And I have since invested $10k into a banking startup, that just doubled it’s assets and is doing very well, so now...I became the bank.

The start-up cost to real estate takes a huge chuck of the savings you are seeking to earn, and from what it sounds like, you will be doing business, wherever the business takes you... so even if you are licensed you may be searching for homes outside of your market any way therefore increasing costs to join multiple boards.Take the first 2 deals to evaluate what you could have saved and the time invested involved and instead focus on meeting with an experienced agent and make them earn what they are to be paid. 

Sounds like we're similar in some regards like educating ourselves through books and also have some sort of startup/business.

the business can warrant higher returns, lower start up but will call upon you whenever the need arises.how would you approach this?

I went to college here at NYU and afterward stayed downtown to work at a few growth technology start-ups. 

I live in the SF Bay Area, and work in the recruiting space for a tech start-up.

My first full-time job out of school is remote with a startup that gives me flexibility to explore other interests like real estate.

I've been sitting here too long like this, it's a lot of money I need to make the right moves ...Please let me know which strategy is the best to start up my money machine. 

Startups are actually very fun - I hope you are enjoying every second of it.

Then that one bank would stop and another would start up again.