Replying to Pivot Question

I know, go to the shop.

So this year I dropped down a boot size for better performance and it upped my din to 8.5 from 7. Obviously I could take to the shop but just wondering if I'm being paranoid or something. I have 3 days on the skis and no issues with prereleases, but I haven't fallen either. So my issue:

I noticed my left boot is nearly impossible to click in (90% of the time I can't click in without pulling the dildo up with my hand). The right one is definitely tougher than last year but clicks in just fine most times. Is it possible the forward pressure is too high? The angled parts of the pivots seem to cut into the heel of my boot but they also did that on previous boots too. Or am I just less coordinated with my left foot which combined with a higher din, makes it more difficult to step into the binding? It's not really an issue now but I worry more so about if I lose my skis and have to clip in on a steep run of fresh snow (already challenging for most with pivots).