@Peter Bardou I have only used Venmo a couple times, does it generate weekly, monthly or yearly payment reports? 

Not a terrible idea to generate cash flow, but there is definitely some trade off. 

I guess I'm just confused as to why some people would have multiple rentals if they are not generating income.

But can I still refinance and pull out the equity and then sell in 5 years to follow Brandon's system of selling at least 2 deals every 5 years to generate close to $100k per year?

Ultimately, avoid getting trapped into a bad deal just for the seller financing option.At the end of the day, in my opinion, you are investing for the property and the money that the property will generate (be it appreciation, cash flow, tax incentives, etc).  

Ideally, we intend to have as much profits go back into the business for new investments as possible, but at some point we hope to quit our day jobs and start generating our income from our investments.

We found that letters have generated more of a response, but we will see!  

Most people have turned to off-market lead generation such as driving for dollars and direct mail marketing.

@Kenneth Garrett - One of the beauties of rental properties is the ability to generate PASSIVE income.

I know how to generate motivated buyers, I know how several ways to find distressed sellers without spending an arm and a leg on marketing, and I know how to get in contact with a title company to help seal the deal.