The reason so many people struggle with wholesaling is simple: they don’t understand lead generation.Take a moment to think about your approach.

STRs are not complex they are simple. 

At its most simple we’re separating the appreciation/capital buildup benefit from the cash flow benefit.  

Keep it simple, stay consistent, and success will follow.

Do you believe in it’s mid to long term growth potential?

The purchase process so far as been very simple.

Long term goals in mind that I need a track record and capital for! 

It simply depends on your time frame, when you want to actually begin renting the property out short term, and what the loan terms are.

His reason was the only thing he knew to do with the proceeds was to loan it back out at 12%, and he would be "behind" where he is now in cashflow.His proceeds would have given him options up to and including PE, but he is a simple man and in his case holding was the option for now. 

Simple mistakes can be very costly.