diff --git a/libs/cmdio/logger.go b/libs/cmdio/logger.go
index 00755b78..8904ddd7 100644
--- a/libs/cmdio/logger.go
+++ b/libs/cmdio/logger.go
@@ -4,6 +4,7 @@ import (
 	"bufio"
 	"context"
 	"encoding/json"
+	"fmt"
 	"io"
 	"os"
 
@@ -72,6 +73,10 @@ func Ask(ctx context.Context, question string) (bool, error) {
 }
 
 func (l *Logger) Ask(question string) (bool, error) {
+	if l.Mode == flags.ModeJson {
+		return false, fmt.Errorf("question prompts are not supported in json mode")
+	}
+
 	l.Writer.Write([]byte(question))
 	ans, err := l.Reader.ReadString('\n')
 
diff --git a/libs/cmdio/logger_test.go b/libs/cmdio/logger_test.go
new file mode 100644
index 00000000..cdf8087d
--- /dev/null
+++ b/libs/cmdio/logger_test.go
@@ -0,0 +1,14 @@
+package cmdio
+
+import (
+	"testing"
+
+	"github.com/databricks/bricks/libs/flags"
+	"github.com/stretchr/testify/assert"
+)
+
+func TestAskFailedInJsonMode(t *testing.T) {
+	l := NewLogger(flags.ModeJson)
+	_, err := l.Ask("What is your spirit animal?")
+	assert.ErrorContains(t, err, "question prompts are not supported in json mode")
+}