So, your strategy of a downstroke and then payouts over time make sense.Obviously, the seller would like 100% cash upfront, but those days are gone! 

Hoarders get attached to their belongings so not only do they not want to let go of all the stuff, they don't want to leave.If it's an heir of a hoarder, the play is easy.

If the latter, then no it is unlikely you will be able to live off the rent because the expenses of carrying the house are so high. 

Eventually, we found ourselves being the first call when they were ready to make a move.We didn’t rush them, we didn’t push for the sale, we stayed patient and persistent—and when the time was right, those long-standing relationships turned into deals that no one else in the market knew about.This approach not only led to deals but also built our reputation.

So you net $300/month.A property manager is usually going to charge 8-10%.  

What you’re describing, often called Residential Assisted Living (RAL), can definitely be a lucrative and rewarding strategy if done correctly.

Learn how they work now so when the opportunity presents itself, you're ready and know what is available and how to use them 4.

If they say no, we ask why, and occasionally, we can sway them if there had been a misunderstanding—for example, a lingering maintenance issue that hasn’t been addressed and they didn’t bother to call about.We don’t have time for a deep dive on lease renewals, but it’s definitely worth picking up a copy of Jeffrey Taylor’s The Landlord’s Survival Guide, which has all sorts of tips on getting tenants to renew.

I am also a real estate agent and I was wondering if there are any associations or something similar that I could join to become a real estate agent specializing in VA Loans so I can help my fellow vets. 

From time to time, I consider selling a property and ask my CPA what he has as the cost basis so I can understand the tax ramifications.