diff --git a/internal/config/editors/editor.go b/internal/config/editors/editor.go
index 77ea18b..7102961 100644
--- a/internal/config/editors/editor.go
+++ b/internal/config/editors/editor.go
@@ -31,17 +31,6 @@ var AllTrackingTypes = []TrackingType{
 	TrackingTypeProcess,
 }
 
-type EditorRunType string
-
-func (e EditorRunType) String() string {
-	return string(e)
-}
-
-const (
-	EditorRunTypeStart EditorRunType = "start"
-	EditorRunTypeRun   EditorRunType = "run"
-)
-
 func GetTrackingType(value string) (TrackingType, error) {
 	for _, t := range AllTrackingTypes {
 		if t.String() == value {
@@ -54,7 +43,6 @@ func GetTrackingType(value string) (TrackingType, error) {
 
 type Editor struct {
 	Name                EditorName    `json:"name"`
-	RunType             EditorRunType `json:"run_type"`
 	ExecPath            string        `json:"path"`
 	Args                string        `json:"args"`
 	ProcessCaptureDelay time.Duration `json:"process_capture_delay"`
diff --git a/internal/config/editors/editor.notepad++.go b/internal/config/editors/editor.notepad++.go
index 0c45610..e1240a7 100644
--- a/internal/config/editors/editor.notepad++.go
+++ b/internal/config/editors/editor.notepad++.go
@@ -9,10 +9,9 @@ const (
 func NotepadPlusPlusEditor() Editor {
 	return Editor{
 		Name:                EditorNameNotepadPlusPlus,
-		RunType:             EditorRunTypeStart,
 		ExecPath:            "C:\\Program Files\\Notepad++\\notepad++.exe",
 		Args:                "-multiInst -openFoldersAsWorkspace",
-		ProcessCaptureDelay: time.Second * 2,
+		ProcessCaptureDelay: time.Second * 5,
 		TrackingType:        TrackingTypeProcess,
 	}
 }
diff --git a/internal/config/editors/editor.vscode.go b/internal/config/editors/editor.vscode.go
index 7fb8955..c76497e 100644
--- a/internal/config/editors/editor.vscode.go
+++ b/internal/config/editors/editor.vscode.go
@@ -30,10 +30,9 @@ func VSCodeEditor() Editor {
 
 	return Editor{
 		Name:                EditorNameVSCode,
-		RunType:             EditorRunTypeRun,
 		ExecPath:            vsCodePath,
 		Args:                "-n",
-		ProcessCaptureDelay: time.Second * 2,
+		ProcessCaptureDelay: time.Second * 5,
 		TrackingType:        TrackingTypeFileAccess,
 	}
 }
diff --git a/internal/logging/log.go b/internal/logging/log.go
index 47f7fec..11e1e76 100644
--- a/internal/logging/log.go
+++ b/internal/logging/log.go
@@ -53,6 +53,13 @@ func (l *logger) File() *os.File {
 	return nil
 }
 
+func (l *logger) ChildLogger(prefix string) *logger {
+	return &logger{
+		Logger: log.New(l.Writer(), fmt.Sprintf("%s%s: ", logPrefix, prefix), log.LstdFlags),
+		cfg:    l.cfg,
+	}
+}
+
 func New(cfg *LoggerConfig) (*logger, error) {
 	storageManager := storage.GetStorage()
 
diff --git a/internal/manager/cmd.create-session.go b/internal/manager/cmd.create-session.go
index f6c0392..5a80a6b 100644
--- a/internal/manager/cmd.create-session.go
+++ b/internal/manager/cmd.create-session.go
@@ -11,7 +11,6 @@ import (
 
 	"github.com/go-git/go-git/v5"
 	"github.com/nathan-fiscaletti/letstry/internal/config"
-	"github.com/nathan-fiscaletti/letstry/internal/config/editors"
 	"github.com/nathan-fiscaletti/letstry/internal/environment"
 	"github.com/nathan-fiscaletti/letstry/internal/logging"
 	"github.com/nathan-fiscaletti/letstry/internal/util/identifier"
@@ -98,12 +97,7 @@ func (s *manager) CreateSession(ctx context.Context, args CreateSessionArguments
 	cfgArgs := strings.Split(editor.Args, " ")
 	cmdArgs := append(cfgArgs, tempDir)
 	cmd := exec.Command(editor.ExecPath, cmdArgs...)
-	switch editor.RunType {
-	case editors.EditorRunTypeRun:
-		err = cmd.Run()
-	case editors.EditorRunTypeStart:
-		err = cmd.Start()
-	}
+	err = cmd.Start()
 	if err != nil {
 		return zeroValue, fmt.Errorf("failed to run editor: %v", err)
 	}
@@ -132,7 +126,7 @@ func (s *manager) CreateSession(ctx context.Context, args CreateSessionArguments
 
 	if appEnvironment.DebuggerAttached {
 		logger.Printf("skipping monitor process for session %s (debugger attached)\n", newSession.FormattedID())
-		logger.Printf("starting monitor session for session %s\n", newSession.FormattedID())
+		logger.Printf("starting monitor session for session %s with delay %v\n", newSession.FormattedID(), newSession.Editor.ProcessCaptureDelay)
 		err = s.MonitorSession(ctx, MonitorSessionArguments{
 			Delay:        newSession.Editor.ProcessCaptureDelay,
 			TrackingType: newSession.Editor.TrackingType,
@@ -145,7 +139,7 @@ func (s *manager) CreateSession(ctx context.Context, args CreateSessionArguments
 	} else {
 		// Call this application again, but start it in the background as it's own process.
 		// This will allow the user to continue using the current terminal session.
-		logger.Printf("starting monitor process for session %s\n", newSession.FormattedID())
+		logger.Printf("starting monitor session for session %s with delay %v\n", newSession.FormattedID(), newSession.Editor.ProcessCaptureDelay)
 		cmd = exec.Command(os.Args[0], "monitor", fmt.Sprintf("%v", editor.ProcessCaptureDelay), newSession.Location, fmt.Sprintf("%v", newSession.PID), editor.TrackingType.String())
 		err = cmd.Start()
 		if err != nil {
diff --git a/internal/manager/cmd.monitor-session.go b/internal/manager/cmd.monitor-session.go
index 9e77905..f0efef3 100644
--- a/internal/manager/cmd.monitor-session.go
+++ b/internal/manager/cmd.monitor-session.go
@@ -29,20 +29,29 @@ type MonitorSessionArguments struct {
 
 func (s *manager) MonitorSession(ctx context.Context, args MonitorSessionArguments) error {
 	// delay the start of the monitoring
+	logger, err := logging.LoggerFromContext(ctx)
+	if err != nil {
+		return err
+	}
+
+	logger.Printf("delaying monitoring for %v\n", args.Delay)
 	time.Sleep(args.Delay)
 
-	handler := func() error {
-		session, err := s.GetSessionForPath(ctx, args.Location)
-		if err != nil {
-			return err
-		}
+	session, err := s.GetSessionForPath(ctx, args.Location)
+	if err != nil {
+		return err
+	}
+	logger.Printf("monitoring session: %s\n", session.ID)
 
-		logger, err := logging.LoggerFromContext(ctx)
-		if err != nil {
-			return err
-		}
+	logger = logger.ChildLogger(fmt.Sprintf("sess-%s", session.ID))
 
-		logger.Printf("cleaning up session: %s (directory no longer being accessed)\n", session.ID)
+	handler := func() error {
+		switch session.Editor.TrackingType {
+		case editors.TrackingTypeFileAccess:
+			logger.Printf("cleaning up session: %s (directory no longer being accessed)\n", session.ID)
+		case editors.TrackingTypeProcess:
+			logger.Printf("cleaning up session: %s (process no longer running)\n", session.ID)
+		}
 
 		err = s.removeSession(ctx, session.ID)
 		if err != nil {
@@ -54,8 +63,10 @@ func (s *manager) MonitorSession(ctx context.Context, args MonitorSessionArgumen
 
 	switch args.TrackingType {
 	case editors.TrackingTypeProcess:
+		logger.Printf("using tracking type: %v\n", editors.TrackingTypeProcess)
 		return s.monitorProcess(args.PID, handler)
 	case editors.TrackingTypeFileAccess:
+		logger.Printf("using tracking type: %v\n", editors.TrackingTypeFileAccess)
 		_, err := os.Stat(args.Location)
 		if err != nil {
 			return err