Unable to ratchet the straps anymore, but I tried it again and it was due to the heelcup not set right so it's not a issue anymore
Ah, that makes sense. When set up properly you should generally need more
ladder strap (i.e., be less likely to bottom out) when going capstrap style than over the top - simple geometry. However, seeing that your boots were way too far back in the bindings, I can see how that could have been an issue for you initually.