I'm in the Bay Area so a bit tough for me to hang out in the area for extensive period of time. 

Some value the emotion of hanging onto what they have even if logically they know it’s worse.

/I know I might be coming off as risk averse, But there are so many ways high leverage can hang you dead.

If you want to be part of the 10% I'd recommend finding a mentor and learning from the top agents in your market.You'll learn so much just by hanging out with them every single day.You may not enjoy it at first but you're going to learn a lot and eventually be a successful real estate agent.

If so, hang around.

One of the best things you can do right now is hang out with experienced investors. 

Your network = your net worth and frankly I am only interested in meeting/hanging out with people more successful than me at this stage.

I know for a fact my grandfather failed along the way, but that didn't stop his former firm from being responsible for 65% of the new housing developments in his city during a housing boom in 1960's or lead him to hang up his hat and call it quits 30 years ago like others his age.

I've been around, the REIAs are where those folks hang. 

You have positive cash flow, I would hang on to it for a few more years.