(getBranchUpstream(result.worktree.worktreePath)).toBe("paseo-pr-526/main");
+      expect(pushRemote).toBe("paseo-pr-526");
+      expect(pushRefspec).toBe("HEAD:refs/heads/main");
+      expect(remotePrHead).toBe(localHead);
+      expect(trackedPrRemoteHead).toBe(localHead);
+      expect(afterPushStatus).toMatchObject({
+        isGit: true,
+        currentBranch: "therainisme/main",
+        aheadOfOrigin: 0,
+        behindOfOrigin: 0,
+      });
     });
 
     test("uses a unique local branch when the same fork PR branch already exists", async () => {
@@ -526,14 +887,8 @@ describe.skipIf(isPlatform("win32"))("worktree-core POSIX-only", () => {
 
       expect(first.worktree.branchName).toBe("therainisme/main");
       expect(second.worktree.branchName).toBe("therainisme/main-1");
-      expect(
-        execFileSync("git", ["config", "--get", "remote.paseo-pr-526.push"], {
-          cwd: second.worktree.worktreePath,
-          stdio: "pipe",
-        })
-          .toString()
-          .trim(),
-      ).toBe("HEAD:refs/heads/main");
+      expect(getBranchUpstream(first.worktree.worktreePath)).toBe("paseo-pr-526/main");
+      expect(getBranchUpstream(second.worktree.worktreePath)).toBe("paseo-pr-526/main");
     });
 
     test("throws a typed error for an unknown checkout branch", async () => {

packages/server/src/utils/checkout-git.test.ts

@@ -1,5 +1,5 @@
 import { describe, it, expect, beforeEach, afterEach } from "vitest";
-import { execFileSync, execSync } from "child_process";
+import { execFileSync, execSync, spawnSync } from "child_process";
 import {
   existsSync,
   mkdtempSync,
@@ -187,6 +187,14 @@ async function readPullRequestLookupTargetFromFacts(
   return facts.pullRequestLookupTarget;
 }
 
+function getBranchUpstream(cwd: string): string | null {
+  const result = spawnSync("git", ["rev-parse", "--abbrev-ref", "--symbolic-full-name", "@{u}"], {
+    cwd,
+    encoding: "utf8",
+  });
+  return result.status === 0 ? result.stdout.trim() : null;
+}
+
 function setupRemoteTrackingMain(
   repoDir: string,
   tempDir: string,
@@ -1700,6 +1708,183 @@ const x = 1;
     expect(upstream).toBe("origin/feature");
   });
 
+  it("pushes the current branch to its configured upstream", async () => {
+    const originDir = join(tempDir, "origin.git");
+    const prRemoteDir = join(tempDir, "pr-remote.git");
+    execFileSync("git", ["clone", "--bare", repoDir, originDir]);
+    execFileSync("git", ["clone", "--bare", repoDir, prRemoteDir]);
+    execFileSync("git", ["remote", "add", "origin", originDir], { cwd: repoDir });
+    execFileSync("git", ["remote", "add", "paseo-pr-526", prRemoteDir], { cwd: repoDir });
+    execFileSync("git", ["checkout", "-b", "therainisme/main"], { cwd: repoDir });
+    execFileSync("git", ["fetch", "paseo-pr-526", "main"], { cwd: repoDir });
+    execFileSync("git", ["config", "branch.therainisme/main.remote", "paseo-pr-526"], {
+      cwd: repoDir,
+    });
+    execFileSync("git", ["config", "branch.therainisme/main.merge", "refs/heads/main"], {
+      cwd: repoDir,
+    });
+    writeFileSync(join(repoDir, "fork-pr.txt"), "fork pr edit\n");
+    execFileSync("git", ["add", "fork-pr.txt"], { cwd: repoDir });
+    execFileSync("git", ["-c", "commit.gpgsign=false", "commit", "-m", "fork pr edit"], {
+      cwd: repoDir,
+    });
+    const localHead = execFileSync("git", ["rev-parse", "HEAD"], { cwd: repoDir })
+      .toString()
+      .trim();
+
+    await pushCurrentBranch(repoDir);
+
+    const prRemoteMain = execFileSync("git", [
+      "--git-dir",
+      prRemoteDir,
+      "rev-parse",
+      "refs/heads/main",
+    ])
+      .toString()
+      .trim();
+    const upstream = execFileSync(
+      "git",
+      ["rev-parse", "--abbrev-ref", "--symbolic-full-name", "@{u}"],
+      { cwd: repoDir },
+    )
+      .toString()
+      .trim();
+    expect(prRemoteMain).toBe(localHead);
+    expect(upstream).toBe("paseo-pr-526/main");
+  });
+
+  it("pushes the current branch to its configured push remote", async () => {
+    const originDir = join(tempDir, "origin.git");
+    const prRemoteDir = join(tempDir, "pr-remote.git");
+    execFileSync("git", ["clone", "--bare", repoDir, originDir]);
+    execFileSync("git", ["clone", "--bare", repoDir, prRemoteDir]);
+    execFileSync("git", ["remote", "add", "origin", originDir], { cwd: repoDir });
+    execFileSync("git", ["remote", "add", "paseo-pr-526", prRemoteDir], { cwd: repoDir });
+    execFileSync("git", ["checkout", "-b", "therainisme/main"], { cwd: repoDir });
+    execFileSync("git", ["config", "branch.therainisme/main.pushRemote", "paseo-pr-526"], {
+      cwd: repoDir,
+    });
+    execFileSync("git", ["config", "remote.paseo-pr-526.push", "HEAD:refs/heads/main"], {
+      cwd: repoDir,
+    });
+    writeFileSync(join(repoDir, "fork-pr.txt"), "fork pr edit\n");
+    execFileSync("git", ["add", "fork-pr.txt"], { cwd: repoDir });
+    execFileSync("git", ["-c", "commit.gpgsign=false", "commit", "-m", "fork pr edit"], {
+      cwd: repoDir,
+    });
+    const localHead = execFileSync("git", ["rev-parse", "HEAD"], { cwd: repoDir })
+      .toString()
+      .trim();
+    const upstreamBeforePush = getBranchUpstream(repoDir);
+
+    await pushCurrentBranch(repoDir);
+
+    const prRemoteMain = execFileSync("git", [
+      "--git-dir",
+      prRemoteDir,
+      "rev-parse",
+      "refs/heads/main",
+    ])
+      .toString()
+      .trim();
+    const originBranch = spawnSync(
+      "git",
+      ["--git-dir", originDir, "show-ref", "--verify", "--quiet", "refs/heads/therainisme/main"],
+      { encoding: "utf8" },
+    );
+    const trackedPrRemoteHead = execFileSync(
+      "git",
+      ["rev-parse", "refs/remotes/paseo-pr-526/main"],
+      {
+        cwd: repoDir,
+      },
+    )
+      .toString()
+      .trim();
+    const afterPushStatus = await getCheckoutStatus(repoDir);
+    expect(upstreamBeforePush).toBeNull();
+    expect(prRemoteMain).toBe(localHead);
+    expect(getBranchUpstream(repoDir)).toBe("paseo-pr-526/main");
+    expect(trackedPrRemoteHead).toBe(localHead);
+    expect(afterPushStatus).toMatchObject({ aheadOfOrigin: 0, behindOfOrigin: 0 });
+    expect(originBranch.status).toBe(1);
+  });
+
+  it("refreshes the tracked ref after pushing through a configured push remote", async () => {
+    const originDir = join(tempDir, "origin.git");
+    execFileSync("git", ["clone", "--bare", repoDir, originDir]);
+    execFileSync("git", ["remote", "add", "origin", originDir], { cwd: repoDir });
+    execFileSync("git", ["checkout", "-b", "feature"], { cwd: repoDir });
+    execFileSync("git", ["push", "-u", "origin", "feature"], { cwd: repoDir });
+    execFileSync("git", ["remote", "add", "paseo-pr-1790", originDir], { cwd: repoDir });
+    execFileSync("git", ["config", "branch.feature.pushRemote", "paseo-pr-1790"], {
+      cwd: repoDir,
+    });
+    execFileSync("git", ["config", "remote.paseo-pr-1790.push", "HEAD:refs/heads/feature"], {
+      cwd: repoDir,
+    });
+    writeFileSync(join(repoDir, "feature.txt"), "feature edit\n");
+    execFileSync("git", ["add", "feature.txt"], { cwd: repoDir });
+    execFileSync("git", ["-c", "commit.gpgsign=false", "commit", "-m", "feature edit"], {
+      cwd: repoDir,
+    });
+    const localHead = execFileSync("git", ["rev-parse", "HEAD"], { cwd: repoDir })
+      .toString()
+      .trim();
+
+    const beforePushStatus = await getCheckoutStatus(repoDir);
+    await pushCurrentBranch(repoDir);
+
+    const trackedOriginHead = execFileSync("git", ["rev-parse", "refs/remotes/origin/feature"], {
+      cwd: repoDir,
+    })
+      .toString()
+      .trim();
+    const afterPushStatus = await getCheckoutStatus(repoDir);
+    expect(beforePushStatus).toMatchObject({ aheadOfOrigin: 1, behindOfOrigin: 0 });
+    expect(trackedOriginHead).toBe(localHead);
+    expect(afterPushStatus).toMatchObject({ aheadOfOrigin: 0, behindOfOrigin: 0 });
+  });
+
+  it("pushes ordinary branches to their configured upstream", async () => {
+    const originDir = join(tempDir, "origin.git");
+    const upstreamDir = join(tempDir, "upstream.git");
+    execFileSync("git", ["clone", "--bare", repoDir, originDir]);
+    execFileSync("git", ["clone", "--bare", repoDir, upstreamDir]);
+    execFileSync("git", ["remote", "add", "origin", originDir], { cwd: repoDir });
+    execFileSync("git", ["remote", "add", "upstream", upstreamDir], { cwd: repoDir });
+    execFileSync("git", ["fetch", "upstream", "main"], { cwd: repoDir });
+    execFileSync("git", ["checkout", "-b", "contrib"], { cwd: repoDir });
+    execFileSync("git", ["config", "branch.contrib.remote", "upstream"], { cwd: repoDir });
+    execFileSync("git", ["config", "branch.contrib.merge", "refs/heads/main"], { cwd: repoDir });
+    writeFileSync(join(repoDir, "contrib.txt"), "contrib edit\n");
+    execFileSync("git", ["add", "contrib.txt"], { cwd: repoDir });
+    execFileSync("git", ["-c", "commit.gpgsign=false", "commit", "-m", "contrib edit"], {
+      cwd: repoDir,
+    });
+    const localHead = execFileSync("git", ["rev-parse", "HEAD"], { cwd: repoDir })
+      .toString()
+      .trim();
+
+    await pushCurrentBranch(repoDir);
+
+    const upstreamMainAfter = execFileSync("git", [
+      "--git-dir",
+      upstreamDir,
+      "rev-parse",
+      "refs/heads/main",
+    ])
+      .toString()
+      .trim();
+    const originContrib = spawnSync(
+      "git",
+      ["--git-dir", originDir, "show-ref", "--verify", "--quiet", "refs/heads/contrib"],
+      { encoding: "utf8" },
+    );
+    expect(upstreamMainAfter).toBe(localHead);
+    expect(originContrib.status).toBe(1);
+  });
+
   it("lists merged local and remote branch suggestions with provenance", async () => {
     const remoteDir = join(tempDir, "remote.git");
     execFileSync("git", ["init", "--bare", "-b", "main", remoteDir]);
@@ -2110,6 +2295,36 @@ const x = 1;
     expect(lookupTarget).toEqual({ headRef: "main", headRepositoryOwner: "chethanuk" });
   });
 
+  it("uses the configured push remote for fork PR lookup when upstream is absent", async () => {
+    execFileSync("git", ["checkout", "-b", "chethanuk/main"], { cwd: repoDir });
+    execFileSync("git", ["remote", "add", "origin", "https://github.com/getpaseo/paseo.git"], {
+      cwd: repoDir,
+    });
+    execFileSync("git", ["remote", "add", "paseo-pr-345", "git@github.com:chethanuk/paseo.git"], {
+      cwd: repoDir,
+    });
+    execFileSync("git", ["config", "branch.chethanuk/main.pushRemote", "paseo-pr-345"], {
+      cwd: repoDir,
+    });
+    execFileSync("git", ["config", "remote.paseo-pr-345.push", "HEAD:refs/heads/main"], {
+      cwd: repoDir,
+    });
+    const requestedTargets: RequestedPullRequestTarget[] = [];
+    const github = createGitHubServiceRecordingPullRequestTargets({ requestedTargets });
+
+    const factsTarget = await readPullRequestLookupTargetFromFacts(repoDir, paseoHome);
+    await getPullRequestStatus(
+      repoDir,
+      github,
+      { force: true, reason: "push-remote-pr-lookup" },
+      { paseoHome },
+    );
+
+    expect(getBranchUpstream(repoDir)).toBeNull();
+    expect(factsTarget).toEqual({ headRef: "main", headRepositoryOwner: "chethanuk" });
+    expect(requestedTargets).toEqual([{ headRef: "main", headRepositoryOwner: "chethanuk" }]);
+  });
+
   it("keeps the local branch lookup when same-repo tracking points at the base branch", async () => {
     execFileSync("git", ["checkout", "-b", "tender-parrot"], { cwd: repoDir });
     execFileSync("git", ["remote", "add", "origin", "https://github.com/getpaseo/paseo.git"], {

packages/server/src/utils/checkout-git.ts

@@ -79,6 +79,15 @@ interface PullRequestLookupTargetBranchConfig {
   resolvedBaseRef: string | null;
 }
 
+interface PullRequestLookupTargetPushConfig {
+  currentBranch: string;
+  pushRemoteName: string | null;
+  pushRefspec: string | null;
+  pushRemoteUrl: string | null;
+  originRemoteUrl: string | null;
+  resolvedBaseRef: string | null;
+}
+
 function getErrorStderr(error: Error): string {
   return "stderr" in error && typeof error.stderr === "string" ? error.stderr : "";
 }
@@ -1124,6 +1133,24 @@ async function getGitConfigValue(
   }
 }
 
+async function getGitRemotePushUrl(
+  cwd: string,
+  remoteName: string,
+  context?: CheckoutContext,
+): Promise<string | null> {
+  try {
+    const { stdout } = await runGitCommand(["remote", "get-url", "--push", remoteName], {
+      cwd,
+      envOverlay: READ_ONLY_GIT_ENV,
+      logger: context?.logger,
+    });
+    const value = stdout.trim();
+    return value.length > 0 ? value : null;
+  } catch {
+    return null;
+  }
+}
+
 function parseBranchMergeHeadRef(mergeRef: string | null): string | null {
   const prefix = "refs/heads/";
   if (!mergeRef?.startsWith(prefix)) {
@@ -1156,7 +1183,14 @@ async function resolvePullRequestStatusLookupTarget(
     resolvedBaseRef: null,
   });
   if (localBranchTarget.headRef === currentBranch) {
-    return localBranchTarget;
+    const pushTarget = await resolvePullRequestLookupTargetFromPushConfig(
+      cwd,
+      currentBranch,
+      null,
+      null,
+      context,
+    );
+    return pushTarget ?? localBranchTarget;
   }
 
   const [branchRemoteUrl, originRemoteUrl, resolvedBaseRef] = await Promise.all([
@@ -1164,7 +1198,7 @@ async function resolvePullRequestStatusLookupTarget(
     getGitConfigValue(cwd, "remote.origin.url", context),
     getResolvedBaseRefForCwd(cwd, context),
   ]);
-  return buildPullRequestLookupTargetFromBranchConfig({
+  const branchTarget = buildPullRequestLookupTargetFromBranchConfig({
     currentBranch,
     branchRemoteName,
     branchMergeRef,
@@ -1172,6 +1206,17 @@ async function resolvePullRequestStatusLookupTarget(
     originRemoteUrl,
     resolvedBaseRef,
   });
+  if (branchTarget.headRef !== currentBranch || branchTarget.headRepositoryOwner) {
+    return branchTarget;
+  }
+  const pushTarget = await resolvePullRequestLookupTargetFromPushConfig(
+    cwd,
+    currentBranch,
+    originRemoteUrl,
+    resolvedBaseRef,
+    context,
+  );
+  return pushTarget ?? branchTarget;
 }
 
 export async function resolveAbsoluteGitDir(cwd: string): Promise<string | null> {
@@ -1553,6 +1598,65 @@ function buildPullRequestLookupTargetFromBranchConfig(
   };
 }
 
+function buildPullRequestLookupTargetFromPushConfig(
+  input: PullRequestLookupTargetPushConfig,
+): PullRequestStatusLookupTarget | null {
+  const pushedHeadRef = parseHeadPushRefspec(input.pushRefspec);
+  if (!input.pushRemoteName || !pushedHeadRef || pushedHeadRef === input.currentBranch) {
+    return null;
+  }
+
+  const remoteRepo = input.pushRemoteUrl ? parseGitHubRepoFromRemote(input.pushRemoteUrl) : null;
+  const originRepo = input.originRemoteUrl
+    ? parseGitHubRepoFromRemote(input.originRemoteUrl)
+    : null;
+  const isSameRepo = Boolean(remoteRepo && originRepo && remoteRepo === originRepo);
+  const headRepositoryOwner = remoteRepo && !isSameRepo ? remoteRepo.split("/")[0] : null;
+  const normalizedBaseRef = input.resolvedBaseRef
+    ? normalizeLocalBranchRefName(input.resolvedBaseRef)
+    : null;
+  if (pushedHeadRef === normalizedBaseRef && !headRepositoryOwner) {
+    return null;
+  }
+
+  return {
+    headRef: pushedHeadRef,
+    ...(headRepositoryOwner ? { headRepositoryOwner } : {}),
+  };
+}
+
+async function resolvePullRequestLookupTargetFromPushConfig(
+  cwd: string,
+  currentBranch: string,
+  knownOriginRemoteUrl: string | null,
+  knownResolvedBaseRef: string | null,
+  context?: CheckoutContext,
+): Promise<PullRequestStatusLookupTarget | null> {
+  const pushRemoteName = await getGitConfigValue(
+    cwd,
+    `branch.${currentBranch}.pushRemote`,
+    context,
+  );
+  if (!pushRemoteName) {
+    return null;
+  }
+
+  const [pushRefspec, pushRemoteUrl, originRemoteUrl, resolvedBaseRef] = await Promise.all([
+    getGitConfigValue(cwd, `remote.${pushRemoteName}.push`, context),
+    getGitConfigValue(cwd, `remote.${pushRemoteName}.url`, context),
+    knownOriginRemoteUrl === null ? getGitConfigValue(cwd, "remote.origin.url", context) : null,
+    knownResolvedBaseRef === null ? getResolvedBaseRefForCwd(cwd, context) : null,
+  ]);
+  return buildPullRequestLookupTargetFromPushConfig({
+    currentBranch,
+    pushRemoteName,
+    pushRefspec,
+    pushRemoteUrl,
+    originRemoteUrl: knownOriginRemoteUrl ?? originRemoteUrl,
+    resolvedBaseRef: knownResolvedBaseRef ?? resolvedBaseRef,
+  });
+}
+
 export async function getCheckoutSnapshotFacts(
   cwd: string,
   context?: CheckoutContext,
@@ -1602,7 +1706,7 @@ export async function getCheckoutSnapshotFacts(
       ]);
     }
   }
-  const pullRequestLookupTarget = inspected.currentBranch
+  let pullRequestLookupTarget = inspected.currentBranch
     ? buildPullRequestLookupTargetFromBranchConfig({
         currentBranch: inspected.currentBranch,
         branchRemoteName,
@@ -1612,6 +1716,20 @@ export async function getCheckoutSnapshotFacts(
         resolvedBaseRef,
       })
     : null;
+  if (
+    inspected.currentBranch &&
+    pullRequestLookupTarget?.headRef === inspected.currentBranch &&
+    !pullRequestLookupTarget.headRepositoryOwner
+  ) {
+    pullRequestLookupTarget =
+      (await resolvePullRequestLookupTargetFromPushConfig(
+        cwd,
+        inspected.currentBranch,
+        inspected.remoteUrl,
+        resolvedBaseRef,
+        context,
+      )) ?? pullRequestLookupTarget;
+  }
 
   return {
     isGit: true,
@@ -2689,6 +2807,27 @@ export async function pushCurrentBranch(cwd: string, github?: GitHubService): Pr
   if (!currentBranch || currentBranch === "HEAD") {
     throw new Error("Unable to determine current branch for push");
   }
+  const configuredPushTarget = await getCurrentBranchConfiguredPushTarget(cwd, currentBranch);
+  if (configuredPushTarget) {
+    await runGitCommand(
+      ["push", configuredPushTarget.remoteName, `HEAD:refs/heads/${configuredPushTarget.headRef}`],
+      { cwd, timeout: 120_000 },
+    );
+    await refreshCurrentBranchTrackedRefAfterPush(cwd, currentBranch, configuredPushTarget);
+    github?.invalidate({ cwd });
+    return;
+  }
+
+  const upstreamTarget = await getCurrentBranchUpstreamPushTarget(cwd, currentBranch);
+  if (upstreamTarget) {
+    await runGitCommand(
+      ["push", "-u", upstreamTarget.remoteName, `HEAD:refs/heads/${upstreamTarget.headRef}`],
+      { cwd, timeout: 120_000 },
+    );
+    github?.invalidate({ cwd });
+    return;
+  }
+
   const hasRemote = await hasOriginRemote(cwd);
   if (!hasRemote) {
     throw new Error("Remote 'origin' is not configured.");
@@ -2697,6 +2836,106 @@ export async function pushCurrentBranch(cwd: string, github?: GitHubService): Pr
   github?.invalidate({ cwd });
 }
 
+async function getCurrentBranchConfiguredPushTarget(
+  cwd: string,
+  currentBranch: string,
+): Promise<{ remoteName: string; headRef: string } | null> {
+  const remoteName = await getGitConfigValue(cwd, `branch.${currentBranch}.pushRemote`);
+  const pushRefspec = remoteName ? await getGitConfigValue(cwd, `remote.${remoteName}.push`) : null;
+  const headRef = parseHeadPushRefspec(pushRefspec);
+  if (!remoteName || !headRef) {
+    return null;
+  }
+  const remoteUrl = await getGitConfigValue(cwd, `remote.${remoteName}.url`);
+  return remoteUrl ? { remoteName, headRef } : null;
+}
+
+async function refreshCurrentBranchTrackedRefAfterPush(
+  cwd: string,
+  currentBranch: string,
+  pushedTarget: { remoteName: string; headRef: string },
+): Promise<void> {
+  const trackingRemoteName = await getGitConfigValue(cwd, `branch.${currentBranch}.remote`);
+  const trackingMergeRef = await getGitConfigValue(cwd, `branch.${currentBranch}.merge`);
+  const trackingHeadRef = parseBranchMergeHeadRef(trackingMergeRef);
+  if (!trackingRemoteName && !trackingMergeRef) {
+    const updated = await updateRemoteTrackingRef(
+      cwd,
+      pushedTarget.remoteName,
+      pushedTarget.headRef,
+    );
+    if (!updated) {
+      return;
+    }
+    await runGitCommand(["config", `branch.${currentBranch}.remote`, pushedTarget.remoteName], {
+      cwd,
+    });
+    await runGitCommand(
+      ["config", `branch.${currentBranch}.merge`, `refs/heads/${pushedTarget.headRef}`],
+      {
+        cwd,
+      },
+    );
+    return;
+  }
+  if (!trackingRemoteName || trackingHeadRef !== pushedTarget.headRef) {
+    return;
+  }
+
+  const [trackingRemotePushUrl, pushedRemotePushUrl] = await Promise.all([
+    getGitRemotePushUrl(cwd, trackingRemoteName),
+    getGitRemotePushUrl(cwd, pushedTarget.remoteName),
+  ]);
+  if (!trackingRemotePushUrl || trackingRemotePushUrl !== pushedRemotePushUrl) {
+    return;
+  }
+
+  await updateRemoteTrackingRef(cwd, trackingRemoteName, trackingHeadRef);
+}
+
+async function updateRemoteTrackingRef(
+  cwd: string,
+  remoteName: string,
+  headRef: string,
+): Promise<boolean> {
+  const trackingRef = `refs/remotes/${remoteName}/${headRef}`;
+  const checkRef = await runGitCommand(["check-ref-format", trackingRef], {
+    cwd,
+    acceptExitCodes: [0, 1],
+  });
+  if (checkRef.exitCode !== 0) {
+    return false;
+  }
+  await runGitCommand(["update-ref", trackingRef, "HEAD"], { cwd, timeout: 120_000 });
+  return true;
+}
+
+async function getCurrentBranchUpstreamPushTarget(
+  cwd: string,
+  currentBranch: string,
+): Promise<{ remoteName: string; headRef: string } | null> {
+  const remoteName = await getGitConfigValue(cwd, `branch.${currentBranch}.remote`);
+  const mergeRef = remoteName
+    ? await getGitConfigValue(cwd, `branch.${currentBranch}.merge`)
+    : null;
+  const headRef = parseBranchMergeHeadRef(mergeRef);
+  if (!remoteName || !headRef) {
+    return null;
+  }
+  const remoteUrl = await getGitConfigValue(cwd, `remote.${remoteName}.url`);
+  return remoteUrl ? { remoteName, headRef } : null;
+}
+
+function parseHeadPushRefspec(refspec: string | null): string | null {
+  const prefix = "HEAD:refs/heads/";
+  const normalized = refspec?.trim().replace(/^\+/, "");
+  if (!normalized?.startsWith(prefix)) {
+    return null;
+  }
+  const headRef = normalized.slice(prefix.length).trim();
+  return headRef.length > 0 ? headRef : null;
+}
+
 export interface CreatePullRequestOptions {
   title: string;
   body?: string;

packages/server/src/utils/worktree.ts

@@ -166,6 +166,7 @@ export type WorktreeSource =
       baseRefName: string;
       localBranchName?: string;
       pushRemoteUrl?: string;
+      trackOriginHead?: boolean;
     };
 
 export interface CreateWorktreeOptions {
@@ -1201,6 +1202,13 @@ export const createWorktree = async ({
       remote: sourcePlan.pushRemote,
     });
   }
+  if (sourcePlan.trackingRemote) {
+    await configureWorktreeTrackingRemote({
+      cwd,
+      branchName: sourcePlan.branchName,
+      remote: sourcePlan.trackingRemote,
+    });
+  }
 
   writePaseoWorktreeMetadata(worktreePath, { baseRefName: sourcePlan.metadataBaseRefName });
 
@@ -1245,6 +1253,11 @@ interface WorktreeSourcePlan {
     name: string;
     url: string;
     headRef: string;
+    track: boolean;
+  };
+  trackingRemote?: {
+    name: string;
+    headRef: string;
   };
 }
 
@@ -1309,20 +1322,42 @@ async function resolveWorktreeSourcePlan({
           timeout: 120_000,
         },
       );
+      const trackingRemote = source.trackOriginHead
+        ? await tryFetchWorktreeTrackingRemote({
+            cwd,
+            remoteName: "origin",
+            headRef: source.headRef,
+          })
+        : undefined;
+      const remotePlan: Pick<WorktreeSourcePlan, "pushRemote" | "trackingRemote"> = {};
+      if (source.pushRemoteUrl) {
+        const remoteName = `paseo-pr-${source.githubPrNumber}`;
+        remotePlan.pushRemote = {
+          name: remoteName,
+          url: source.pushRemoteUrl,
+          headRef: source.headRef,
+          track: true,
+        };
+      } else if (source.trackOriginHead && localBranchName !== source.headRef) {
+        const originUrl = await getWorktreeRemotePushUrl(cwd, "origin");
+        if (originUrl) {
+          remotePlan.pushRemote = {
+            name: `paseo-pr-${source.githubPrNumber}`,
+            url: originUrl,
+            headRef: source.headRef,
+            track: false,
+          };
+        }
+      }
+      if (trackingRemote) {
+        remotePlan.trackingRemote = trackingRemote;
+      }
 
       return {
         branchName: localBranchName,
         metadataBaseRefName: normalizedBaseRefName,
         addArguments: [localBranchName],
-        ...(source.pushRemoteUrl
-          ? {
-              pushRemote: {
-                name: `paseo-pr-${source.githubPrNumber}`,
-                url: source.pushRemoteUrl,
-                headRef: source.headRef,
-              },
-            }
-          : {}),
+        ...remotePlan,
       };
     }
   }
@@ -1335,6 +1370,7 @@ async function configureWorktreePushRemote(options: {
     name: string;
     url: string;
     headRef: string;
+    track: boolean;
   };
 }): Promise<void> {
   await runGitCommand(["config", `remote.${options.remote.name}.url`, options.remote.url], {
@@ -1344,11 +1380,84 @@ async function configureWorktreePushRemote(options: {
     ["config", `remote.${options.remote.name}.push`, `HEAD:refs/heads/${options.remote.headRef}`],
     { cwd: options.cwd },
   );
-  await runGitCommand(["config", `branch.${options.branchName}.remote`, options.remote.name], {
+  await runGitCommand(["config", `branch.${options.branchName}.pushRemote`, options.remote.name], {
     cwd: options.cwd,
   });
+  if (!options.remote.track) {
+    return;
+  }
   await runGitCommand(
-    ["config", `branch.${options.branchName}.merge`, `refs/heads/${options.remote.headRef}`],
+    [
+      "config",
+      `remote.${options.remote.name}.fetch`,
+      `+refs/heads/${options.remote.headRef}:refs/remotes/${options.remote.name}/${options.remote.headRef}`,
+    ],
+    { cwd: options.cwd },
+  );
+  const trackingRemote = await tryFetchWorktreeTrackingRemote({
+    cwd: options.cwd,
+    remoteName: options.remote.name,
+    headRef: options.remote.headRef,
+  });
+  if (trackingRemote) {
+    await configureWorktreeTrackingRemote({
+      cwd: options.cwd,
+      branchName: options.branchName,
+      remote: trackingRemote,
+    });
+  }
+}
+
+async function tryFetchWorktreeTrackingRemote(options: {
+  cwd: string;
+  remoteName: string;
+  headRef: string;
+}): Promise<{ name: string; headRef: string } | undefined> {
+  const result = await runGitCommand(
+    [
+      "fetch",
+      options.remoteName,
+      `+refs/heads/${options.headRef}:refs/remotes/${options.remoteName}/${options.headRef}`,
+    ],
+    {
+      cwd: options.cwd,
+      timeout: 120_000,
+      acceptExitCodes: [0, 1, 128],
+    },
+  );
+  return result.exitCode === 0 ? { name: options.remoteName, headRef: options.headRef } : undefined;
+}
+
+async function getWorktreeRemotePushUrl(
+  cwd: string,
+  remoteName: string,
+): Promise<string | undefined> {
+  try {
+    const { stdout } = await runGitCommand(["remote", "get-url", "--push", remoteName], {
+      cwd,
+    });
+    const url = stdout.trim();
+    return url.length > 0 ? url : undefined;
+  } catch {
+    return undefined;
+  }
+}
+
+async function configureWorktreeTrackingRemote(options: {
+  cwd: string;
+  branchName: string;
+  remote: {
+    name: string;
+    headRef: string;
+  };
+}): Promise<void> {
+  await runGitCommand(
+    [
+      "branch",
+      "--set-upstream-to",
+      `${options.remote.name}/${options.remote.headRef}`,
+      options.branchName,
+    ],
     { cwd: options.cwd },
   );
 }