And just like swimming it's really more the fear than the technical skills. 

I guess my biggest fear about wholesaling is to get a contract that no one wants.

I suspect your fear is legitimate. 

You fear of getting into a low cash flowing deal was that I wouldn't be able to pull out equity to then purchase more rentals.

Your fear can be justified.

My biggest fear is getting stuck paying more than I have to.

If the stock market tanks and you decide to sell out if fear/stress you lose money with the click of a key.

It is better to be feared than loved.

I don't have anything personally against any of the other posters or whoever may be living there now, but don't let the fear of not being able to find other renters scare you into losing money.Yes, I am all about favoring long-term tenants, but it is much easier to do when they aren't 40% under market rate... if you are against moving them out... probably do better buying another property.Or you could split the difference if there are no rent control ordinances in place and let them know you value them and want to keep them, but are going to raise their rent by such and such a month until it is at market... unusual, but might strike a win-win.

Fear not, dear reader, for I am here to guide you on this exciting journey!