The only feasible way for my numbers to work out is if I “self manage” the marketing aspect.

When you say building storage units, are you referring to construction?

We sold our largest self storage location.

Have to love Self Storage rewards.  

Are there any good general guidelines for evaluating the relative attractiveness of an STR for the so-called Loophole strategy to shelter W2 income?   Not sure if it's something that can be generalized, but curious to...

Self storage specifically.  

For the $215K storage unit, small commercial loans can be tough to find, so try local banks, credit unions, or SBA lenders.

I’m based in Maryland and work primarily in site feasibility, land development, and structural review for infill and subdivision projects around the Baltimore–DC corridor.

Obviously the cash flow following an ADU conversion is much better, but I would only take that step if you are zoned properly and have the funds.I do rent 3 storage units online, and they have been doing great over the last 5 years.

So would it be feasible to get a construction loan to purchase the land and finance the build and then do a 1031 when we’re less than 180 days out?