Is it tied to changes in the market, a response to new regulations, or part of a long-term plan?

For the community development dept, you'll need proper plans (architect), site survey, permits, etc. when you're ready. 

Private Money Lenders are going to be hard for a primary residence as it is an investment and typically they want to see a return prior to two years - also, the house would need to be purchased at a discount which would limit your options on a primary residence - now if you are looking for something that needs some work that you are planning on fixing up, it would be a little more feasible.

His agreements to produce websites, venture plans, private placement memorandums, white papers and coaching give him zero liability or responsibility to honor his commitments.

You need to work with a property manager that has experience with this, unless you plan on doing it yourself.

@Bryan Zayac  In PA, there is a state document called the Municipal Planning Code MPC. 

I'm considering adding this product for my short-term rental (STR) as well, but I plan to go directly to Waivo since I've already had a consultation with them.

I plan to sale the lots that way.

very high risk even I only do them with very specific investors in mind and a plan. we dont flip land we develop every one. 

Sometimes it makes sense to have a back up plan for a DST.