The eventual homeowner found out some months later, and was extremely upset.

I have a background in product marketing, and have some methods I feel are not fully leveraged in RE that will convert well.  

If they want to sublet or move in more people, those people nee to fill out apps and pay for background checks.You can also use a "no holdover tenancy" type clause which pretty much ends the lease when it ends rather than converting it to month to month.  

This woman forged his name on some things, opened accounts in his name and eventually had him put in a nursing home.  

We want to start small and get our feet wet and eventually work our way up the ladder properly without getting in too far over our heads.  

My wife and I have two rental properties that we've converted from our personal use.  

Work to eventually be the one who gets a return on your money and not have to borrow it to live. 

Eventually, they will more than likely want to turn your (10 or 20) homes into a line of credit of some sort.

The plan is to wholesale into wholetail and, eventually, start cherry-picking deals to rehab myself, either for sale or for holding onto as a rental.I’m focusing on single-family homes, but after listening to more and more of the Bigger Pockets podcasts, Brandon has gotten me to include “learn the small multi-family rental business” into my business plan.

I haven't gotten to the point where I have this blessed problem of too many deals, but assuming it can be done (and that I'll get there eventually), what are some strategies for balancing the keep vs. wholesale decision?