That roadmap, as of right now, is outlined.Learn - Keep FTJ (Full Time Job)Books, podcasts, BP, peopleFTJ and PTJ options: Go back into being a residential handyman and contractorWholesale - Keep FTJRamp up Wholesaling, possibly until either quitting or finding a PTJ to offset Wholesaling goal - raise capital to flip laterPlataeu Wholesaling, ramp up Flipping while ramping down WholesalingPlataeu Flipping, ramp up Buy-and-HoldLong Term Goal: rental portfolio with extra capital to invest in othersMy motivation does include swinging hammers (I love the physical work), but I recognize that won't be where I need to put myself to make money past the short-term (and my body won't be able to do that forever).

I'm obviously trying to stay low cost here as it's a flip and use a more lean contractor.

That said, let's talk about the alleged sticking points: a heated drive in a colder climate is DEFINITELY attractive (...says my aging but stubborn snow-shoveling body in New England.)

I would expect Worcester would lean more favorably towards appropriate locations  for legal product.

That's the first thing we checked before buying, and in our case we're probably closer to retirement than you may be and this is an area and lifestyle we are leaning towards when that starts - now though we'll be investors in retirement from our W-2 jobs.

All things equal if lean towards the grandma, probably more stable and there’s a better chance she won’t leave for a while.

Of course as the owner I'm leaning toward partial liability to tenant for creating the hole in the tub that leaked water to the bedroom and damaged carpeting; as well as partial liability to PM for waiting 2 months to fix the leaking ice box water line which worsened the wet cabinets that resulted in mold.PM sent me the estimate and asking how I want to proceed.  

I'm leaning on walking away. 

What you want to be looking for is perhaps, something that has a leaning front porch. 

NJ is tenant leaning when it comes to disputes.