I learned a lot about managing an STR, specifically with revenue management and guest messaging.

Not really sure, What do they specifically afford please?

What about something like this: https://www.realtor.com/realestateandhomes-detail/1328-Ridge...?

Sent you a dm on details.  

If the goal is to become a full-time flipper/contractor, then doing tighter jobs can help build momentum for a business, that will pay dividends well beyond just the specific house, itself.  

If you're interested shoot me a DM and I will send you the details.

You and your legal, tax and financial advisors should review this transaction in greater detail, especially the PLRs, to ensure you understand the significant risks involved and are structuring the transaction as close as possible to the PLRs to mitigate some of the risks.

In digging into the details through public record searches I find out that he has had 3 evictions, several drug convictions, and a violent crime.

This is going to be specific to your contract.

I will send you a direct message with details.