Stocks are basically legalized gambling.

I tend to think that investors who leverage are smart and get moving fast, but I wouldn't describe the life they have chosen as financially free.

When investors begin to speculate and purchase on future value, that is not investing, that is taking on risk and gambling.

I'm always interested in sharing ideas and helping others navigate their chosen investment path.

I am not a relator, nor do I wish to be, this is simply a path I've chosen to build capital to move into the next phase of my RE investment path.

So I now wanted to share our experience, that thanks to all your suggestions and to BiggerPockets I've screened of an overwhelming amount of interested perspective tenants, I've interviewed them all, screened and chosen the best ones that are renting from us since last May (for a year and 3 month at this time).

Seems like an easy gamble I would take for sure. 

Negative cash flow is a gamble that appreciation will exceed your cash outflow.Hopefully your house appreciates while you are living in it. 

Or a gambling private lender.

Realistically, (If I understand correctly) sounds like he's got a lot more skin in the game and you are gambling a little because you don't have much experience.