The rental boots were so bloody uncomfortable and ill-fitting that I don't ever want to see them again, yet alone put my precious tootsies inside. I have bruises on my shins from them.
So after busting out of the Oaks tournament, I remembered that there was a ski shop next door to where the pickup point was on Saturday, so I went by to see what they had and how much a decent pair of boots would cost. When I got there, I discovered one of the employees was spending a lot of time with a female customer, discussing what the best boot might be for her difficult-to-fit feet and legs, explaining what they were looking for in a fit, how they might alter a boot if it turned out to be close but not quite right, etc. In short, they sounded like they really knew what they were doing.
I got the exact same level of service, and about an hour later (yes, it took that long!) I left with a new pair of boots, plus insoles to correct for the stock boots being not-quite-right.
I guess I've committed myself to doing this at least a few more times.