Hearing those numbers, locations and strategies fill me with optimism because it all sounds very achievable with time.

Try framing this problem as follows given you have W2 (high earner) + investment returns 1) Investment Return Optimization : You can set up LLC /your name etc to manage expenses so that you demonstrate appropriate amount of expense adjusted return/cash flow.

Good question mate.Been in the game long enough that I can sell till the "cow's come home" lolOr find a way to convert, monetize, optimize, etc...It's against my ethics so I choose not to.And I've done my fair share of charity and still do to this day.Feeding the poor per seBut I refuse to "Feed" the lazy and ignorant (And wealthy) with free information that took blood, sweat and tears and years to get.I'll let the guru's monetize on such folks with their books, guides and masterminds lol

LLC setup advice for limited liability.LLC setup advice to optimize costs and taxes.Protection in case of death.

BiggerPockets needs to aspire to perfection in every single piece of content reflecting a “rational optimism” about real estate investing - we believe in it’s power, and fear near-term volatility. 

HVAC, I genuinely feel that the guest experience would have suffered if I didn't provide central AC.There really isn't a business case here other than "make the property as good as it can be" which I can see is not optimal from a capital perspective.

The one not optimizing every penny or the one who takes on a million headaches to save a few thousand dollars?

Anything over 12% annualized firstIf its possible that you can invest $15k that can net enough to support your monthly student loan payments that would be optimal.

If you agree to buy it, I'll build those three units on it (or whatever you spec) for you and sell to you - you get a house hack optimized for cash flow AND appreciation. 

@Corey Duran  Go here:  Toledo Lead Safe - Toledo Lead SafeDrop-down menu: Owners.You'll notice that there is an "Early Bird Grant."