Bummer. Holes Too Small
Here's another all too-familiar story. The big, honking pin needs to go into that little tiny plated-through hole. I don't think it's going to work. It looks like there's excess solder in the hole, but even still, it wouldn't be big enough diameter for that large lead if it were completely solder-free.
I guess this was either a custom made footprint or an existing library part that had all the spacing right, but was built for a different lead diameter. It's also possible that the originally spec'd part fit, but someone, someplace before it got here, made a sub and didn't check the fit.
The moral of the story: Unless you are absolutely, positively, redundantly sure, check the fit.
I've heard Morels taste good, but they look weird, so I don't eat them.