I have had a huge interest in real estate, specifically, investing (BRRR, short-term rentals) and most recently in developing (I realize developing is a more "advanced" strategy).I'm thinking I should hustle and reach out to real estate agencies, in hopes of snagging an entry-level job or part-time gig to learn the ropes and build relationships with local investors.

or advice on strategy?

Let us know what strategy you have in mind and we can all help and guide you. 

I would so appreciate insights from others who have experience with a rent-to-own model at scale or who have started a non-profit with incorporating real estate. 

My advice to you is to build out your own very specific goals & strategy, and then simply take action on that one specific strategy to acquire your first investment property with whatever strategy you choose.

You'd have to wait, and it better actually if he 1031'ed into a new property and then lived in it...Otherwise, just another investor who didn't think through his exit strategy and unwilling or unable to pay the tax for his gains...Good luck.

To me, that strategy is highly questionable to justify a loan. 

Also Bigger Pockets has many great books about investing I recommend The Real Estate Rookie, and The House Hacking Strategy.

Look at their marketing strategy.

I am a new investor that is in the learning and planning phase. I have been talking to hard money lenders and analyzing deals. I live in a smaller town outside of Louisville KY and want to invest out there. I heard Da...