In fact, I would estimate that it is mostly upper middle-class folks that have the money and wherewithal to go through the vacation rental process - prepayment of substantial monies, etc.If you only have one property, I would just stick with Venmo, CashApp, or Paypal.

In most cases you will loss money (in the current year) if you need to turn a unit for a 10% rent increase.

Its not my money. 

. $40-$50k out of pocket, HELOC or private money loan for the remaining $20-$30k 

That's before you pay any debt service.To answer your question: No, it's generally not a good idea to lose a bunch of money every month.

depends on your credit if you can get a mortgage or your ability to find good deals that you use hard money for and then refinance into DSRC.  

There are plenty of flippers making good money here.

The best properties are not always the lowest price but the ones that make the most money for your situation. 

I'd need to finance with hard money.

We then use our money for the improvements.