Generally you want to find properties SOLD (not just listed) in the same neighborhood or general area with similar features, sq footage and updates that you plan to do.

Should I first secure a pre approval for what I am qualified for or should I just continue looking at properties.

The big picture is this: Airbnb/VRBO/short-term rentals can continue mostly unabated.

I will let the tenants pay the debt, write off the interest, and continue to grow a larger portfolio!

You will need to confirm with local building dept if you will need continuous insulation. 1) remove siding and install sheathing with insulation adhered to it. 

Continued diligence and activism will be needed as what did pass is not perfect and may be revisited in the future, especially the potential permit limits.

Given this is continuously rented, so might be in better shape. 

Congrats, best of luck on your continued journey.

You have aggressively dropped down your student debt, I say continue the progress and pay it off for you can potentially buy a bigger home (4 fam) owner occupied once you are done.Or if you are comfortable with debt you can make a bigger return investing and that can help you pay down your debt. if you are I will get a owner occupied 2-4 family with a seller concession (depending how competitive your area is) for you won't have a high closing cost.

Granted, that house had some challenging features but we were surprised by the lack of traffic.