diff --git a/pkg/cmd/server/server.go b/pkg/cmd/server/server.go
index a881d62419..2ea31c3772 100644
--- a/pkg/cmd/server/server.go
+++ b/pkg/cmd/server/server.go
@@ -4,8 +4,13 @@
 package server
 
 import (
+	"fmt"
+	"time"
+
 	"github.com/daytonaio/daytona/pkg/server"
 	"github.com/daytonaio/daytona/pkg/server/config"
+	"github.com/daytonaio/daytona/pkg/server/frpc"
+	"github.com/daytonaio/daytona/pkg/views/util"
 
 	log "github.com/sirupsen/logrus"
 	"github.com/spf13/cobra"
@@ -20,17 +25,27 @@ var ServerCmd = &cobra.Command{
 			//	for now, force the log level to info when running the server
 			log.SetLevel(log.InfoLevel)
 		}
+		errCh := make(chan error)
+
+		err := server.Start(errCh)
+		if err != nil {
+			log.Fatal(err)
+		}
 
-		config, err := config.GetConfig()
+		c, err := config.GetConfig()
 		if err != nil {
 			log.Fatal(err)
 		}
 
-		if config == nil {
-			log.Fatal("Server configuration is not set. Please run `daytona configure`.")
+		select {
+		case err := <-errCh:
+			log.Fatal(err)
+		// TODO: This is an optimistic check. We should check if the server is actually running
+		case <-time.After(5 * time.Second):
+			util.RenderBorderedMessage(fmt.Sprintf("Daytona Server running on port: %d.\nTo connect to the server remotely, use the following command on the client machine:\n\ndaytona profile add -a %s", c.ApiPort, frpc.GetApiUrl(c)))
 		}
 
-		err = server.Start()
+		err = <-errCh
 		if err != nil {
 			log.Fatal(err)
 		}
diff --git a/pkg/server/server.go b/pkg/server/server.go
index a29978b189..232c75c893 100644
--- a/pkg/server/server.go
+++ b/pkg/server/server.go
@@ -25,7 +25,7 @@ type Self struct {
 	DNSName  string `json:"DNSName"`
 }
 
-func Start() error {
+func Start(errCh chan error) error {
 	err := logs.Init()
 	if err != nil {
 		return err
@@ -66,13 +66,13 @@ func Start() error {
 
 	go func() {
 		if err := frpc.ConnectServer(); err != nil {
-			log.Fatal(err)
+			errCh <- err
 		}
 	}()
 
 	go func() {
 		if err := frpc.ConnectApi(); err != nil {
-			log.Fatal(err)
+			errCh <- err
 		}
 	}()
 
@@ -95,7 +95,7 @@ func Start() error {
 
 		select {
 		case err := <-errChan:
-			log.Fatal(err)
+			errCh <- err
 		case <-time.After(1 * time.Second):
 			go func() {
 				errChan <- headscale.Connect()
@@ -103,10 +103,17 @@ func Start() error {
 		}
 
 		if err := <-errChan; err != nil {
-			log.Fatal(err)
+			errCh <- err
 		}
 	}()
 
-	log.Infof("Starting api server on port %d", c.ApiPort)
-	return apiServer.Serve(apiListener)
+	go func() {
+		log.Infof("Starting api server on port %d", c.ApiPort)
+		err := apiServer.Serve(apiListener)
+		if err != nil {
+			errCh <- err
+		}
+	}()
+
+	return nil
 }
diff --git a/pkg/views/util/globals.go b/pkg/views/util/globals.go
index bba30d0ef8..672b6dabf6 100644
--- a/pkg/views/util/globals.go
+++ b/pkg/views/util/globals.go
@@ -25,3 +25,14 @@ func RenderListLine(message string) {
 func RenderInfoMessageBold(message string) {
 	fmt.Println(lipgloss.NewStyle().Bold(true).Padding(1, 0, 1, 1).Render(message))
 }
+
+func RenderBorderedMessage(message string) {
+	fmt.Println(lipgloss.
+		NewStyle().
+		Margin(1, 0).
+		Padding(1, 1, 1, 1).
+		BorderForeground(views.Green).
+		Border(lipgloss.RoundedBorder()).
+		Render(message),
+	)
+}