We've talked to a lender and I am currently qualified for 190k, 3.5% down FHA loan.

I don't qualify as a real estate professional. 

I could very easily hit the threshold for a month in one weekend without a qualified applicant and no way to proceed in sending out these forms for a signature. 

She qualified with her dad so she could qualify for a bigger mortgage, so she cannot afford the monthly payment by herself.

Was it easier to qualify based on the property’s cash flow?

Or do their job and come up with a new strategy to get qualified tenants in.I know quite a few people in the property mgmt, and there are certainly some great ones, but also ALOT of lazy ones, just like in many different service industries. particularly with larger companies with lots of employees

This building should fall under that, but since the upstairs apartment is gutted, would this property still qualify? 

Some lenders will ask for a qualifying event like a marriage, divorce, or move to another location.

In that case you could live in one (assuming you qualify of course) using owner occupied financing on that particular property and investment financing on the other three. 

But we won’t qualify for a primary residence refi anymore, and I’ll need more equity to refinance as an investment property.Future investment goals: I want to own rental properties in the future, but I’m not sure if holding on to this one (which we already have) is the right move, or if it makes more sense to sell and build up savings for a better investment down the line.I’d really appreciate any advice on what I might be overlooking here.