You will need ADA hallways and bathrooms (generally 36 inch clearance for a wheelchair to do a 360 or more) You'll need the electrical to exceed code and add carbon monoxide and smoke detectors that are commercial flashers for hard of hearing and blind.

You need to invest in security measures: cameras, 6 outdoor motion lights, better locks, needs new flooring, roof is 30 years old.

Put up motion security lights.

I have found an off market deal and have been speaking with the owner about purchasing. We have agreed upon a price. The cashflow is ok, but it's in a market that I believe will appreciate more than usual in the next ...

If you did and it is open or on hold, you should talk to your attorney about possibly making a motion in the eviction case for the occupant to pay "use and occupancy". 

For example, are you going to remember come tax time which Home Depot charges were for personal or real estate agent (e.g. buying smoke detectors or fire extinshers as in my case) expenses?

After finding success from the first house hack, I decided I had gone through all the motions and was ready to rinse and repeat!

There has not been a single day missed between filings and motions on my side but tenants have the rights to keep objecting to any ruling from a judge. 

legal 2 family house but it has converted to a 3 family with separate utilities, egresses, smoke detectors, etc.

It's Important to consider plans B and/or C to set in motion, should things change that impede your ability to run an STR model.......