You'll want to make sure you understand the K1/tax filing implications because if you own very small piece of let's say 10 properties in 10 different states you would potentially receive 10 K1s (one for each deal) and 'may' have tax filing requirements in 10 states. 

If land is zoned for residential, can you build more than one “home” on that piece of land? 

You can act as boots on the ground or take an active role in running things for someone for a small piece of the pie.

You'll never have every piece of data and every question answered to make a perfect decision.

I would prefer to self manage to avoid the high poperty management fees (I think its around 10% + 1 month leasing fee, etc.) and I also worry that the property manager will likely not be as dilligent in finding high quality affordable vendors, etc.I see 4 major pieces of work1) Tenant finding: I feel comfortable doing this remotely.

Pieces of the roof are already loose and blowing in the wind again :/ 

Best piece of advice that I could give you is just do it.

My biggest piece of advice would be to stay on top of your contractors.

Demiss, I'm not from your area so I can't offer any precise insight there but I do have a few pieces of advice that I've learned on the house hacking forums. 1.

And we had an investor who sent a piece of mail asking to buy land from us, which we said “yes, we were about to work with a realtor in about 2 weeks, but if you could get things done faster for us, we’d love to work with you if you could take care of all the issues that come with the house”.