I just feel awkward sending them the bill right now.

Hey Jared, I don't think this needs to be awkward at all, just keep it to the facts.

That may make for some awkward holidays, but not nearly as awkward as it would be if they owed you money they weren't paying, you were subsidizing their lifestyle, or you gave them advise that didn't end up working out.

@Christopher Gilly , my business partner focuses on the Florida market and yes, we have people there.

I haven't observed the kind of hand-wringing and awkward conversations typically associated with massive layoffs and job scarcity in the O&G sector.

The later you do it, the more awkward it gets.

We always bring it guest speakers and are very big on no solicitation from guests since we’ve all been to those awkward sales pitchy meetups your mentioned.

That would be the most common way to partner up but stay 1031 compliant.Since tenants in common can be awkward, after the 1031 is over it is possible to take each tic interest and contribute it into a new entity in exchange for membership interest in the entity. 

Pull the tax record for his lot, get the name, run it down on the local county crime records and do some Google searches for new stories with his name... beyond that, generally agree with Splitrock's assessment here... between him and a renter, the renter is the least invested in staying in place in a socially awkward situation, so they'll likely move way before he would.assumed county for the search... http://justice.peoriacounty.org/Search.aspx?

Also, where I am it was SO AWKWARD.