I’m purchasing a short sale as my primary home, but that can take an indefinite amount of time to close.

There is still a possibility you could work from home indefinitely, and therefore might be able to continue living where you are.

Seeing that Washington D.C. is crazy expensive and that my job seems it will be remote indefinitely my new plan is to move back in with my parents after my lease ends in July, save as much money from my job as possible until I can put a down payment on a house hack on a nice place in my low cost of living home state of Florida.It's a nice plan right?

If you use the personal car, make sure to keep a detailed record so that CPA can prorate the expenses between personal and business.

I have steered away from CHFA for down payment assistance (DPA) as I understand this would indefinitely limit rental income for an investor. 

Hello everyone, this is my first post, here goes nothing.My wife and I are currently residents, and will be training for the foreseeable next few years (so…not making that much $).Our long term goal is to be generally hands off, and to buy and hold SFHs indefinitely for cash flow and equity (so, ideally reputable turnkey companies Any recommendations on reading/education material to get more familiarized with topics concerning real estate investment and management.

All indefinitely deferred tax including gain and depreciation recapture  is used to purchase more investment property 

An NOL generated after December 31, 2017, can be carried forward to other tax years indefinitely. 

First, if you are going to refi your current house, make it a rental, and purchase a new home to live in, definitely do that while you're still on a W2 salary because you're right in thinking that banks will make it much more difficult when you become self-employed at first.  

And for the purposes of this example, that's enough for me to pay the expenses on two cabins indefinitely, assuming zero income.