I’d join the brokerage that is the best fit personality wise for you and spend all my spare time networking.

If you want to spend the money you can consider triple pane.

He can spend the next few years-ish getting a finance degree through an online school while working part time, but he just got offered a full time position helping with sales for a local wholesale real estate company. 

But on this specific guy, I jumped on a call to explore the program and it was a high pressure sales call, it did not feel organic, not trustworthy and certainly did not feel the right fit.Why would someone spend 10k on a so niched-down space of real estate when they can get someone for the same amount to teach him/her everything?  

While I did spend about $15K on renovations, that amount doesn't need to be factored in for this discussion.

The truth is, a good host will spend time managing each rental.

Spending a healthy % for a reliable company can make your life easier and lead to more growth as you free up your time.

I could easily see you spending more than you save if you try it with a tiny house. 

If you are meaning you'd like your Realtor to spend marketing dollars targeting buyers in other areas, you'd need to discuss that with your Realtor.

The truth is that you have to SPEND 20K to go to their school and learn the ropes.