diff --git a/pkg/cmd/cmd.go b/pkg/cmd/cmd.go
index 7cae32f..3f303ab 100644
--- a/pkg/cmd/cmd.go
+++ b/pkg/cmd/cmd.go
@@ -14,11 +14,24 @@ import (
 )
 
 const (
-	defaultReadTimeout = 10 * time.Second
+	defaultReadTimeout  = 10 * time.Second
+	maxRepeatedQuestion = 2
 )
 
 var ErrNotFoundAnswer = errors.New("not found answer")
 
+type QuestionExceptionRepeated struct {
+	RepeatedQuestionCount int
+}
+
+func (e *QuestionExceptionRepeated) Error() string {
+	return fmt.Sprintf("repeated question count=%d", e.RepeatedQuestionCount)
+}
+
+func ThrowQuestionExceptionRepeated(repeatedQuestionCount int) error {
+	return &QuestionExceptionRepeated{RepeatedQuestionCount: repeatedQuestionCount}
+}
+
 type Res struct {
 	output []byte
 	error  []byte
@@ -84,7 +97,7 @@ type Cmd interface {
 	// to call if matched.
 	GetExprCallback() ([]string, map[string]string)
 	// QuestionHandler is called when question is matched.
-	QuestionHandler(question []byte) ([]byte, error)
+	QuestionHandler(question []byte, attempt int) ([]byte, error)
 	// GetQuestionExprs returns list of possible questions.
 	GetQuestionExprs() []expr.Expr
 	// ErrorHandler is called when where is an error found in output.
@@ -142,7 +155,7 @@ func (m CmdImpl) GetExprCallback() ([]string, map[string]string) {
 	return res, exprToCB
 }
 
-func (m CmdImpl) QuestionHandler(question []byte) ([]byte, error) {
+func (m CmdImpl) QuestionHandler(question []byte, attempt int) ([]byte, error) {
 	for _, cmdAnswer := range m.questionAnswers {
 		ans, ok, err := cmdAnswer.Match(question)
 		if err != nil {
@@ -151,6 +164,9 @@ func (m CmdImpl) QuestionHandler(question []byte) ([]byte, error) {
 		if !ok {
 			continue
 		}
+		if attempt > cmdAnswer.maxAttempts {
+			return nil, ThrowQuestionExceptionRepeated(attempt)
+		}
 		if !cmdAnswer.notSendNL {
 			ans = append(ans, []byte("\n")...)
 		}
@@ -226,9 +242,10 @@ func WithForwarding(forward bool) CmdOption {
 }
 
 type Answer struct {
-	question  string
-	answer    string
-	notSendNL bool
+	question    string
+	answer      string
+	notSendNL   bool
+	maxAttempts int
 }
 
 func (m Answer) Match(question []byte) ([]byte, bool, error) {
@@ -266,11 +283,15 @@ func (m Answer) GetExpr() expr.Expr {
 }
 
 func NewAnswer(question, answer string, notSendNL bool) Answer {
-	return Answer{question: question, answer: answer, notSendNL: notSendNL}
+	return Answer{question: question, answer: answer, notSendNL: notSendNL, maxAttempts: maxRepeatedQuestion}
 }
 
 func NewAnswerWithNL(question, answer string) Answer {
-	return Answer{question: question, answer: answer, notSendNL: false}
+	return Answer{question: question, answer: answer, notSendNL: false, maxAttempts: maxRepeatedQuestion}
+}
+
+func NewAnswerWithNLMaxAttempts(question, answer string, maxAttempts int) Answer {
+	return Answer{question: question, answer: answer, notSendNL: false, maxAttempts: maxAttempts}
 }
 
 func WithExprCallback(exprCallbacks ...ExprCallback) CmdOption {
diff --git a/pkg/device/errors.go b/pkg/device/errors.go
index 29946ce..d506d48 100644
--- a/pkg/device/errors.go
+++ b/pkg/device/errors.go
@@ -57,16 +57,3 @@ func (e *QuestionException) Error() string {
 func ThrowQuestionException(question []byte) error {
 	return &QuestionException{Question: question}
 }
-
-type QuestionExceptionRepeated struct {
-	Question              []byte
-	RepeatedQuestionCount int
-}
-
-func (e *QuestionExceptionRepeated) Error() string {
-	return fmt.Sprintf("repeated question: %s, repeated question count: %d", e.Question, e.RepeatedQuestionCount)
-}
-
-func ThrowQuestionExceptionRepeated(question []byte, repeatedQuestionCount int) error {
-	return &QuestionExceptionRepeated{Question: question, RepeatedQuestionCount: repeatedQuestionCount}
-}
diff --git a/pkg/device/genericcli/genericcli.go b/pkg/device/genericcli/genericcli.go
index 4ec016b..cbd6c64 100644
--- a/pkg/device/genericcli/genericcli.go
+++ b/pkg/device/genericcli/genericcli.go
@@ -26,7 +26,6 @@ var ErrorCLILogin = errors.New("CLI login is not supported")
 
 const AnyNLPattern = `(\r\n|\n)`
 const DefaultCLIConnectTimeout = 15 * time.Second
-const maxRepeatedQuestion = 2
 
 const (
 	promptExprName    = "prompt"
@@ -725,11 +724,8 @@ func GenericExecute(command cmd.Cmd, connector streamer.Connector, cli GenericCL
 				repeatedQuestionCount = 1
 				lastQuestion = question
 			}
-			if repeatedQuestionCount > maxRepeatedQuestion {
-				return nil, device.ThrowQuestionExceptionRepeated(question, repeatedQuestionCount)
-			}
 			logger.Debug("QuestionHandler question", zap.ByteString("question", question))
-			answer, err := command.QuestionHandler(question)
+			answer, err := command.QuestionHandler(question, repeatedQuestionCount)
 			if err != nil {
 				if errors.Is(err, cmd.ErrNotFoundAnswer) {
 					return nil, device.ThrowQuestionException(question)
diff --git a/pkg/device/genericcli/gop3_repeated_question_test.go b/pkg/device/genericcli/gop3_repeated_question_test.go
index 205f8ed..e40ad87 100644
--- a/pkg/device/genericcli/gop3_repeated_question_test.go
+++ b/pkg/device/genericcli/gop3_repeated_question_test.go
@@ -48,10 +48,52 @@ func TestRepeatedQuestionAborts(t *testing.T) {
 	require.NoError(t, err)
 	require.NoError(t, serverErr)
 	require.Error(t, resErr)
-	var qErr *device.QuestionExceptionRepeated
+	var qErr *cmd.QuestionExceptionRepeated
 	require.ErrorAs(t, resErr, &qErr)
 }
 
+func TestRepeatedQuestionCustomAttempts(t *testing.T) {
+	logger := zap.Must(zap.NewDevelopmentConfig().Build())
+
+	dialog := [][]gmock.Action{
+		{
+			gmock.Send("<device>"),
+			gmock.Expect("enable\n"),
+			gmock.SendEcho("enable\r\n"),
+			gmock.Send("Password:"),
+			gmock.Expect("mypass\n"),
+			gmock.Send("Error: Incorrect password.\r\nPassword:"),
+			gmock.Expect("mypass\n"),
+			gmock.Send("Error: Incorrect password.\r\nPassword:"),
+			gmock.Expect("mypass\n"),
+			gmock.Send("Error: Incorrect password.\r\nPassword:"),
+			gmock.Expect("mypass\n"),
+			gmock.Send("Error: Incorrect password.\r\n<device>"),
+			gmock.Close(),
+		},
+	}
+
+	actions := gmock.ConcatMultipleSlices(dialog)
+	cmds := []cmd.Cmd{
+		cmd.NewCmd("enable", cmd.WithAddAnswers(
+			cmd.NewAnswerWithNLMaxAttempts("Password:", "mypass", 100),
+		)),
+	}
+
+	cm, resErr, serverErr, err := gmock.RunCmd(func(connector streamer.Connector) device.Device {
+		dev := newDevice(fullQuestion, connector, logger)
+		return &dev
+	}, actions, cmds, logger)
+
+	require.NoError(t, err)
+	require.NoError(t, serverErr)
+	require.NoError(t, resErr)
+	require.Len(t, cm, 1)
+	require.Empty(t, cm[0].Output())
+	require.Equal(t, "Error: Incorrect password.", string(cm[0].Error()))
+	require.Equal(t, 1, cm[0].Status())
+}
+
 func TestDifferentQuestionsDoNotTriggerLimit(t *testing.T) {
 	logger := zap.Must(zap.NewDevelopmentConfig().Build())