Each has their difficulties and differences, but generally the easiest area to grow is the High Plains (deep sandy loam soil with calcareous base, hot days/cool nights, flat topography, low humidity, good groundwater and rainfall).

It seems like lots of deep pockets are willing to throw stupid money to level and redevelop.

Originally posted by @Maricela Chavez:Walt Philip, if they add it to the back of the loan, then I’m the one getting the screws, since I’m the one paying the mortgage.Adding it to the back of the loan gives breathing room for landlords with little reserves.

Take a deep look at the macro trends for the market and submarket/neighborhood trends to gauge what the outlook is.

Can you stop bleeding from a deep flesh wound? 

YouTube has some great deep dives on how Sub2s vs Land contract vs owner financing works.

I would advise against starting a whole different venture until your insulated from loss's with current holdings, and $2k a month is not there, it's a darn good start but not there, a $20k loss on something could still cut too deep for comfort. 

A few on site managers. and few subcontractors for maintenance'.Dig deep into the clouds (vision) and the dirt (execution) and you'll step continually towards a fully integrated business.

Not impossible but the ones doing it in Denver have great off market deal marketing strategies and deep pockets to make it happen. 

Beyond that I would say pick a strategy and jump into the deep end of the pool and start swimming.