The other person is honest and reliable, but is both of us first unit ever other than each others homes.

Honestly, just ask around.

I work heavily with investors and honestly, 70% never buy and do waste our time, however that is the nature of being an agent..doing what others won't because most of the 18,000+ licensed agents (just in Central FL.) are looking for the low hanging fruit and right now, there is plenty of that. 

I watched Jerry Nortons video about his 10k club but honestly it sounds like a scam and I would rather figure out how to find cash buyers a different way. 

You already have shown you're extreme penny-pinchers just by the fact you're a DIY.

Screen your tenants well and I would be honest and set boundaries.

As is, it consists of 2/1 units on both sides of the duplex, and looks much nicer than it is in the photos honestly.

As is, it consists of 2/1 units on both sides of the duplex, and looks much nicer than it is in the photos honestly.

The way their applications are formatted is just fantastic- it almost encourages prospective tenants to be more honest and really "sell" themselves to the landlord.

I think the difficult part with your advice is that New England multi family market is extremely competitive so going after something worth 1M might be risky because people are just through junk out with a price tag and the CF doesn’t mAtch up all the time.