I started with SFH in 2009-2015 which I was working my engineering gig.

Hey Jeff, I spent 20+ years in the music business as a producer, studio owner, and mix engineer here in Nashville.

Then you can reverse engineer what it is going to take to pay for that lifestyle you want.

In return I would manage the renovation including overseeing planning and permitting with architects, engineers, and contractors.

Unsure if it helps, but instead of asking if the best play is OOS, TK or whatever, ask yourself how much of your life you want to dedicate to managing your assets and what amount of money is worth it to you to delegate that management - then reverse engineer that play. 

I'm a software engineer, looking to get into the real estate space and have been developing a solution to aggregate county records to bring better insights/leads to interested parties.

One is a finance guy, the other a aerospace engineer, both looking in the near $1 million dollar range.

I'm a Junior in college at the University of Michigan studying engineering.

This house is a Jim Walters Home, an engineered kit/shell house that's overbuilt in many ways. 

I would, at least in theory, have several years for my income and/or assets to increase, while the bank would carry zero default risk for at least several years.It's sort of financial engineering, but lots of companies use the exact same strategy with unsecured high interest borrowings.