I know that I'm not good at being the "bad guy," confronting people about their obligations, demanding payment, kicking people out, etc.

We got him on multiple footage, one footage where he's even confronted about it.

This way I am not confronting that person and making them feel worse, about a bad situation.

In particular, buyers are confronting an incredibly low inventory of homes for sales, which is leading to a frenzied environment of multiple bids, price escalation clauses and inspection waivers.

My biggest problem is my ADHD kicking into high gear when confronted with vast unknowns (probably overthinking) due to the opinions of others around me who haven't touched real estate in their lives.

I'm not entirely sure if this strategy works but I would try mitigation before going all-in with confrontation (use force against force).

If I were to purchase with cash and flip, how does the potential purchaser gets title insurance or is he confronted with the same problem?

@Mike Riordan I have found that with difficult situations 90% of the time being professional but somewhat firm and confrontational is the only way to go.

It's a limiting belief to confront and get over, thinking that real estate investors are somehow different from non-real estate investors.

No reason to confront him in a rude tone and make the poor guy park elsewhere.