diff --git a/usb_serial/usb_serial.c b/usb_serial/usb_serial.c
index 56d69fe..fe8cb67 100644
--- a/usb_serial/usb_serial.c
+++ b/usb_serial/usb_serial.c
@@ -167,6 +167,10 @@ void USBSerial_HandleWaitingForCommandByte(uint8_t byte)
 	// Enter the bootloader. Wait a bit, then jump to the bootloader location.
 	case EnterBootloader:
 		SendByte(CommandReplyOK);
+		CDC_Device_Flush(&VirtualSerial_CDC_Interface);
+
+		// Insert a small delay to ensure that it arrives before rebooting.
+		_delay_ms(1000);
 
 		// Done with the USB interface -- the bootloader will re-initialize it.
 		USB_Disable();