One thing people haven't mentioned is look for your own ad on the key rental syndicated sites and see if it presents well. 

Without factoring in tax benefits and principal pay down, you're $1800 ahead of the game by house hacking.

I think tracking productivity will be tough unless you have someone on site that is checking their work at the end of the day and documenting their progress. 

Should I re evaluate what strategy I should use and maybe look further out in places such as Rochester and BRRR properties out thereHey @Jared Leggett, I know I'm jumping in here late in the game, and I have to admit that I haven't read all the many comments you've gotten, but I wanted to provide what I imagine and glean is a contrary view.It is easy to dunk on NYC for young investors starting out, but if you are a first time homebuyer you can buy a $1M property with $35k down (+ closing costs which can be avoided with seller's concessions).

To me it’s a challenging game, an intricate puzzle where if you learn how to play you get great results.

I mainly want a site that offers advertising the property, online payment options, maintenance requests & at least a basic accounting aspect.Thank you in advance!

It’s awesome that you’re looking to ramp up your BRRRR game!

Their customer support is terrible and some of their software, but they have about 8x the site traffic in general than Airbnb and VRBO combined, surprisingly.  

I'm pretty new to the game and would love to get some advice from more experienced investors here!

These things need so much power that unless the site has access to major grid access point you're wasting your time.