Yes. I didn’t move the clubs into the other bag the night before and with a 6 am departure for the tee time it didn’t happen….By poor bag management I assume you mean you forgot to move your clubs from your carry bag to your cart bag like I sometimes do?
I've been looking a bit at the Motocaddy locking system, and may do some experimentation once I receive the cart. I could be wrong, but I suspect I can replicate the mounting pins on the bottom of the bag to fit into bottom bracket of the cart. I can definitely see some experimentation in my future.