I think you have the basics of meeting partners and people to work with in your local market and seem to be well on the way with two deals going already so big congrats there!

There’s a strong demand from investors who specifically seek Section 8 properties for their reliability, so it can make the listing more attractive to the right audience.That said, managing Section 8 properties isn’t completely hands-off.

If a DSCR then questions are prepayment penalties and other terms of the loan so you understand what you are getting into. 

You're asking the $1,000,000,000,000 question - there's no right answer, but there's only the right answer for *you* because its so subjective. 

So, again, why wouldn't the landlord want additional coverage from the tenant's policy?

if it’s illegal today, I don’t want inspector to show up and have more problemsI read about houses build before 1957 so if in current condition I would go to the city to get permitted, would 7ft ceiling still be a problem?

Republicans blocked it passing last year so they didn’t give democrats a win before the election.

You will also discover the warranties don't cover as much as you think, and claims are often denied.Home warranties are so bad that most professional property managers will not manage a property with one in place.

I’m open to paying the $20K to bring the mortgage current, but I want to ensure my position is protected.If the deal falls through, how can I secure my $20K so I’m not left out of pocket?

Now that same house you could have purchased for say $300K is now $325K+.So if you would have purchased that same home at a higher rate you are paying less versus a lower rate on the higher sale price.