diff --git a/end-to-end/main_test.go b/end-to-end/main_test.go
index 8b629033e..dd9ae166a 100644
--- a/end-to-end/main_test.go
+++ b/end-to-end/main_test.go
@@ -66,7 +66,7 @@ func TestMain(m *testing.M) {
 		log.Fatalf("Setup: %v\n", err)
 	}
 
-	if err := assertCleanLocalAppData(); err != nil {
+	if err := assertCleanFilesystem(); err != nil {
 		log.Fatalf("Setup: %v\n", err)
 	}
 
@@ -228,45 +228,68 @@ func powershellf(ctx context.Context, command string, args ...any) *exec.Cmd {
 		"-Command", fmt.Sprintf(`$env:PsModulePath="" ; `+command, args...))
 }
 
-// assertCleanLocalAppData returns error if directory '%LocalAppData%/Ubuntu Pro' exists.
+var filesToCleanUp = []struct {
+	prefixEnv string
+	path      string
+}{
+	{prefixEnv: "LocalAppData", path: "Ubuntu Pro"},
+	{prefixEnv: "UserProfile", path: ".ubuntupro"},
+	{prefixEnv: "UserProfile", path: ".ubuntupro.logs"},
+}
+
+// assertCleanFilesystem returns error if directory '%LocalAppData%/Ubuntu Pro' exists.
 // If safety checks are overridden, then the directory is removed and no error is returned.
-func assertCleanLocalAppData() error {
-	path := os.Getenv("LocalAppData")
-	if path == "" {
-		return errors.New("variable $env:LocalAppData should not be empty")
+func assertCleanFilesystem() error {
+	if os.Getenv(overrideSafety) != "" {
+		return cleanupFilesystem()
 	}
 
-	path = filepath.Join(path, "Ubuntu Pro")
+	var errs error
+	for _, f := range filesToCleanUp {
+		errs = errors.Join(errs, func() error {
+			path := os.Getenv(f.prefixEnv)
+			if path == "" {
+				return fmt.Errorf("variable $env:%s should not be empty", f.prefixEnv)
+			}
 
-	_, err := os.Stat(path)
-	if errors.Is(err, fs.ErrNotExist) {
-		return nil
-	}
-	if err != nil {
-		return fmt.Errorf("could not stat %q: %v", path, err)
-	}
+			path = filepath.Join(path, f.path)
 
-	if os.Getenv(overrideSafety) != "" {
-		return cleanupLocalAppData()
+			_, err := os.Stat(path)
+			if errors.Is(err, fs.ErrNotExist) {
+				return nil
+			}
+			if err != nil {
+				return fmt.Errorf("could not stat %q: %v", path, err)
+			}
+
+			return fmt.Errorf("Path %q should not exist. Remove it from your machine "+
+				"to agree to run this potentially destructive test.", path)
+		}())
 	}
 
-	return fmt.Errorf("Directory %q should not exist. Remove it from your machine "+
-		"to agree to run this potentially destructive test.", path)
+	return nil
 }
 
-// cleanupLocalAppData removes directory '%LocalAppData%/Ubuntu Pro' and all its contents.
-func cleanupLocalAppData() error {
-	path := os.Getenv("LocalAppData")
-	if path == "" {
-		return errors.New("variable $env:LocalAppData should not be empty")
-	}
+func cleanupFilesystem() error {
+	var errs error
+	for _, f := range filesToCleanUp {
+		errs = errors.Join(errs, func() error {
+			path := os.Getenv(f.prefixEnv)
+			if path == "" {
+				return fmt.Errorf("variable $env:%s should not be empty", f.prefixEnv)
+			}
 
-	path = filepath.Join(path, "Ubuntu Pro")
-	if err := os.RemoveAll(path); err != nil {
-		return fmt.Errorf("could not clean up LocalAppData: %v", err)
+			path = filepath.Join(path, f.path)
+
+			if err := os.RemoveAll(path); err != nil {
+				return fmt.Errorf("could not clean up %s: %v", path, err)
+			}
+
+			return nil
+		}())
 	}
 
-	return nil
+	return errs
 }
 
 // assertCleanRegistry returns error if registry key 'UbuntuPro' exists.
diff --git a/end-to-end/utils_test.go b/end-to-end/utils_test.go
index 342c4dc86..3eeb17276 100644
--- a/end-to-end/utils_test.go
+++ b/end-to-end/utils_test.go
@@ -34,14 +34,14 @@ func testSetup(t *testing.T) {
 	err = assertCleanRegistry()
 	require.NoError(t, err, "Setup: registry is polluted, potentially by a previous test")
 
-	err = assertCleanLocalAppData()
+	err = assertCleanFilesystem()
 	require.NoError(t, err, "Setup: local app data is polluted, potentially by a previous test")
 
 	t.Cleanup(func() {
 		err := errors.Join(
 			stopAgent(ctx),
 			cleanupRegistry(),
-			cleanupLocalAppData(),
+			cleanupFilesystem(),
 		)
 		// Cannot assert: the test is finished already
 		if err != nil {
@@ -113,19 +113,16 @@ func startAgent(t *testing.T, ctx context.Context, arg string, environ ...string
 		}
 	}()
 
-	require.Eventually(t, func() bool {
-		localAppData := os.Getenv("LocalAppData")
-		if localAppData == "" {
-			t.Logf("Agent setup: $env:LocalAppData should not be empty")
-			return false
-		}
+	home := os.Getenv("UserProfile")
+	require.NotEmptyf(t, home, "Agent setup: $env:UserProfile should not be empty")
 
-		_, err := os.Stat(filepath.Join(localAppData, "Ubuntu Pro", "addr"))
+	require.Eventually(t, func() bool {
+		_, err := os.Stat(filepath.Join(home, ".ubuntupro"))
 		if errors.Is(err, fs.ErrNotExist) {
 			return false
 		}
 		if err != nil {
-			t.Logf("Agent setup: could not read addr file: %v", err)
+			t.Logf("Agent setup: could not read address file: %v", err)
 			return false
 		}
 		return true