That said, resale performance of course depends on the type of ADU, location on the lot, parking, privacy, and myriad other factors.

Also, if anyone has experience evaluating buying your dental/medical office vs continuing to lease, I’d love to hear what factors you found most important as I realize as a dentist there could be additional advantages to owning the space where I practice beyond just what an investor would consider.

Quote from @Drago Stanimirovic: Some lenders stick to 1.20+ DSCR, but others allow lower with strong compensating factors.

The Feds have been hiking interest rates like to crazy to discourage people like me and you spending more and to save up since we will be digging deeper into our pockets if we continue with this lifestyle of extravaganza spending. 

That's probably the most crucial factor in wholesaling.

Theirs many factors on points and costs though.

An S-corp on top can make sense for active income (flips, wholesaling, property management), but it doesn’t usually reduce tax on pure rental income and can add payroll and multi-state filing complexity.With multiple states (NC/SC/GA/FL), you’ll also want to factor in state filing and nexus before stacking entities.You’re smart to think about protecting assets and your 22% bracket, but I’d model a simple version first (just LLCs + your current return) and only layer in an S-corp if the numbers and activity level really justify it.

Your also completely removing a MAJOR economic factor of the future value of the dollar, or dollar depreciation rate. 

A big factor is price-point for the location however, and how the property compares to similar recent sales of course.

We calculate in our cost of funds, a reasonable profit, a "risk premium" based on the factors that you mentioned above, and then we back into our pricing.