diff --git a/trainings/clone.go b/trainings/clone.go
index 213debd..bfcaf02 100644
--- a/trainings/clone.go
+++ b/trainings/clone.go
@@ -30,7 +30,7 @@ func (h *Handlers) Clone(ctx context.Context, executionID string) error {
 		"err":  err,
 	}).Debug("Received exercise from server")
 
-	if err := h.startTraining(ctx, resp.TrainingName); err != nil {
+	if _, err := h.startTraining(ctx, resp.TrainingName, false); err != nil {
 		return err
 	}
 
diff --git a/trainings/config/training.go b/trainings/config/training.go
index 97a4b2a..f47659d 100644
--- a/trainings/config/training.go
+++ b/trainings/config/training.go
@@ -62,5 +62,5 @@ func (c Config) FindTrainingRoot() (string, error) {
 		previousDir = dir
 	}
 
-	return "", TrainingRootNotFoundError
+	return "", errors.WithStack(TrainingRootNotFoundError)
 }
diff --git a/trainings/init.go b/trainings/init.go
index dd8c0c9..2402894 100644
--- a/trainings/init.go
+++ b/trainings/init.go
@@ -6,6 +6,7 @@ import (
 	"os"
 	"os/exec"
 	"path"
+	"path/filepath"
 	"strings"
 
 	"github.com/ThreeDotsLabs/cli/internal"
@@ -23,7 +24,8 @@ func (h *Handlers) Init(ctx context.Context, trainingName string) error {
 		"training_name": trainingName,
 	}).Debug("Starting training")
 
-	if err := h.startTraining(ctx, trainingName); errors.Is(err, ErrInterrupted) {
+	trainingRoot, err := h.startTraining(ctx, trainingName, true)
+	if errors.Is(err, ErrInterrupted) {
 		fmt.Println("Interrupted")
 		return nil
 	} else if err != nil {
@@ -31,18 +33,47 @@ func (h *Handlers) Init(ctx context.Context, trainingName string) error {
 	}
 
 	// todo - handle situation when training was started but something failed here and someone is starting excersise again (because he have no local files)
-	_, err := h.nextExercise(ctx, "")
+	_, err = h.nextExercise(ctx, "", trainingRoot)
 	if err != nil {
 		return err
 	}
 
-	fmt.Println("To see exercise content, please go back to " + color.CyanString(internal.WebsiteAddress))
+	if !isInTrainingRoot(trainingRoot) {
+		fmt.Println("\nNow run " + color.CyanString("cd "+trainingName+"/") + " to enter the training workspace")
+	}
+
 	return nil
 }
 
+func isInTrainingRoot(trainingRoot string) bool {
+	pwd, err := os.Getwd()
+	if err != nil {
+		logrus.WithError(err).Warn("Can't get current working directory")
+		return false
+	}
+
+	absPwd, err := filepath.Abs(pwd)
+	if err != nil {
+		logrus.WithError(err).Warn("Can't get absolute path of current working directory")
+		return false
+	}
+
+	absTrainingRoot, err := filepath.Abs(trainingRoot)
+	if err != nil {
+		logrus.WithError(err).Warn("Can't get absolute path of training root")
+		return false
+	}
+
+	return absPwd == absTrainingRoot
+}
+
 var ErrInterrupted = errors.New("interrupted")
 
-func (h *Handlers) startTraining(ctx context.Context, trainingName string) error {
+func (h *Handlers) startTraining(
+	ctx context.Context,
+	trainingName string,
+	addTrainingNameToDir bool,
+) (string, error) {
 	var trainingRoot string
 
 	alreadyExistingTrainingRoot, err := h.config.FindTrainingRoot()
@@ -50,19 +81,24 @@ func (h *Handlers) startTraining(ctx context.Context, trainingName string) error
 		fmt.Println(color.BlueString("Training was already initialised. Training root:" + alreadyExistingTrainingRoot))
 		trainingRoot = alreadyExistingTrainingRoot
 	} else if !errors.Is(err, config.TrainingRootNotFoundError) {
-		return errors.Wrap(err, "can't check if training root exists")
+		return "", errors.Wrap(err, "can't check if training root exists")
 	} else {
-		if err := h.showTrainingStartPrompt(); err != nil {
-			return err
-		}
-
 		wd, err := os.Getwd()
 		if err != nil {
-			return errors.WithStack(err)
+			return "", errors.WithStack(err)
+		}
+
+		if addTrainingNameToDir {
+			trainingRoot = path.Join(wd, trainingName)
+		} else {
+			trainingRoot = wd
+		}
+
+		if err := h.showTrainingStartPrompt(trainingRoot); err != nil {
+			return "", err
 		}
 
 		// we will create training root in current working directory
-		trainingRoot = wd
 		logrus.Debug("No training root yet")
 	}
 
@@ -71,13 +107,18 @@ func (h *Handlers) startTraining(ctx context.Context, trainingName string) error
 	if alreadyExistingTrainingRoot != "" {
 		cfg := h.config.TrainingConfig(trainingRootFs)
 		if cfg.TrainingName != trainingName {
-			return fmt.Errorf(
+			return "", fmt.Errorf(
 				"training %s was already started in this directory, please go to other directory and run `tdl training init`",
 				cfg.TrainingName,
 			)
 		}
 	} else {
-		err = createGoWorkspace(trainingRoot)
+		err := os.MkdirAll(trainingRoot, 0755)
+		if err != nil {
+			return "", errors.Wrap(err, "can't create training root dir")
+		}
+
+		err = createGoWorkspace(trainingRoot, trainingName)
 		if err != nil {
 			logrus.WithError(err).Warn("Could not create go workspace")
 		}
@@ -91,18 +132,18 @@ func (h *Handlers) startTraining(ctx context.Context, trainingName string) error
 		},
 	)
 	if err != nil {
-		return errors.Wrap(err, "start training gRPC call failed")
+		return "", errors.Wrap(err, "start training gRPC call failed")
 	}
 
 	if err := h.config.WriteTrainingConfig(config.TrainingConfig{TrainingName: trainingName}, trainingRootFs); err != nil {
-		return errors.Wrap(err, "can't write training config")
+		return "", errors.Wrap(err, "can't write training config")
 	}
 
 	if err := writeGitignore(trainingRootFs); err != nil {
-		return err
+		return "", err
 	}
 
-	return nil
+	return trainingRoot, nil
 }
 
 var gitignore = strings.Join(
@@ -129,14 +170,19 @@ func writeGitignore(trainingRootFs *afero.BasePathFs) error {
 	return nil
 }
 
-func createGoWorkspace(trainingRoot string) error {
+func createGoWorkspace(trainingRoot, trainingName string) error {
 	cmd := exec.Command("go", "work", "init")
 	cmd.Dir = trainingRoot
 
-	printlnCommand(".", "go work init")
+	printlnCommand(trainingRoot, "go work init")
 
-	if err := cmd.Run(); err != nil {
-		return errors.Wrap(err, "can't run go work init")
+	out, err := cmd.CombinedOutput()
+	if strings.Contains(string(out), "already exists") {
+		logrus.Debug("go.work already exists")
+		return nil
+	}
+	if err != nil {
+		return errors.Wrapf(err, "can't run go work init: %s", string(out))
 	}
 
 	return nil
@@ -155,7 +201,7 @@ func addModuleToWorkspace(trainingRoot string, modulePath string) error {
 	cmd := exec.Command("go", "work", "use", modulePath)
 	cmd.Dir = trainingRoot
 
-	printlnCommand(".", fmt.Sprintf("go work use %v", modulePath))
+	printlnCommand(trainingRoot, fmt.Sprintf("go work use %v", modulePath))
 
 	if err := cmd.Run(); err != nil {
 		return errors.Wrap(err, "can't run go work use")
@@ -164,15 +210,10 @@ func addModuleToWorkspace(trainingRoot string, modulePath string) error {
 	return nil
 }
 
-func (h *Handlers) showTrainingStartPrompt() error {
-	pwd, err := os.Getwd()
-	if err != nil {
-		return errors.Wrap(err, "can't get wd")
-	}
-
+func (h *Handlers) showTrainingStartPrompt(trainingDir string) error {
 	fmt.Printf(
 		"This command will clone training source code to %s directory.\n",
-		pwd,
+		trainingDir,
 	)
 
 	if !internal.ConfirmPromptDefaultYes("continue") {
diff --git a/trainings/next.go b/trainings/next.go
index 4f0692c..cce454a 100644
--- a/trainings/next.go
+++ b/trainings/next.go
@@ -11,14 +11,9 @@ import (
 	"github.com/spf13/afero"
 )
 
-func (h *Handlers) nextExercise(ctx context.Context, currentExerciseID string) (finished bool, err error) {
+func (h *Handlers) nextExercise(ctx context.Context, currentExerciseID string, trainingRoot string) (finished bool, err error) {
 	h.solutionHintDisplayed = false
 
-	trainingRoot, err := h.config.FindTrainingRoot()
-	if err != nil {
-		return false, err
-	}
-
 	// We should never trust the remote server.
 	// Writing files based on external name is a vector for Path Traversal attack.
 	// For more info please check: https://owasp.org/www-community/attacks/Path_Traversal
diff --git a/trainings/reset.go b/trainings/reset.go
index c30cd1d..15e23ac 100644
--- a/trainings/reset.go
+++ b/trainings/reset.go
@@ -5,7 +5,12 @@ import (
 )
 
 func (h *Handlers) Reset(ctx context.Context) error {
-	_, err := h.nextExercise(ctx, "")
+	trainingRoot, err := h.config.FindTrainingRoot()
+	if err != nil {
+		return err
+	}
+
+	_, err = h.nextExercise(ctx, "", trainingRoot)
 	if err != nil {
 		return err
 	}
diff --git a/trainings/run.go b/trainings/run.go
index 0fd39eb..512a3df 100644
--- a/trainings/run.go
+++ b/trainings/run.go
@@ -62,7 +62,12 @@ func (h *Handlers) detachedRun(ctx context.Context, trainingRootFs *afero.BasePa
 		os.Exit(0)
 	}
 
-	finished, err := h.nextExercise(ctx, h.config.ExerciseConfig(trainingRootFs).ExerciseID)
+	trainingRoot, err := h.config.FindTrainingRoot()
+	if err != nil {
+		return err
+	}
+
+	finished, err := h.nextExercise(ctx, h.config.ExerciseConfig(trainingRootFs).ExerciseID, trainingRoot)
 	if err != nil {
 		return err
 	}
@@ -122,7 +127,12 @@ func (h *Handlers) interactiveRun(ctx context.Context, trainingRootFs *afero.Bas
 			continue
 		}
 
-		finished, err := h.nextExercise(ctx, h.config.ExerciseConfig(trainingRootFs).ExerciseID)
+		trainingRoot, err := h.config.FindTrainingRoot()
+		if err != nil {
+			return err
+		}
+
+		finished, err := h.nextExercise(ctx, h.config.ExerciseConfig(trainingRootFs).ExerciseID, trainingRoot)
 		if err != nil {
 			return err
 		}
@@ -154,7 +164,12 @@ func (h *Handlers) run(ctx context.Context, trainingRootFs *afero.BasePathFs) (b
 			os.Exit(0)
 		}
 
-		_, err = h.nextExercise(ctx, "")
+		trainingRoot, err := h.config.FindTrainingRoot()
+		if err != nil {
+			return false, err
+		}
+
+		_, err = h.nextExercise(ctx, "", trainingRoot)
 		return true, err
 	}
 
@@ -271,7 +286,23 @@ func printCommand(root string, command string) {
 }
 
 func printlnCommand(root string, command string) {
-	printCommand(root, command+"\n")
+	pwd, err := os.Getwd()
+	if err != nil {
+		fmt.Println("Error getting current directory:", err)
+		return
+	}
+
+	relPath, err := filepath.Rel(pwd, root)
+	if err != nil {
+		fmt.Println("Error getting relative path:", err)
+		return
+	}
+
+	if relPath != "." && relPath != "" {
+		relPath = "./" + relPath
+	}
+
+	printCommand(relPath, command+"\n")
 }
 
 func (h *Handlers) generateRunTerminalPath(trainingRootFs *afero.BasePathFs) string {