Some people aren't nearly as good as they think and their amateurish attempts actually causes them to lose money.If you think it's expensive to hire a professional, try hiring an amateur.That's not just a cute saying.

I must say that as a complete beginner, I'm a bit intimidated by attempting to navigate rental income, depreciation, etc by myself.

The inspection contingency Does allow you to cancel or attempt to renegotiate after you see the results...it does Not require the seller to fix or address any of the supposed problems you find during your inspection.

If they are on month-to-month or no written lease, you should absolutely attempt to purchase the property with that renter removed.

Also wondering if habitually late payments, no contact, no attempt to cure debt or provide a resolution, denial of entry for yearly inspection, proof of abuse of bankruptcy are all grounds to file a petition for immediate possession?

If there was a way to team them up and provide other kinds of assistance (access to counseling or some kind of shelter, etc), that would be even better - though it may be that they have already attempted such things.

I think there's an issue when the government took millions to pay for lobbyist in an attempt to advance the careers of political leaders during this pandemic.

Investing Goals:After 14 years of building other people’s projects and attempting to save money while living in NYC, I’m now serious about completing my first personal investment and grow my portfolio and ultimately a company (in time) from there.

Have you attempted to get agency debt and had to deal with the 20% student housing hurdle?

It's really unfortunate that your former PM did not enforce standards that they promised you (or didn't document attempts at enforcement).However, you are where you are now.