But the biggest initial hurdle is that you need a broker license --- not just a salesperson license. 

@Caleb Brown - The biggest draw to house hacking is that you can purchase a 1-4 unit property with so little down.

Making those connections, networking, etc in order to find the money for my first deal is my biggest hurdle so I thought I would address it first.

My biggest concern right now is that some cities/counties are making it near impossible to kick tenants out.

. $93 a month in future revenue covers them risking their lives for you?

Many among the biggest stock losses were real estate, builders etc. 

I won’t bore you with all of the details (if you want them, feel free to reach out, I’m an open book and always willing to help) but we now have a real estate portfolio of 37 (and growing) cash-flowing assets (to the tune of ~$25,000/month in net revenue), spread out across 13 states, worth over $8,000,000 in total value.

I don't know your market as I am here in the Chicago suburbs, but I can tell you that finding a deal that will cash flow with you taking 1/3 of the revenue may be a challenge.

The biggest red flag I see off the bat is your plan to "buying sight unseen."

The Way People Do Business: one of the biggest implications we might face is the change in how others do business.