Valued at 275k (FHA loan with PMI fixed in).Do I attempt to pay this down to have the property cash flow?

I will certainly first attempt Seller Financing/Seller Building, but am uncertain about backing my downpayment with so many different types of lending. 

Not to say someone couldn’t make them work, I just see a lot of people going that route with limited knowledge before attempting it.

When I first purchased the home I attempted to put insurance on the property but the agent came back saying I needed to address a few windows needless to say I didn’t bc I thought I’d get that done during the rehab but the rehab took much longer than I thought now I am trying to get insurance and I think I’m getting told the property is uninsurable because I never had it insured under my name any ideas on what I can do to get around this issue?

As a sidenote, I am curious to see how short term rentals change moving forward (specifically post-covid) as more cities begin levying new taxes on STR owners in an attempt to increase local hotel revenues.

We had an attempt.. we got an e mail from a Vendor that was fake saying they changed bank accounts and please send funds to our new account.. any one who changes accounts is a HUGE red flag..  

This is more people than I would prefer but I would rather not attempt to evict them as I imagine it would be rather difficult with her being a new mother and coronavirus going on.

This will show that you made an attempt to collect rent.* Assuming they say the cannot pay rent because of loss of income you can ask them if they have sought out any rental payment assistance programs to help them cover the rent.

It seems that estimating rental income requires time and effort, which is not scalable when looking and assessing as many as 10+ properties each day.I tried Rentometer.com but had many attempts resulting in missing data when I knew for a fact that the data exists publicly.Are there truly no scalable solutions out there?

The tenants have, according to them, purchased a special collar to attempt to quell the barking but that does not seem to be helping.