Plus I just hit “Mark as played.”

There are to many variables in play.  

That also plays a major role in what to do. end of day stocks and real estate over time provide the same return on average - so it is really based on the individual, their experience and desire Thank you. 

Step up in basis to reduce your heirs' taxes and morePlus the real estate tax "deferral" can end up being permanent if played correctly

Watching and playing an active role in the transition from primarily 2nd liens to 1st and 2nd liens, laid the foundation for me partnering with GSP REI.

It reminds me of the Charles Schwab study - their best performing retail investment accounts were from dead people that never closed out the account.

You're not in the position to be a cash buyer...as a former wealth manager, it's simply not a good play for you for many of the reasons stated above and more.  

My fiance and I are in a unique situation as I play baseball professionally, and she works online and plans to live with me during my season.

Potential redevelopment or ADU play. 

You need to remember that, hopefully, this is a long-term play for you, so work with a trusted STR designer (I have great recommendations), and spend the money upfront so you can be the most successful in your area.