@Terry KoeppIf the Roth IRA will have an equity stake in the transaction, you will likely want a Checkbook IRA LLC as opposed to having a 3rd party custodian process all of the transactions.  

I'd talk to all parties, explain your extreme displeasure, and demand an onsite meeting with everyone. 

It made me realize I aM way to conservative!

***As always check with a reputable real estate attorney*** before executing contracts to make sure you don't have loopholes that might wreck you - and you could lose whatever amount of money the other party reasonably sues you for.

So how do I figure out which ones will have a higher probability of going to a 3rd party bidder so as not to waste a bunch of time?

However recently, I have sold a couple of deals to buy and hold investors that have worked out well for both parties.

It could cashflow if I added a bedroom in the basement.I'm a fairly conservative investor: a minimum of 20% COC, 2% rule, with a good buy and/or multiple exit strategies.I actually discovered BiggerPockets because I ran into issues purchasing my first two condos - I could not get the bank to finance the second condo because there was too many rentals within he complex. 1) Condo (1/1) - purchased w/ 5% down as an owner occupied property (one of my best properties)2) Condo (2/2) - got denied so I got creative and used the checks that credit cards sent you (25k) from three different cards, begged friends, and had about 15k in my bank.

The name does not sound like they would be a neutral party like an escrow holder needs to be.

Here in Cincinnati, I've had more than a few customers ask questions about my vehicle because it's a more conservative town.  

As a conservative estimate including taxes, insurance, 5% vacancy, utilities, and repairs we would have been netting over $800/month.