I'd love to find a duplex but seems my income wouldn't support that.

You are kind of doing it too, with that post.

If you have other income to support and has capital, you will get rich slowly with appreciation.

You're dealing with people that are in a fragile state and need a lot of help and support.

Would like to 1031 the cabin and assume loan on house but my monthly income is child support $1137 for 1.5 yrs and a lame income of $800/month.

Don't invest in low class areas and you won't have to deal with that kind of stuff. 

A lot of these southern beach & mountain towns have been supporting STR for 75+ years, long before Airbnb was a thing, so they’re very comfortable with it and it’s a built-in part of the community.A lot of Northern places are FREAKING OUT over STRs & STR regulations & they don’t seem to be very supportive of it.

You still can if she does not have a lease, you just need 60 days notice.Emotional support animals are not protected, only service animals, so she does not have a claim there.

If my employee wants to cancel the 401k plan and invest in real estate and stocks, should I support him?

Either have a trusting relationship, an agreement of some kind, or have some kind of incentive leverage like Jerryll has built.