After she gave me the numbers, I calculated the rehab to be around $16,000 which I was fine with.I saw on the app we use to track expenses that there were small charges for the rehab which I was fine with.

The rent from the other units will allow your to purchase a more expensive property than you could on your own, which could help you build the value of your portfolio (and equity) faster. 

However, if you are profiting over 6 figures, the property might be too expensive to live in order to truly house hack.

I want the cash flow to cover any expenses the property may have.With my next property I am trying to figure out what state/town to go to.

., or Boston, Philadelphia offers relatively affordable rent, or section 8 tenants, especially those who are relocating from more expensive areas. 

It's not an expensive upgrade. 

Once converted to a rental, repairs and improvements may qualify as deductible expenses, but pre-conversion repairs typically do not.

My total expense ratio on each property I own ranges anywhere from 40%-50% annually, but I also self-manage and am not a slumlord (I am pro-active with maintenance, not reactive).

I THINK you could probably just expense your deductible if insurance didn’t cover 100%.

Lowering your standards invites expensive evictions and repairs.