I do a lot of business near the parks with STR and I know the HOA fees can make it really difficult to make the numbers work.

@Bill HaleyHad a meeting this past week with some individuals who raise some serious $ and discussing what works and does not work in an offering and one of the things these people were saying is real estate offerings using crypto and blockchain / tokenization is not attracting many HNW individuals.

If you have lived in the property for two out of the previous five years you could qualify for the 121 exclusion, where you get the first $250k ($500k if married) of the gain tax free.

I just don't want to go through the hassle of updating documents, filing a statement of info, etc.

Ask how they intend to pay for a year or two of rent.I ask for a statement of assets and discuss any red flags or ambiguities with them.

Being a savy investor requires more than buying a property at a good price.

Most serious and qualified tenants are searching on the major 3rd party platforms you mentioned + realtor.com, redfin, and a few others.Apartments.com & homes.com are owned by the same company and may offer some additional marketing options.Another strategy to consider here is social media - video marketing.

Guys, any sites or lists to find an SBA loan broker to help me with the possible purchase of a business?

It's a small city for sure.

I walked this property about a month ago when it was full of trash.