Any time spent on your properties will provide you with invaluable experience and understanding of the asset you own.As you scale, you will hire more and more work out but until then don't be afraid to get into your investments.The picture below was a long day managing a community park we are building in one of my mobile home park communities. $50,000 job done for less than $10,000.

If you decide to keep the properties at least get a HELOC on the properties so that you can access your equity at anytime. 

Every TOD form I’ve ever seen specifically says the owner can change the beneficiary at any time.

Reach out anytime with questions.https://www.biggerpockets.com/users/ZacharyCole/referenceshttps://www.biggerpockets.com/forums/92/topics/765347-rent-to-retirement-review

I am happy to connect with you as well anytime.

Afraid I won't be able to use any type of loan, anytime soon.

(Goal: either we can sell in 2 years and get the free capital gains or we can keep the great primary residence financing and rent it anytime.) 

Any time there is a need for major maintenance, say a new AC unit or a new roof, the two cousins have to coordinate and get on the same page.

Offering that information at any time (even after closing) I would think would start all sorts of problems.

If you're planning to originate loans with a note rate significantly under market to help with home sales, you're not going to be able to sell them at par anytime soon and I doubt many private investors in your fund will be satisfied with the low yields that would result from the method you described above.