diff --git a/bundle/deploy/terraform/import.go b/bundle/deploy/terraform/import.go
index 7c1a681583..dfe60a5814 100644
--- a/bundle/deploy/terraform/import.go
+++ b/bundle/deploy/terraform/import.go
@@ -69,6 +69,11 @@ func (m *importResource) Apply(ctx context.Context, b *bundle.Bundle) diag.Diagn
 		// Remove output starting from Warning until end of output
 		output = output[:bytes.Index([]byte(output), []byte("Warning:"))]
 		cmdio.LogString(ctx, output)
+
+		if !cmdio.IsPromptSupported(ctx) {
+			return diag.Errorf("This bind operation requires user confirmation, but the current console does not support prompting. Please specify --auto-approve if you would like to skip prompts and proceed.")
+		}
+
 		ans, err := cmdio.AskYesOrNo(ctx, "Confirm import changes? Changes will be remotely applied only after running 'bundle deploy'.")
 		if err != nil {
 			return diag.FromErr(err)
diff --git a/cmd/root/progress_logger.go b/cmd/root/progress_logger.go
index c05ecb0437..7d6a1fa46d 100644
--- a/cmd/root/progress_logger.go
+++ b/cmd/root/progress_logger.go
@@ -29,6 +29,12 @@ func (f *progressLoggerFlag) resolveModeDefault(format flags.ProgressLogFormat)
 }
 
 func (f *progressLoggerFlag) initializeContext(ctx context.Context) (context.Context, error) {
+	// No need to initialize the logger if it's already set in the context. This
+	// happens in unit tests where the logger is setup as a fixture.
+	if _, ok := cmdio.FromContext(ctx); ok {
+		return ctx, nil
+	}
+
 	if f.log.level.String() != "disabled" && f.log.file.String() == "stderr" &&
 		f.ProgressLogFormat == flags.ModeInplace {
 		return nil, fmt.Errorf("inplace progress logging cannot be used when log-file is stderr")
diff --git a/internal/bundle/bind_resource_test.go b/internal/bundle/bind_resource_test.go
index d44ad2c316..2449c31f2c 100644
--- a/internal/bundle/bind_resource_test.go
+++ b/internal/bundle/bind_resource_test.go
@@ -11,6 +11,7 @@ import (
 	"github.com/databricks/databricks-sdk-go"
 	"github.com/databricks/databricks-sdk-go/service/jobs"
 	"github.com/google/uuid"
+	"github.com/stretchr/testify/assert"
 	"github.com/stretchr/testify/require"
 )
 
@@ -101,12 +102,15 @@ func TestAccAbortBind(t *testing.T) {
 		destroyBundle(t, ctx, bundleRoot)
 	})
 
+	// Bind should fail because prompting is not possible.
 	t.Setenv("BUNDLE_ROOT", bundleRoot)
+	t.Setenv("TERM", "dumb")
 	c := internal.NewCobraTestRunner(t, "bundle", "deployment", "bind", "foo", fmt.Sprint(jobId))
 
-	// Simulate user aborting the bind. This is done by not providing any input to the prompt in non-interactive mode.
+	// Expect error suggesting to use --auto-approve
 	_, _, err = c.Run()
-	require.ErrorContains(t, err, "failed to bind the resource")
+	assert.ErrorContains(t, err, "failed to bind the resource")
+	assert.ErrorContains(t, err, "This bind operation requires user confirmation, but the current console does not support prompting. Please specify --auto-approve if you would like to skip prompts and proceed")
 
 	err = deployBundle(t, ctx, bundleRoot)
 	require.NoError(t, err)