diff --git a/cmd/restray/cli.go b/cmd/restray/cli.go
index da35939..3a322dd 100644
--- a/cmd/restray/cli.go
+++ b/cmd/restray/cli.go
@@ -281,6 +281,9 @@ func cliMount(prof Profile) error {
 }
 
 func cliSchedule(prof Profile) error {
+	if errMsg := prof.profileError(); errMsg != "" {
+		return cli.Exit("error: "+errMsg, 1)
+	}
 	p, _ := findBackend(prof)
 	if p == "" {
 		return cli.Exit("error: "+prof.backendName()+" not found", 1)
@@ -365,7 +368,7 @@ func buildDaemonSchedule() (*cron.Cron, error) {
 		}
 		key := prof.profileKey()
 		name := prof.displayName()
-		if errMsg := prof.scheduleError(); errMsg != "" {
+		if errMsg := prof.scheduleConfigError(); errMsg != "" {
 			log.Printf("[%s] skipping schedule: %s", name, errMsg)
 			continue
 		}
diff --git a/cmd/restray/config.go b/cmd/restray/config.go
index 5c8ae21..0014c14 100644
--- a/cmd/restray/config.go
+++ b/cmd/restray/config.go
@@ -133,31 +133,32 @@ func parseEnvFile(path string) (map[string]string, error) {
 	return env, nil
 }
 
-func (prof Profile) scheduleError() string {
-	vars, err := parseEnvFile(prof.EnvFile)
-	if err != nil {
-		return "Env file not found"
-	}
+func (prof Profile) scheduleConfigError() string {
 	if prof.backend() == "" {
 		return "Unsupported backend: " + prof.Backend
 	}
-	if err := backendEnvError(prof.backend(), vars); err != "" {
-		return err
-	}
 	if prof.Schedule.BackupEnabled() && len(prof.Backup.Paths) == 0 {
 		return "No paths configured"
 	}
 	return ""
 }
 
-func (prof Profile) configError() string {
-	if err := prof.scheduleError(); err != "" {
+func (prof Profile) environmentError() string {
+	vars, err := parseEnvFile(prof.EnvFile)
+	if err != nil {
+		return "Env file not available"
+	}
+	return backendEnvError(prof.backend(), vars)
+}
+
+func (prof Profile) profileError() string {
+	if err := prof.scheduleConfigError(); err != "" {
 		return err
 	}
 	if len(prof.Backup.Paths) == 0 {
 		return "No paths configured"
 	}
-	return ""
+	return prof.environmentError()
 }
 
 func (prof Profile) displayName() string {
diff --git a/cmd/restray/operations.go b/cmd/restray/operations.go
index 7f702b9..44e6d76 100644
--- a/cmd/restray/operations.go
+++ b/cmd/restray/operations.go
@@ -354,6 +354,12 @@ func runScheduled(key stateKey, mStatus prefixedMenuItem, prof Profile, onDone f
 	setProfileFailed(key, "")
 	defer onDone()
 	defer releaseProfile(key)
+	if errMsg := prof.profileError(); errMsg != "" {
+		mStatus.SetTitle(errMsg)
+		setProfileFailed(key, errMsg)
+		notifyError("Schedule", errMsg)
+		return
+	}
 
 	hookEnv := []string{
 		"RESTRAY_OPERATIONS=" + strings.Join(scheduledOpNames(prof), ","),
diff --git a/cmd/restray/tray.go b/cmd/restray/tray.go
index bf4179e..338bf33 100644
--- a/cmd/restray/tray.go
+++ b/cmd/restray/tray.go
@@ -531,7 +531,7 @@ func onReady() {
 			ps.errMsg = prof.backendDisplayName() + " not found"
 			return ps
 		}
-		ps.errMsg = prof.configError()
+		ps.errMsg = prof.profileError()
 		if ps.errMsg == "" {
 			wantsLast := cfg.GUI.ScheduleDisplay == "last" && getLastBackup(prof.profileKey()).IsZero()
 			var rs repoResult
@@ -704,7 +704,7 @@ func onReady() {
 				ps := probeProfileState(cfg, i, prof)
 
 				if prof.Schedule.Cron != "" && i < maxProfiles {
-					if errMsg := prof.scheduleError(); errMsg != "" {
+					if errMsg := prof.scheduleConfigError(); errMsg != "" {
 						log.Printf("[%s] skipping schedule: %s", prof.displayName(), errMsg)
 					} else {
 						key := prof.profileKey()