While meeting with your lawyers, I'd suggest Estate planning as well to minimize the tax burden for any unplanned event.  

The property requires much more work then originally planned, but the numbers work very well even with the new unplanned repairs.

"Goal Savings": Squirrel extra money here after setting aside taxes and investing in Brokerage Account, and anything beyond the 4 month general expense account to save for "dream purchases"Basic philosophy is pay yourself/Solo401K tax advantages accounts first (401k Roth IRA and HSA), then self employment taxes.

These type of unplanned investments usually turn out to be disastrous due to the buyer having no knowledge of what they are doing.

It's very easy to squirrel and bounce around on strategies, but always come back to your goal and make sure you're buying properties that match that strategy. 3) is this finished basement home with a 2nd living space in the basement a COMMON thing to find, or no? 

Squirrel!

I would not know what to do with myself if I was not doing some work every day.. that does not mean I cant have adventures during the year we do that of course but a lot of what we did was done as you mentioned from late 20s to about 50  once you have been all over the world and the US ( if you like Traveling) those type of trips just become a little more challenging as you get older. and for sure wont be happening if your dead before your time all that cash flow and money squirreled away does U no good.

Probably not typical I would love an elf to handle animal /pest  control- my most annoying issue over the past year has been squirrels, beavers, raccoons with calls at untimely hours.  

Hang in there @Austin Hughes we're here for you, Things aren't that bad I mean think of the squirrel, now he's got a problem.

Another told me their dog didn't bark and then brought a dog that barks every time a car, squirrel, or leaf falls outside- in a small multifamily which has been annoying for every other tenant in the building in years since.