There's ways to kind of build this up, this is a well thought out plan but it's just that-- a plan.You'll face obstacles, the stress of this will get to you, how do you keep yourself on track?

Making sense of the deal and understanding their track record is important, of course, but I believe you should develop TRUST before you invest.

Especially since I have a solid track record in general for having a good sense of people. 

That helps give me some tracks to run on.

In my market there are 2 reasons that keeping is smart.  1) the historical long term appreciation is on going, going back to when records started tracking the appreciation 2) the property tax is near fixed cost.  

With 179 you are going to be limited based on your percentage of business use with the vehicle (so still need to track mileage), and if you go under 50% business use you can end up with a recapture of your prior 179 deduction - income with no related cash flow is always a bit uncomfortable!

I did everything I could to keep everyone on track, but some are just bound and determined to run off into the weeds.

I haven’t personally worked with Five Stream Ventures, but I’ve found that vetting companies like these is all about the referrals and track record.

Some of them have phone numbers as well, but pretty much all of them are marked as Do Not Contact.Does this seem like an effective track to stay on?

As sponsor you have a VERIFIABLE track record of success in same or at least similar investments 2.