Quote from @Brady Ascheman: Let's talk about this directly as a business decision.

Just go into it armed with solutions, being up front with people and setting yourself up for success.

@Sarita Scherpereel runs meetups in Chicago so she may be able to point in the right direction.

I'd prefer a small business.

If there was an issue, it was always with escrow company not following their directions.

Why do you think purchase contracts are so long and have such small print?

Mid thirties couple earning very well (more than 8X rent) with a small pet.

I prefer public comments here before you send a direct message, though. 

I'm considering purchasing a condo or a small SFH in the Oceanside/Carlsbad area as an investment property and renting it out on a short term rental site like AirBNB. 

While sophistication of your equity partners (private money lenders) will vary between residential and commercial, the principle of raising private capital is the same.You need to develop your own system which allows a constant stream of PML even when you don't need the funds and/or don't have an active deal under contract.For example; I raise private capital by offering free educational workshops for people with self-directed IRAs.