@Bo McCoy, If you're contemplating sell then you ought to do a calculation with your accountant to get your adjusted cost basis.  

I have been contemplating if pursuing this advanced degree will have the best ROI in regards to my goals.

In commercial property they often use Cap Rates, which you can look up that are similar to what you are contemplating. 

I'm considering my first investment right now and I'm contemplating doing a half way across the country turn-key rental property.

I'm contemplating on partnering up with someone to setup and operate a care facility. 

I am contemplating the same scenarios.

Now that we have set off on this journey and rents in NYC skyrocketing, we are contemplating whether to continue expanding on out-of-state SFR investments or explore the path of FHA approved house hacking in NYC/NJ metro area. 

This is a problem that I'm contemplating just North of Sacramento outside of Beale AFB.

Then I sold it for $130,000 (should have waited 2 years, could have gotten $200,000)I am currently contemplating tearing down a "slum" property that I have, I spent $22,000 repairing it (a 5 plex) last year.

I could say "For and in consideration of Ten Dollars and the love and affection of my children" which is acceptable in our society and courts, consideration between unrelated parties must be valuable enough for the transaction contemplated.