I am not sure about the feasibility of asking tenants to buy that policy.

Is it possible/feasible to leverage the paid off property as a down payment on another property?

I've begun researching the topic to find out if it's possible/feasible and would like to find out what financing options I may have.

The upcoming 2020 ADU laws swung the other way and I read them word for word and got to re-learn how bills become laws.Oct 2019 - Had an initial site visit and had a feasibility study done by some fly by night, over promise, under deliver "ADU consultants".

Ideally Id like to 1031 into another suitable investment (fund) but they only work with Deferred Sales Trusts.Would a DST be feasible/recommended in my situation?

I'm unsure if this is feasible for the area, given its relatively high cost.

When I say early, I mean really early - so no investors, just figuring out if it's feasible and if so, how!

Would a weekend or evening meetup be more feasible Dave Savage Michael Wagner Mike Ware Josh Stetson Louis Vargas David Niles ?

The downside is that you don't have your privacy but it's more financially feasible when you don't have much money to start.

I would also lean with how Marcus  mentioned LTR to be the most feasible successful outcome.