diff --git a/orbit/changes/34501-fix-fleet-desktop-gui-sessions b/orbit/changes/34501-fix-fleet-desktop-gui-sessions
new file mode 100644
index 0000000000..a9b840343f
--- /dev/null
+++ b/orbit/changes/34501-fix-fleet-desktop-gui-sessions
@@ -0,0 +1 @@
+* Improved GUI user detection in orbit to use the correct active GUI session when starting Fleet Desktop.
diff --git a/orbit/cmd/orbit/orbit.go b/orbit/cmd/orbit/orbit.go
index ea3d71ac6c..e075c8f024 100644
--- a/orbit/cmd/orbit/orbit.go
+++ b/orbit/cmd/orbit/orbit.go
@@ -1870,20 +1870,25 @@ func (d *desktopRunner) Execute() error {
 	for {
 		// First retry logic to start fleet-desktop.
 		if done := retry(30*time.Second, false, d.interruptCh, func() bool {
-			// On MacOS, if we attempt to run Fleet Desktop while the user is not logged in through
-			// the GUI, MacOS returns an error. See https://github.com/fleetdm/fleet/issues/14698
-			// for more details.
+			//
+			// - On MacOS, if we attempt to run Fleet Desktop while the user is not logged in through
+			//   the GUI, MacOS returns an error. See https://github.com/fleetdm/fleet/issues/14698
+			//   for more details.
+			// - On Linux, we also don't want to start the Fleet Desktop unless there's an active GUI session.
+			// - On Windows, user.UserLoggedInViaGui is a no-op, and execuser.Run will take care of
+			//   starting Fleet Desktop with the correct GUI user.
+			//
+
 			loggedInUser, err := user.UserLoggedInViaGui()
 			if err != nil {
-				log.Debug().Err(err).Msg("desktop.IsUserLoggedInGui")
+				log.Debug().Err(err).Msg("desktop.IsUserLoggedViaGui")
 				return true
 			}
 			if loggedInUser == nil {
 				log.Debug().Msg("No GUI user found, skipping fleet-desktop start")
 				return true
 			}
-			log.Debug().Msg(fmt.Sprintf("Found GUI user: %v, attempting fleet-desktop start", loggedInUser))
-
+			log.Debug().Msgf("found GUI user: %q, attempting fleet-desktop start", *loggedInUser)
 			if *loggedInUser != "" {
 				opts = append(opts, execuser.WithUser(*loggedInUser))
 			}
@@ -2418,7 +2423,7 @@ func executeFleetDesktopWithPermanentError(desktopPath string, errorMessage stri
 		log.Debug().Msg("No GUI user found, skipping fleet-desktop start")
 		return nil
 	}
-	log.Debug().Msg(fmt.Sprintf("Found GUI user: %v, attempting fleet-desktop start", loggedInUser))
+	log.Debug().Msgf("found GUI user: %q, attempting fleet-desktop start", *loggedInUser)
 
 	log.Info().Msg("killing any pre-existing fleet-desktop instances")
 	if err := platform.SignalProcessBeforeTerminate(constant.DesktopAppExecName); err != nil &&
diff --git a/orbit/pkg/execuser/execuser.go b/orbit/pkg/execuser/execuser.go
index 01053f824d..dc0af56e9e 100644
--- a/orbit/pkg/execuser/execuser.go
+++ b/orbit/pkg/execuser/execuser.go
@@ -3,7 +3,6 @@
 package execuser
 
 import (
-	"io"
 	"time"
 )
 
@@ -70,11 +69,3 @@ func RunWithOutput(path string, opts ...Option) (output []byte, exitCode int, er
 	}
 	return runWithOutput(path, o)
 }
-
-func RunWithStdin(path string, opts ...Option) (io.WriteCloser, error) {
-	var o eopts
-	for _, fn := range opts {
-		fn(&o)
-	}
-	return runWithStdin(path, o)
-}
diff --git a/orbit/pkg/execuser/execuser_darwin.go b/orbit/pkg/execuser/execuser_darwin.go
index 59d66cc1ad..8f60a47fe3 100644
--- a/orbit/pkg/execuser/execuser_darwin.go
+++ b/orbit/pkg/execuser/execuser_darwin.go
@@ -62,7 +62,3 @@ func run(path string, opts eopts) (lastLogs string, err error) {
 func runWithOutput(path string, opts eopts) (output []byte, exitCode int, err error) {
 	return nil, 0, errors.New("not implemented")
 }
-
-func runWithStdin(path string, opts eopts) (io.WriteCloser, error) {
-	return nil, errors.New("not implemented")
-}
diff --git a/orbit/pkg/execuser/execuser_linux.go b/orbit/pkg/execuser/execuser_linux.go
index 06dc6f3f34..a58c6f13c9 100644
--- a/orbit/pkg/execuser/execuser_linux.go
+++ b/orbit/pkg/execuser/execuser_linux.go
@@ -11,7 +11,6 @@ import (
 	"path/filepath"
 	"regexp"
 	"sort"
-	"strconv"
 	"strings"
 
 	userpkg "github.com/fleetdm/fleet/v4/orbit/pkg/user"
@@ -20,7 +19,11 @@ import (
 
 // base command to setup an exec.Cmd using `runuser`
 func baserun(path string, opts eopts) (cmd *exec.Cmd, err error) {
-	args, env, err := getConfigForCommand(path)
+	if opts.user == "" {
+		return nil, errors.New("missing user")
+	}
+
+	args, env, err := getConfigForCommand(opts.user, path)
 	if err != nil {
 		return nil, fmt.Errorf("get args: %w", err)
 	}
@@ -84,7 +87,7 @@ func run(path string, opts eopts) (lastLogs string, err error) {
 	return "", nil
 }
 
-// run a command and return its output and exit code.
+// runWithOutput runs a command and return its output and exit code.
 func runWithOutput(path string, opts eopts) (output []byte, exitCode int, err error) {
 	cmd, err := baserun(path, opts)
 	if err != nil {
@@ -103,85 +106,80 @@ func runWithOutput(path string, opts eopts) (output []byte, exitCode int, err er
 	return output, exitCode, nil
 }
 
-// run a command that requires stdin input, returning a pipe to write to stdin.
-func runWithStdin(path string, opts eopts) (io.WriteCloser, error) {
-	cmd, err := baserun(path, opts)
+func getUserID(user string) (string, error) {
+	uid_, err := exec.Command("id", "-u", user).Output()
 	if err != nil {
-		return nil, err
+		return "", fmt.Errorf("failed to execute id command for %q: %w", user, err)
 	}
-
-	stdin, err := cmd.StdinPipe()
-	if err != nil {
-		return nil, fmt.Errorf("stdin pipe: %w", err)
+	uid := strings.TrimSpace(string(uid_))
+	if uid == "" {
+		return "", errors.New("failed to get uid")
 	}
-
-	if err := cmd.Start(); err != nil {
-		return nil, fmt.Errorf("open path %q: %w", path, err)
-	}
-
-	return stdin, nil
+	return uid, nil
 }
 
-func getConfigForCommand(path string) (args []string, env []string, err error) {
-	user, err := userpkg.GetLoginUser()
-	if err != nil {
-		return nil, nil, fmt.Errorf("get user: %w", err)
-	}
-
-	log.Info().Str("user", user.Name).Int64("id", user.ID).Msg("attempting to get user session type and display")
-
-	// Get user's display session type (x11 vs. wayland).
-	uid := strconv.FormatInt(user.ID, 10)
-	userDisplaySessionType, err := userpkg.GetUserDisplaySessionType(uid)
-	if userDisplaySessionType == userpkg.GuiSessionTypeTty {
-		return nil, nil, fmt.Errorf("user %q (%d) is not running a GUI session", user.Name, user.ID)
-	}
-	if err != nil {
-		// Wayland is the default for most distributions, thus we assume
-		// wayland if we couldn't determine the session type.
-		log.Error().Err(err).Msg("assuming wayland session")
-		userDisplaySessionType = userpkg.GuiSessionTypeWayland
-	}
-
-	var display string
-	if userDisplaySessionType == userpkg.GuiSessionTypeX11 {
-		x11Display, err := getUserX11Display(user.Name)
+func getDisplayVariableForSession(user string, userID string, displaySessionType userpkg.GuiSessionType) string {
+	if displaySessionType == userpkg.GuiSessionTypeX11 {
+		x11Display, err := getUserX11Display(user)
 		if err != nil {
 			log.Error().Err(err).Msg("failed to get X11 display, using default :0")
 			// TODO(lucas): Revisit when working on multi-user/multi-session support.
 			// Default to display ':0' if user display could not be found.
 			// This assumes there's only one desktop session and belongs to the
 			// user returned in `getLoginUID'.
-			display = ":0"
-		} else {
-			display = x11Display
-		}
-	} else {
-		waylandDisplay, err := getUserWaylandDisplay(uid)
-		if err != nil {
-			log.Error().Err(err).Msg("failed to get wayland display, using default wayland-0")
-			// TODO(lucas): Revisit when working on multi-user/multi-session support.
-			// Default to display 'wayland-0' if user display could not be found.
-			// This assumes there's only one desktop session and belongs to the
-			// user returned in `getLoginUID'.
-			display = "wayland-0"
-		} else {
-			display = waylandDisplay
+			return ":0"
 		}
+		return x11Display
 	}
 
+	waylandDisplay, err := getUserWaylandDisplay(userID)
+	if err != nil {
+		log.Error().Err(err).Msg("failed to get wayland display, using default wayland-0")
+		// TODO(lucas): Revisit when working on multi-user/multi-session support.
+		// Default to display 'wayland-0' if user display could not be found.
+		// This assumes there's only one desktop session and belongs to the
+		// user returned in `getLoginUID'.
+		return "wayland-0"
+	}
+	return waylandDisplay
+}
+
+func getConfigForCommand(user string, path string) (args []string, env []string, err error) {
+	// Get user ID
+	userID, err := getUserID(user)
+	if err != nil {
+		return nil, nil, fmt.Errorf("get user ID: %w", err)
+	}
+	log.Info().Str("user", user).Str("id", userID).Msg("attempting to get user session type and display")
+
+	// Get user's display session type.
+	userDisplaySession, err := userpkg.GetUserDisplaySessionType(userID)
+	if err != nil {
+		// Wayland is the default for most distributions,
+		// thus we assume wayland if we couldn't determine the session type.
+		log.Error().Err(err).Msg("assuming wayland session")
+		userDisplaySession = &userpkg.UserDisplaySession{
+			Type: userpkg.GuiSessionTypeWayland,
+		}
+	} else if userDisplaySession.Type == userpkg.GuiSessionTypeTty {
+		return nil, nil, fmt.Errorf("user %q (%s) is not running a GUI session", user, userID)
+	}
+
+	// Get user's "display" variable for the GUI session.
+	display := getDisplayVariableForSession(user, userID, userDisplaySession.Type)
+
 	log.Info().
 		Str("path", path).
-		Str("user", user.Name).
-		Int64("id", user.ID).
+		Str("user", user).
+		Str("id", userID).
 		Str("display", display).
-		Str("session_type", userDisplaySessionType.String()).
+		Str("session_type", userDisplaySession.Type.String()).
 		Msg("running sudo")
 
-	args = []string{"-n", "-i", "-u", user.Name, "-H"}
+	args = []string{"-n", "-i", "-u", user, "-H"}
 	env = make([]string, 0)
 
-	if userDisplaySessionType == userpkg.GuiSessionTypeWayland {
+	if userDisplaySession.Type == userpkg.GuiSessionTypeWayland {
 		env = append(env, "WAYLAND_DISPLAY="+display)
 		// For xdg-open to work on a Wayland session we still need to set the DISPLAY variable.
 		x11Display := ":" + strings.TrimPrefix(display, "wayland-")
@@ -197,7 +195,7 @@ func getConfigForCommand(path string) (args []string, env []string, err error) {
 		//
 		// This is required for Ubuntu 18, and not required for Ubuntu 21/22
 		// (because it's already part of the user).
-		fmt.Sprintf("DBUS_SESSION_BUS_ADDRESS=unix:path=/run/user/%d/bus", user.ID),
+		fmt.Sprintf("DBUS_SESSION_BUS_ADDRESS=unix:path=/run/user/%s/bus", userID),
 	)
 
 	return args, env, nil
diff --git a/orbit/pkg/execuser/execuser_windows.go b/orbit/pkg/execuser/execuser_windows.go
index f7f799ca32..215e295ae5 100644
--- a/orbit/pkg/execuser/execuser_windows.go
+++ b/orbit/pkg/execuser/execuser_windows.go
@@ -9,7 +9,6 @@ package execuser
 import (
 	"errors"
 	"fmt"
-	"io"
 	"os"
 	"strings"
 	"unsafe"
@@ -136,10 +135,6 @@ func runWithOutput(path string, opts eopts) (output []byte, exitCode int, err er
 	return nil, 0, errors.New("not implemented")
 }
 
-func runWithStdin(path string, opts eopts) (io.WriteCloser, error) {
-	return nil, errors.New("not implemented")
-}
-
 // getCurrentUserSessionId will attempt to resolve
 // the session ID of the user currently active on
 // the system.
diff --git a/orbit/pkg/kdialog/kdialog.go b/orbit/pkg/kdialog/kdialog.go
index 0462422972..5f7578a3f6 100644
--- a/orbit/pkg/kdialog/kdialog.go
+++ b/orbit/pkg/kdialog/kdialog.go
@@ -2,11 +2,14 @@ package kdialog
 
 import (
 	"errors"
+	"fmt"
 	"strings"
 	"time"
 
 	"github.com/fleetdm/fleet/v4/orbit/pkg/dialog"
 	"github.com/fleetdm/fleet/v4/orbit/pkg/execuser"
+	"github.com/fleetdm/fleet/v4/orbit/pkg/user"
+	"github.com/rs/zerolog/log"
 )
 
 const kdialogProcessName = "kdialog"
@@ -79,6 +82,17 @@ func execCmdWithOutput(timeout time.Duration, args ...string) ([]byte, int, erro
 		opts = append(opts, execuser.WithTimeout(timeout))
 	}
 
+	// Retrieve and set active GUI user.
+	loggedInUser, err := user.UserLoggedInViaGui()
+	if err != nil {
+		return nil, 0, fmt.Errorf("user logged in via GUI: %w", err)
+	}
+	if loggedInUser == nil || *loggedInUser == "" {
+		return nil, 0, errors.New("no GUI user found")
+	}
+	log.Debug().Msgf("found GUI user: %s, attempting kdialog", *loggedInUser)
+	opts = append(opts, execuser.WithUser(*loggedInUser))
+
 	output, exitCode, err := execuser.RunWithOutput(kdialogProcessName, opts...)
 	if err != nil {
 		return nil, exitCode, err
diff --git a/orbit/pkg/luks/luks_linux.go b/orbit/pkg/luks/luks_linux.go
index 0cb2d80987..d6b217d3e7 100644
--- a/orbit/pkg/luks/luks_linux.go
+++ b/orbit/pkg/luks/luks_linux.go
@@ -135,7 +135,7 @@ func (lr *LuksRunner) getEscrowKey(ctx context.Context, devicePath string) ([]by
 	device := luksdevice.New(luksdevice.AESXTSPlain64Cipher)
 
 	// Prompt user for existing LUKS passphrase
-	passphrase, err := lr.entryPrompt(ctx, entryDialogTitle, entryDialogText)
+	passphrase, err := lr.entryPrompt(entryDialogTitle, entryDialogText)
 	if err != nil {
 		return nil, nil, fmt.Errorf("Failed to show passphrase entry prompt: %w", err)
 	}
@@ -157,7 +157,7 @@ func (lr *LuksRunner) getEscrowKey(ctx context.Context, devicePath string) ([]by
 			break
 		}
 
-		passphrase, err = lr.entryPrompt(ctx, entryDialogTitle, retryEntryDialogText)
+		passphrase, err = lr.entryPrompt(entryDialogTitle, retryEntryDialogText)
 		if err != nil {
 			return nil, nil, fmt.Errorf("Failed re-prompting for passphrase: %w", err)
 		}
@@ -275,7 +275,7 @@ func generateRandomPassphrase() ([]byte, error) {
 	return passphrase, nil
 }
 
-func (lr *LuksRunner) entryPrompt(ctx context.Context, title, text string) ([]byte, error) {
+func (lr *LuksRunner) entryPrompt(title, text string) ([]byte, error) {
 	passphrase, err := lr.notifier.ShowEntry(dialog.EntryOptions{
 		Title:    title,
 		Text:     text,
diff --git a/orbit/pkg/user/user_linux.go b/orbit/pkg/user/user_linux.go
index 889d5d3621..d812f23ad4 100644
--- a/orbit/pkg/user/user_linux.go
+++ b/orbit/pkg/user/user_linux.go
@@ -7,7 +7,6 @@ import (
 	"bytes"
 	"errors"
 	"fmt"
-	"os"
 	"os/exec"
 	"strconv"
 	"strings"
@@ -20,170 +19,146 @@ type User struct {
 	ID   int64
 }
 
+// UserLoggedInViaGui returns the username that has an active GUI session.
+// It returns nil, nil if there's no user with an active GUI session.
 func UserLoggedInViaGui() (*string, error) {
-	user, err := GetLoginUser()
+	users, err := getLoginUsers()
 	if err != nil {
-		return nil, fmt.Errorf("get login user: %w", err)
+		return nil, fmt.Errorf("get login users: %w", err)
 	}
 
-	// Bail out if the user is gdm or root, since they aren't GUI users.
-	// User gdm-greeter is active during the GUI log-in prompt (GNOME 49).
-	if user.Name == "gdm" || user.Name == "root" || user.Name == "gdm-greeter" {
-		return nil, nil
-	}
-	// Check if the user has a GUI session.
-	displaySessionType, err := GetUserDisplaySessionType(strconv.FormatInt(user.ID, 10))
-	if err != nil {
-		log.Debug().Err(err).Msgf("failed to get user display session type for user %s", user.Name)
-		return nil, nil
-	}
-	if displaySessionType == GuiSessionTypeTty {
-		log.Debug().Msgf("user %s is logged in via TTY, not GUI", user.Name)
-		return nil, nil
+	for _, user := range users {
+		// Skip system/display manager users since they aren't GUI users.
+		// User gdm-greeter is active during the GUI log-in prompt (GNOME 49).
+		if user.Name == "gdm" || user.Name == "root" || user.Name == "gdm-greeter" {
+			continue
+		}
+		// Check if the user has an active GUI session.
+		session, err := GetUserDisplaySessionType(strconv.FormatInt(user.ID, 10))
+		if err != nil {
+			log.Debug().Err(err).Msgf("failed to get user display session for user %s", user.Name)
+			continue
+		}
+		if !session.Active {
+			log.Debug().Msgf("user %s has an inactive display session, skipping", user.Name)
+			continue
+		}
+		if session.Type == GuiSessionTypeTty {
+			log.Debug().Msgf("user %s is logged in via TTY, not GUI", user.Name)
+			continue
+		}
+		return &user.Name, nil
 	}
 
-	return &user.Name, nil
+	// No valid user found
+	return nil, nil
 }
 
-// GetLoginUser returns the name and uid of the first login user
-// as reported by the `users' command.
-//
-// NOTE(lucas): It is always picking first login user as returned
-// by `users', revisit when working on multi-user/multi-session support.
-func GetLoginUser() (*User, error) {
-	out, err := exec.Command("users").CombinedOutput()
+// getLoginUsers returns all logged-in users as reported by
+// `loginctl list-users`.
+func getLoginUsers() ([]User, error) {
+	out, err := exec.Command("loginctl", "list-users", "--no-legend", "--no-pager").CombinedOutput()
 	if err != nil {
-		return nil, fmt.Errorf("users exec failed: %w", err)
+		return nil, fmt.Errorf("loginctl list-users exec failed: %w, output: %s", err, string(out))
 	}
-	usernames := parseUsersOutput(string(out))
-	username := usernames[0]
-	if username == "" {
+	return parseLoginctlUsersOutput(string(out))
+}
+
+// parseLoginctlUsersOutput parses the output of `loginctl list-users --no-legend`.
+// Each line has the format: UID USERNAME
+func parseLoginctlUsersOutput(s string) ([]User, error) {
+	var users []User
+	for line := range strings.SplitSeq(strings.TrimSpace(s), "\n") {
+		line = strings.TrimSpace(line)
+		if line == "" {
+			continue
+		}
+		fields := strings.Fields(line)
+		if len(fields) < 2 {
+			continue
+		}
+		uid, err := strconv.ParseInt(fields[0], 10, 64)
+		if err != nil {
+			log.Debug().Err(err).Msgf("failed to parse uid from loginctl output: %q", line)
+			continue
+		}
+		users = append(users, User{
+			Name: fields[1],
+			ID:   uid,
+		})
+	}
+	if len(users) == 0 {
 		return nil, errors.New("no user session found")
 	}
-	out, err = exec.Command("id", "-u", username).CombinedOutput()
-	if err != nil {
-		return nil, fmt.Errorf("id exec failed: %w", err)
-	}
-	uid, err := parseIDOutput(string(out))
-	if err != nil {
-		return nil, err
-	}
-	return &User{
-		Name: username,
-		ID:   uid,
-	}, nil
+	return users, nil
 }
 
-// GetSELinuxUserContext returns the SELinux context for the given user.
-// Example: `unconfined_u:unconfined_r:unconfined_t:s0-s0:c0.c1023`
-//
-// If SELinux is not enabled, the `runcon` command is not available,
-// or context cannot be determined, it returns nil.
-func GetSELinuxUserContext(user *User) *string {
-	// If SELinux is not enabled, return nil right away.
-	if _, err := os.Stat("/sys/fs/selinux/enforce"); err != nil {
-		return nil
-	}
-	// If runcon is not available, we won't be able to switch contexts,
-	// so return nil.
-	if _, err := exec.LookPath("runcon"); err != nil {
-		log.Warn().Msg("runcon not available, returning nil for user context since we can't switch contexts")
-		return nil
-	}
-	// Find the first systemd process for the user and read its SELinux context.
-	pidBytes, err := exec.Command("pgrep", "-u", strconv.FormatInt(user.ID, 10), "-nx", "systemd").Output() // #nosec G204
-	if err != nil {
-		log.Debug().Msgf("Error finding systemd process for user %s: %v", user.Name, err)
-		return nil
-	}
-	pid := strings.TrimSpace(string(pidBytes))
-	if pid == "" {
-		log.Debug().Msgf("No systemd process found for user %s", user.Name)
-		return nil
-	}
-	ctx, err := os.ReadFile("/proc/" + pid + "/attr/current")
-	if err != nil {
-		log.Debug().Msgf("Error reading SELinux context for user %s: %v", user.Name, err)
-		return nil
-	}
-	context := strings.TrimSpace(string(ctx))
-	// Remove any null byte at the end
-	context = strings.TrimSuffix(context, "\x00")
-	if context == "" {
-		log.Debug().Msg("Empty SELinux context for user " + user.Name)
-		return nil
-	}
-	return &context
+// UserDisplaySession holds the display session type and active status for a user.
+type UserDisplaySession struct {
+	Type   GuiSessionType
+	Active bool
 }
 
-// parseUsersOutput parses the output of the `users' command.
-//
-//	`users' command prints on a single line a blank-separated list of user names of
-//	users currently logged in to the current host. Each user name
-//	corresponds to a login session, so if a user has more than one login
-//	session, that user's name will appear the same number of times in the
-//	output.
-//
-// Returns the list of usernames.
-func parseUsersOutput(s string) []string {
-	var users []string
-	users = append(users, strings.Split(strings.TrimSpace(s), " ")...)
-	return users
-}
-
-// parseIDOutput parses the output of the `id' command.
-//
-// Returns the parsed uid.
-func parseIDOutput(s string) (int64, error) {
-	uid, err := strconv.ParseInt(strings.TrimSpace(s), 10, 0)
-	if err != nil {
-		return 0, fmt.Errorf("failed to parse uid: %w", err)
-	}
-	return uid, nil
-}
-
-// getUserDisplaySessionType returns the display session type (X11 or Wayland) of the given user.
-func GetUserDisplaySessionType(uid string) (guiSessionType, error) {
+// GetUserDisplaySessionType returns the display session type (X11 or Wayland)
+// and active status of the given user. Returns an error if the user doesn't have
+// a Display session.
+func GetUserDisplaySessionType(uid string) (*UserDisplaySession, error) {
+	// Get the "Display" session ID of the user.
 	cmd := exec.Command("loginctl", "show-user", uid, "-p", "Display", "--value")
 	var stdout bytes.Buffer
 	cmd.Stdout = &stdout
 	if err := cmd.Run(); err != nil {
-		return 0, fmt.Errorf("run 'loginctl' to get user GUI session: %w", err)
+		return nil, fmt.Errorf("run 'loginctl' to get user GUI session: %w", err)
 	}
 	guiSessionID := strings.TrimSpace(stdout.String())
 	if guiSessionID == "" {
-		return 0, nil
+		return nil, errors.New("empty display session")
 	}
+
+	// Get the "Type" of session.
 	cmd = exec.Command("loginctl", "show-session", guiSessionID, "-p", "Type", "--value")
 	stdout.Reset()
 	cmd.Stdout = &stdout
 	if err := cmd.Run(); err != nil {
-		return 0, fmt.Errorf("run 'loginctl' to get user GUI session type: %w", err)
+		return nil, fmt.Errorf("run 'loginctl' to get user GUI session type: %w", err)
 	}
-	guiSessionType := strings.TrimSpace(stdout.String())
-	switch guiSessionType {
+	var sessionType GuiSessionType
+	switch t := strings.TrimSpace(stdout.String()); t {
 	case "":
-		return 0, errors.New("empty GUI session type")
+		return nil, errors.New("empty GUI session type")
 	case "x11":
-		return GuiSessionTypeX11, nil
+		sessionType = GuiSessionTypeX11
 	case "wayland":
-		return GuiSessionTypeWayland, nil
+		sessionType = GuiSessionTypeWayland
 	case "tty":
-		return GuiSessionTypeTty, nil
+		sessionType = GuiSessionTypeTty
 	default:
-		return 0, fmt.Errorf("unknown GUI session type: %q", guiSessionType)
+		return nil, fmt.Errorf("unknown GUI session type: %q", t)
 	}
+
+	// Get the "Active" property of the session.
+	cmd = exec.Command("loginctl", "show-session", guiSessionID, "-p", "Active", "--value")
+	stdout.Reset()
+	cmd.Stdout = &stdout
+	if err := cmd.Run(); err != nil {
+		return nil, fmt.Errorf("run 'loginctl' to get session active status: %w", err)
+	}
+	active := strings.TrimSpace(stdout.String()) == "yes"
+	return &UserDisplaySession{
+		Type:   sessionType,
+		Active: active,
+	}, nil
 }
 
-type guiSessionType int
+type GuiSessionType int
 
 const (
-	GuiSessionTypeX11 guiSessionType = iota + 1
+	GuiSessionTypeX11 GuiSessionType = iota + 1
 	GuiSessionTypeWayland
 	GuiSessionTypeTty
 )
 
-func (s guiSessionType) String() string {
+func (s GuiSessionType) String() string {
 	if s == GuiSessionTypeX11 {
 		return "x11"
 	}
diff --git a/orbit/pkg/user/user_linux_test.go b/orbit/pkg/user/user_linux_test.go
new file mode 100644
index 0000000000..bf5e683bea
--- /dev/null
+++ b/orbit/pkg/user/user_linux_test.go
@@ -0,0 +1,83 @@
+//go:build linux
+
+package user
+
+import (
+	"testing"
+
+	"github.com/stretchr/testify/assert"
+	"github.com/stretchr/testify/require"
+)
+
+func TestParseLoginctlUsersOutput(t *testing.T) {
+	tests := []struct {
+		name    string
+		input   string
+		want    []User
+		wantErr string
+	}{
+		{
+			name:  "single user",
+			input: " 1000 alice\n",
+			want:  []User{{Name: "alice", ID: 1000}},
+		},
+		{
+			name:  "multiple users",
+			input: " 1000 alice\n 1001 bob\n",
+			want: []User{
+				{Name: "alice", ID: 1000},
+				{Name: "bob", ID: 1001},
+			},
+		},
+		{
+			name:  "includes system user",
+			input: "    0 root\n 1000 alice\n  120 gdm\n",
+			want: []User{
+				{Name: "root", ID: 0},
+				{Name: "alice", ID: 1000},
+				{Name: "gdm", ID: 120},
+			},
+		},
+		{
+			name:  "no leading whitespace",
+			input: "1000 alice\n1001 bob\n",
+			want: []User{
+				{Name: "alice", ID: 1000},
+				{Name: "bob", ID: 1001},
+			},
+		},
+		{
+			name:  "extra columns (some systemd versions)",
+			input: "1000 alice extra-stuff\n",
+			want:  []User{{Name: "alice", ID: 1000}},
+		},
+		{
+			name:    "empty output",
+			input:   "",
+			wantErr: "no user session found",
+		},
+		{
+			name:    "whitespace only",
+			input:   "   \n  \n",
+			wantErr: "no user session found",
+		},
+		{
+			name:  "skips malformed lines",
+			input: "not-a-uid alice\n1000 bob\n",
+			want:  []User{{Name: "bob", ID: 1000}},
+		},
+	}
+
+	for _, tt := range tests {
+		t.Run(tt.name, func(t *testing.T) {
+			got, err := parseLoginctlUsersOutput(tt.input)
+			if tt.wantErr != "" {
+				require.Error(t, err)
+				assert.Contains(t, err.Error(), tt.wantErr)
+				return
+			}
+			require.NoError(t, err)
+			assert.Equal(t, tt.want, got)
+		})
+	}
+}
diff --git a/orbit/pkg/user/user_windows.go b/orbit/pkg/user/user_windows.go
index 7ecfe2f3ea..24dcfb213c 100644
--- a/orbit/pkg/user/user_windows.go
+++ b/orbit/pkg/user/user_windows.go
@@ -1,11 +1,9 @@
 //go:build windows
-// +build windows
 
 package user
 
 // UserLoggedInViaGui returns the name of the user logged into the machine via the GUI. This
-// function is only relevant on MacOS, where it is used to prevent errors when launching Fleet
-// Desktop. For other platforms we return an empty string which can be ignored.
+// function is only relevant on MacOS and Linux, where it is used to prevent errors when launching Fleet Desktop.
 func UserLoggedInViaGui() (*string, error) {
 	user := ""
 	return &user, nil
diff --git a/orbit/pkg/zenity/zenity.go b/orbit/pkg/zenity/zenity.go
index 8cf9bd43c4..0069ba77b9 100644
--- a/orbit/pkg/zenity/zenity.go
+++ b/orbit/pkg/zenity/zenity.go
@@ -7,6 +7,8 @@ import (
 
 	"github.com/fleetdm/fleet/v4/orbit/pkg/dialog"
 	"github.com/fleetdm/fleet/v4/orbit/pkg/execuser"
+	"github.com/fleetdm/fleet/v4/orbit/pkg/user"
+	"github.com/rs/zerolog/log"
 )
 
 const zenityProcessName = "zenity"
@@ -88,6 +90,18 @@ func execCmdWithOutput(args ...string) ([]byte, int, error) {
 		opts = append(opts, execuser.WithArg(arg, "")) // Using empty value for positional args
 	}
 
+	// Retrieve and set active GUI user.
+	loggedInUser, err := user.UserLoggedInViaGui()
+	if err != nil {
+		return nil, 0, fmt.Errorf("user logged in via GUI: %w", err)
+	}
+	if loggedInUser == nil || *loggedInUser == "" {
+		return nil, 0, errors.New("no GUI user found")
+	}
+	log.Debug().Msgf("found GUI user: %s, attempting zenity", *loggedInUser)
+	opts = append(opts, execuser.WithUser(*loggedInUser))
+
+	// Execute zenity.
 	output, exitCode, err := execuser.RunWithOutput(zenityProcessName, opts...)
 
 	// Trim the newline from zenity output