I think all of the capital improvements you made will increase your basis too, but make sure to confirm with a tax professional on that.The longer you hold out, the worse it gets. 

The estoppel is a form filled out by the tenant, then confirmed by the Landlord, and then accepted by the Buyer.

John is right about the enemy method, its the only accurate way to estimate revenue.The blanket estimated revenue amounts on analysis websites like AirDNA can be a decent baseline, but generally include too big a pool of properties to give a very precise estimate.The way I use the enemy method: Sign up for a pricing software that has market analysis (I use PriceLabs but most of the pricing softwares have this feature).

As a realtor, PM, and investor in WV, I can confirm there is money to be made here.

I found my insurance broker, Steadily, through a BP podcast ad, I found Baselane to use for banking through a forums ad, I found RentRedi which I've used as my PM software for years as a sponsored post.

We didn't build some sexy software application in silicon valley.

Not sure what state you intend to get licensed in to start, but before you get too far along I would check with the Real Estate Commission to confirm that your end-game (AI decisions only, no human broker in the loop) will pass their muster.

As a PM and a fiduciary to my clients I use a more complex software than most self managers use and also employ a live revenue manager to scan my local area. 

It looks like a great software and a few cool bonuses, but who know if it actually works.

However, you are limited as to what you can do compared to the software option.I personally have not used either on a Mac so I can't help you there.