I'm not an expert but based on my personal knowledge. 

However, based on our conversation, this strategy might unnecessarily complicate things.As a 1099 contractor, can I deduct all upfront expenses for the STR upgrade, as I did with my San Diego property?

The fair market value does not play a role in cost segregation.

As far as Columbus goes, it's more of an appreciation play. 

I believe learning by educating yourself is the best base for achieving success.BRRRR Hard CopyBRRRR on Audible (1st and 2nd download w/ audible are free I believe)Good Luck!

Hey Everyone ,Am new to real estate wholesaling and i want to start in Nashville TN and am based in Egypt and I want to wholesale virtually in the US .

Hey @Spencer Shapiro, this is a hard one to reply to because a lot of this is based on folks personal thresholds around tolerance, uncomfortability, etc. 

Calculating the depreciation base, typically guided by a CPA, is the primary complexity.Except figuring out the depreciation base to use (what amount from the total acquisition cost goes for land and can’t be depreciated, and how much goes for the building/improvements to be used in the segregation and depreciation calculations, and even that should be an easy answer to figure out or get from your CPA), the rest is simple stuff your CPA will not know anyway (thus him sending you the “survey”) like, the sqft of the house, the length of the fence and if wood/iron/brick, how many ceiling fans in the house, how many cars garage, if carpet or tile in what room, etc.

It is honestly the playbook for the realities of real estate investing vs. what most expect based on what they read or are taught.

I’m also fine with breaking even as the STR is more of a tax play for me.