I don't do physical work on the property, but I do detailed design plans, and select and buy all the materials.

It's been working very well for us, so no plans on changing something that isn't broken.

I'll see what the outcome is and plan accordingly.

Property needs work, our plan would be to renovate with the funds returned after the financing.

I have to start somewhere, so my plan is to find first property within the next 3-4 months.   

In terms of mitigating your risk - particularly if you buy a condo - consider a newer building, steel or masonry construction, a unit on Floor 3 or above where Flood insurance wouldn't be necessary, larger buildings where costs are spread amongst more owners, and buildings with a financially healthy HOA (track record of good management, reserves in the budget to cover large capital expenditures, etc).

Plan on selling it once the 2 yrs hits to avoid capital gains.

Yes, I am planning to follow the rules for the STR loophole to go against my W-2 income.Has anyone performed a cost seg in this area?

Carrying out a comprehensive property analysis is key to pinpointing amenities that will draw in tenants and optimize rental revenue.Decide on your plan for house hacking- will you reside in one unit and lease out the other, or rent out both units and live elsewhere?

I'm pretty handy, I demolished the kitchen myself, put down flooring, and electrical wiring and all that.