diff --git a/agent/workers/poller.go b/agent/workers/poller.go
index e215534fb5..769825630b 100644
--- a/agent/workers/poller.go
+++ b/agent/workers/poller.go
@@ -50,7 +50,6 @@ func NewPollerWorker(client *client.Client, opts ...PollerOption) *PollerWorker
 }
 
 func (w *PollerWorker) Poll(ctx context.Context, request *proto.PollingRequest) error {
-	fmt.Println("Poll handled by agent")
 	datastoreConfig, err := convertProtoToDataStore(request.Datastore)
 	if err != nil {
 		return err
diff --git a/agent/workers/trigger.go b/agent/workers/trigger.go
index 66eefb2717..9ecac8af94 100644
--- a/agent/workers/trigger.go
+++ b/agent/workers/trigger.go
@@ -51,7 +51,6 @@ func NewTriggerWorker(client *client.Client, opts ...TriggerOption) *TriggerWork
 }
 
 func (w *TriggerWorker) Trigger(ctx context.Context, triggerRequest *proto.TriggerRequest) error {
-	fmt.Println("Trigger handled by agent")
 	triggerConfig := convertProtoToTrigger(triggerRequest.Trigger)
 	triggerer, err := w.registry.Get(triggerConfig.Type)
 	if err != nil {
diff --git a/cli/cmd/start_cmd.go b/cli/cmd/start_cmd.go
index 40d8277ff7..f83e7ccb3e 100644
--- a/cli/cmd/start_cmd.go
+++ b/cli/cmd/start_cmd.go
@@ -19,7 +19,7 @@ var startCmd = &cobra.Command{
 	Use:     "start",
 	Short:   "Start Tracetest",
 	Long:    "Start using Tracetest",
-	PreRun:  setupCommand(SkipVersionMismatchCheck()),
+	PreRun:  setupCommand(SkipConfigValidation()),
 	Run: WithResultHandler((func(_ *cobra.Command, _ []string) (string, error) {
 		ctx := context.Background()
 
diff --git a/cli/config/configurator.go b/cli/config/configurator.go
index 2c327df489..ea9b8ff8b1 100644
--- a/cli/config/configurator.go
+++ b/cli/config/configurator.go
@@ -113,6 +113,12 @@ func (c Configurator) Start(ctx context.Context, prev Config, flags ConfigFlags)
 		return nil
 	}
 
+	confirmed := c.ui.Enter("Lets get to it! Press enter to launch a browser and authenticate:")
+	if !confirmed {
+		c.ui.Finish()
+		return nil
+	}
+
 	oauthServer := oauth.NewOAuthServer(fmt.Sprintf("%s%s", cfg.URL(), cfg.Path()), cfg.UIEndpoint)
 	err = oauthServer.WithOnSuccess(c.onOAuthSuccess(ctx, cfg)).
 		WithOnFailure(c.onOAuthFailure).
diff --git a/cli/config/selector.go b/cli/config/selector.go
index c6bc771adf..efedfaae22 100644
--- a/cli/config/selector.go
+++ b/cli/config/selector.go
@@ -26,7 +26,8 @@ func (c Configurator) organizationSelector(ctx context.Context, cfg Config) (str
 	}
 
 	if len(elements) == 1 {
-		c.ui.Println(fmt.Sprintf("Defaulting to only available Organization: %s", elements[0].Name))
+		c.ui.Println(fmt.Sprintf(`
+Defaulting to only available Organization: %s`, elements[0].Name))
 		return elements[0].ID, nil
 	}
 
@@ -43,7 +44,8 @@ func (c Configurator) organizationSelector(ctx context.Context, cfg Config) (str
 		}
 	}
 
-	option := c.ui.Select("What Organization do you want to use?", options, 0)
+	option := c.ui.Select(`
+What Organization do you want to use?`, options, 0)
 	option.Fn(c.ui)
 
 	return orgID, nil
diff --git a/cli/pkg/starter/starter.go b/cli/pkg/starter/starter.go
index 9745ae89eb..dd8bef56d6 100644
--- a/cli/pkg/starter/starter.go
+++ b/cli/pkg/starter/starter.go
@@ -27,6 +27,8 @@ func NewStarter(configurator config.Configurator, resources *resourcemanager.Reg
 
 func (s *Starter) Run(ctx context.Context, cfg config.Config, flags config.ConfigFlags) error {
 	s.ui.Banner(config.Version)
+	s.ui.Println(`Tracetest start launches a lightweight agent. It enables you to run tests and collect traces with Tracetest.
+Once started, Tracetest Agent exposes OTLP ports 4317 and 4318 to ingest traces via gRCP and HTTP.`)
 
 	return s.configurator.WithOnFinish(s.onStartAgent).Start(ctx, cfg, flags)
 }
@@ -46,10 +48,6 @@ func (s *Starter) onStartAgent(ctx context.Context, cfg config.Config) {
 		s.ui.Error(err.Error())
 	}
 
-	s.ui.Info(fmt.Sprintf(`
-Connecting Agent with name %s to Organization %s and Environment %s
-`, "local", cfg.OrganizationID, env.Name))
-
 	err = s.StartAgent(ctx, cfg.AgentEndpoint, env.AgentApiKey, cfg.UIEndpoint)
 	if err != nil {
 		s.ui.Error(err.Error())
@@ -108,7 +106,8 @@ func (s *Starter) StartAgent(ctx context.Context, endpoint, agentApiKey, uiEndpo
 		cfg.APIKey = agentApiKey
 	}
 
-	s.ui.Info(fmt.Sprintf("Starting Agent with name %s...", cfg.Name))
+	s.ui.Println(fmt.Sprintf(`
+Starting Agent with name %s...`, cfg.Name))
 	session, err := initialization.Start(ctx, cfg)
 	if err != nil {
 		return err
@@ -120,21 +119,23 @@ func (s *Starter) StartAgent(ctx context.Context, endpoint, agentApiKey, uiEndpo
 	}
 
 	isOpen := true
-	message := fmt.Sprintf("Agent is started! Leave the terminal open so tests can be run and traces gathered from this environment (%s). You can:", claims["environment_id"])
-	for isOpen {
-		options := []ui.Option{{
-			Text: "Open Tracetest in a browser to this environment",
-			Fn: func(_ ui.UI) {
-				s.ui.OpenBrowser(fmt.Sprintf("%sorganizations/%s/environments/%s/dashboard", uiEndpoint, claims["organization_id"], claims["environment_id"]))
-			},
-		}, {
-			Text: "Stop this agent",
-			Fn: func(_ ui.UI) {
-				isOpen = false
-				session.Close()
-			},
-		}}
+	message := `Agent is started! Leave the terminal open so tests can be run and traces gathered from this environment.
+You can`
+	options := []ui.Option{{
+		Text: "Open Tracetest in a browser to this environment",
+		Fn: func(_ ui.UI) {
+			s.ui.OpenBrowser(fmt.Sprintf("%sorganizations/%s/environments/%s/dashboard", uiEndpoint, claims["organization_id"], claims["environment_id"]))
+		},
+	}, {
+		Text: "Stop this agent",
+		Fn: func(_ ui.UI) {
+			isOpen = false
+			session.Close()
+			s.ui.Finish()
+		},
+	}}
 
+	for isOpen {
 		selected := s.ui.Select(message, options, 0)
 		selected.Fn(s.ui)
 	}
diff --git a/cli/ui/ui.go b/cli/ui/ui.go
index c42b71cfbe..d1febec201 100644
--- a/cli/ui/ui.go
+++ b/cli/ui/ui.go
@@ -32,6 +32,7 @@ type UI interface {
 	Red(string) string
 
 	Confirm(prompt string, defaultValue bool) bool
+	Enter(msg string) bool
 	Select(prompt string, options []Option, defaultIndex int) (selected Option)
 	TextInput(msg, defaultValue string) string
 }
@@ -120,6 +121,25 @@ func (ui ptermUI) Confirm(msg string, defaultValue bool) bool {
 	return confirm
 }
 
+func (ui ptermUI) Enter(msg string) bool {
+	confirm, err := (&pterm.InteractiveConfirmPrinter{
+		DefaultText:  msg,
+		DefaultValue: true,
+		TextStyle:    &pterm.ThemeDefault.DefaultText,
+		ConfirmText:  "Enter",
+		RejectText:   "Cancel",
+		RejectStyle:  &pterm.ThemeDefault.ErrorMessageStyle,
+		ConfirmStyle: &pterm.ThemeDefault.SuccessMessageStyle,
+		SuffixStyle:  &pterm.ThemeDefault.SecondaryStyle,
+	}).
+		Show()
+	if err != nil {
+		ui.Panic(err)
+	}
+
+	return confirm
+}
+
 func (ui ptermUI) TextInput(msg, defaultValue string) string {
 	text := msg
 	if defaultValue != "" {