diff --git a/cli/logout_test.go b/cli/logout_test.go
index 62c93c2d6f81b..9e7e95c68f211 100644
--- a/cli/logout_test.go
+++ b/cli/logout_test.go
@@ -1,6 +1,7 @@
 package cli_test
 
 import (
+	"fmt"
 	"os"
 	"runtime"
 	"testing"
@@ -89,10 +90,14 @@ func TestLogout(t *testing.T) {
 		logout.Stdin = pty.Input()
 		logout.Stdout = pty.Output()
 
+		executable, err := os.Executable()
+		require.NoError(t, err)
+		require.NotEqual(t, "", executable)
+
 		go func() {
 			defer close(logoutChan)
-			err := logout.Run()
-			assert.ErrorContains(t, err, "You are not logged in. Try logging in using 'coder login <url>'.")
+			err = logout.Run()
+			assert.Contains(t, err.Error(), fmt.Sprintf("Try logging in using '%s login <url>'.", executable))
 		}()
 
 		<-logoutChan
diff --git a/cli/root.go b/cli/root.go
index 1dba212316c74..8fec1a945b0b3 100644
--- a/cli/root.go
+++ b/cli/root.go
@@ -72,7 +72,7 @@ const (
 	varDisableDirect           = "disable-direct-connections"
 	varDisableNetworkTelemetry = "disable-network-telemetry"
 
-	notLoggedInMessage = "You are not logged in. Try logging in using 'coder login <url>'."
+	notLoggedInMessage = "You are not logged in. Try logging in using '%s login <url>'."
 
 	envNoVersionCheck   = "CODER_NO_VERSION_WARNING"
 	envNoFeatureWarning = "CODER_NO_FEATURE_WARNING"
@@ -534,7 +534,11 @@ func (r *RootCmd) InitClient(client *codersdk.Client) serpent.MiddlewareFunc {
 				rawURL, err := conf.URL().Read()
 				// If the configuration files are absent, the user is logged out
 				if os.IsNotExist(err) {
-					return xerrors.New(notLoggedInMessage)
+					binPath, err := os.Executable()
+					if err != nil {
+						binPath = "coder"
+					}
+					return xerrors.Errorf(notLoggedInMessage, binPath)
 				}
 				if err != nil {
 					return err
diff --git a/cli/userlist_test.go b/cli/userlist_test.go
index 1a4409bb898ac..2681f0d2a462e 100644
--- a/cli/userlist_test.go
+++ b/cli/userlist_test.go
@@ -4,6 +4,8 @@ import (
 	"bytes"
 	"context"
 	"encoding/json"
+	"fmt"
+	"os"
 	"testing"
 
 	"github.com/stretchr/testify/assert"
@@ -69,9 +71,12 @@ func TestUserList(t *testing.T) {
 	t.Run("NoURLFileErrorHasHelperText", func(t *testing.T) {
 		t.Parallel()
 
+		executable, err := os.Executable()
+		require.NoError(t, err)
+
 		inv, _ := clitest.New(t, "users", "list")
-		err := inv.Run()
-		require.Contains(t, err.Error(), "Try logging in using 'coder login <url>'.")
+		err = inv.Run()
+		require.Contains(t, err.Error(), fmt.Sprintf("Try logging in using '%s login <url>'.", executable))
 	})
 	t.Run("SessionAuthErrorHasHelperText", func(t *testing.T) {
 		t.Parallel()