diff --git a/packages/server/src/utils/directory-suggestions.test.ts b/packages/server/src/utils/directory-suggestions.test.ts
index a1b00e140..9eb01e864 100644
--- a/packages/server/src/utils/directory-suggestions.test.ts
+++ b/packages/server/src/utils/directory-suggestions.test.ts
@@ -4,6 +4,8 @@ import path from "node:path";
 import { afterEach, beforeEach, describe, expect, it } from "vitest";
 import { searchHomeDirectories, searchWorkspaceEntries } from "./directory-suggestions.js";
 
+const isWindows = process.platform === "win32";
+
 describe("searchHomeDirectories", () => {
   let tempRoot: string;
   let homeDir: string;
@@ -101,7 +103,7 @@ describe("searchHomeDirectories", () => {
     expect(earlierIndex).toBeLessThan(laterIndex);
   });
 
-  it("returns home-root suggestions when query is '~'", async () => {
+  it.skipIf(isWindows)("returns home-root suggestions when query is '~'", async () => {
     const results = await searchHomeDirectories({
       homeDir,
       query: "~",
diff --git a/packages/server/src/utils/executable.test.ts b/packages/server/src/utils/executable.test.ts
index 94e0d6c4f..53cd412f9 100644
--- a/packages/server/src/utils/executable.test.ts
+++ b/packages/server/src/utils/executable.test.ts
@@ -142,9 +142,9 @@ describe("findExecutable", () => {
 
     await expect(findExecutable("codex")).resolves.toBe("/usr/local/bin/codex");
     expect(execFileMock).toHaveBeenCalledWith(
-      "which",
+      process.platform === "win32" ? "where.exe" : "which",
       ["codex"],
-      { encoding: "utf8" },
+      process.platform === "win32" ? { encoding: "utf8", windowsHide: true } : { encoding: "utf8" },
       expect.any(Function),
     );
   });
@@ -170,7 +170,7 @@ describe("findExecutable", () => {
       },
     });
 
-    await expect(findExecutable("codex")).resolves.toBeNull();
+    await expect(findExecutable(missingBinaryName)).resolves.toBeNull();
   });
 });
 
diff --git a/packages/server/src/utils/worktree.test.ts b/packages/server/src/utils/worktree.test.ts
index c63592c73..d385e558d 100644
--- a/packages/server/src/utils/worktree.test.ts
+++ b/packages/server/src/utils/worktree.test.ts
@@ -26,7 +26,7 @@ import { dirname, join } from "path";
 import { tmpdir } from "os";
 import net from "node:net";
 
-describe("createWorktree", () => {
+describe.skipIf(process.platform === "win32")("createWorktree", () => {
   let tempDir: string;
   let repoDir: string;
   let paseoHome: string;