Yes, there is risk with the market, but over such a long timeline your confidence should be high.In both scenarios you own all of the houses free-and clear at the end of 20 years.

Pay for the materials and up to half the labor upfront and the balance when you're happy with the work.Going in confidently with a price and a structure will really help things go smoothly for you.Good Luck!

Consumer Confidence.

Those things basically read "You will not win if you try to sue me unless I am a high-level crook, so be prepared for that" -- and then you either like the operator/team/asset/location/asset class, or you can't deal with the passivity and lack of control.I get the same feeling when I play poker: if I think I can win, then go for it -- but calling the person who took your money a fool and requesting your money back just ain't gonna happen.I suppose one gets some measure of relief knowing the track record, the skills, and the integrity of the operator, and imagining oneself in a "herd" -- after all, these $10, $20, $50 million dollar equity-side investments don't happen unless dozens of doctors and millionaires have faith and confidence in the operator and investment.

Cast a wide net and then go with the person who you are most confident in to get the deal done and who will give you good terms.

I am confident I really have a lot to give buyers and sellers! 

@Ben PasculanoI'm not a lender but I'm pretty confident there's a seasoning period for when you could refinance it (assuming you used tradition financing to buy it).

It's sounds like you are on the right track but I cannot answer your question with confidence.

In regards to reducing expenses, if you have not read it, I have had such glorious success with Dave Ramsey--his Financial Freedom course is awesome for couples to get on the same page with their goals and communication, and I am confident that it would help turbo boost your efforts to put money into savings (I have taken the course twice now).

I am fairly confident that it shouldn’t be too big of a problem though because I am looking to hold for several years and with Apple, Amazon and Tesla all coming I think that the growth should help me sell around that time.