Very strange hearing such stories. I remember a company I worked for went through a YC interview. We were rejected with "we are not sure you can deliver". At that point, we had built 2 mobile apps, a big customer wesbite, rich portals for partners, contractors and admins, had thousands of customers, were almost profitable. Our CEO had a history of delivering in that he sold his previous startup. I must sound bitter,…
I could be wrong here, but it sounds like you would have been further along than anyone I met in the batch. The majority of folks I spent time with were starting from scratch.
Now that I think about it, you mentioned you had a laugh together.
Like with everything in life, there's probably a big subconcious bias towards people you like that extends to products they build.