The bottom floor is approved for commercial business and has the main vault, some marble flooring, and a back room office and restroom.

I just bought all the drywall, cement board, and a 3/4 full thing of red guard water proofing that I need for my entire bathroom remodel for no joke $110, that would have cost me $400+ at the store but someone else who already finished their bathroom just had a ton left over.

Just a year and a half ago, I wholesaled the house directly across the street from this property, making this deal even more meaningful.

And a business license is nothing and not required in almost all instances other than where you might be domiciled.  

I currently have a 5 unit 3 of the 5 units recently completely renovated and demo is almost complete on the other 2), a duplex, and a single family home (our house, future investment home though).  

It also sits on 2 acres with separate buildings for animals and a nice storage shed.

I would make one distinction and that’s between an expense and a capital improvement. 

Selling individually, i would get the most profit but it is 4 times the closing fees and a longer process. 

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.

He's got a boat and a nice house but it's likely all protected under some corporate structure.