Some general pros v cons - I'm sure other people will provide other insights as wellPros: -Above market rents- Monthly rent payment on time that you don't have to worry about or chase anyone down for (if full pay)- No shortage of tenants depending on your standards - Tenants are incentivized to not trash/destroy the unit, otherwise they'll lose their voucher (Yearly inspections made by local S8 inspectors to keep everyone honest- Rental payouts are normally adjusted 1-2 times a year to keep up with market rentsCons:- May take a little while to get onboarded - dealing with local govt can always take longer than expected   - Generally won't have a super high credit score (to be expected given it's the govt paying for rent)- Each unit will need to be inspected and meet a certain living standard in order to be approved for fundingYou'll want to make sure you work with a property manager who has extensive experience in working with S8. 

As long as the wholesaler is direct with the seller and the deal is real, go for it.

I currently own 50 LTR units in my local area.

If you’re wondering how much equity you’ve built or how you can use it to meet your goals, connect with a local real estate agent to explore the possibilities.

I purchase the land from a local jeweler who I tracked down at his business and asked he was interested in selling.

Any advice would be appreciated.I would first talk to a real estate attorney or a foreclosure attorney to make sure that the way you plan to do things passes muster.

@Michelle Wang Ever hear: "If you think YOU CAN or You think YOU CAN'T, YOU'RE RIGHT"IMHO I've found this to be true in Real Estate Investing.

You could also check out options like Cozy or TenantCloud for similar features.When converting to LTR, just keep an eye on local rental laws, lease terms, and any rent control rules that might apply.

I second what John said, but if you are severely design impaired like myself, maybe ask around some local hosts / host groups. 

I am a real estate broker and property manager based in Clarksville, TN and I specialize in working with investors.