Any thoughts on what an entry-level position would look like and recommendations as far as real estate classes would be greatly appreciated.

I am married and have 3 small children which really keeps us from conveniently going the buy/move every year for low down payment on a primary residence and I have determined that BRRRR is probably my only option but in this market, there is such a "barrier to entry." 

Or are you looking to purchase a property in a strong market with high cashflow and a low barrier of entry.

The barrier to entry is so incredibly low, and there is no accountability. 

The cost of entry is low while the cash flow is high.

One of the major problems for entry level buyers is that builders are no longer building smaller homes. 

It can send out the auto codes for just the duration of a guest's stay, and it has the option to send codes or have someone download the app for "codeless"/"no touch" entry, but I opt for the code to make it as simple as possible. 

I link applicable bank accounts to programs like Stessa, so I'm guessing I would need to grant them access to my credit card and bank accounts so that they can reconcile and check entries that are automated, or add/modify entries when needed.

Your brokerage should have a entry program to help point you in the right direction as well.

If you're in Jackson, MS, the entry point to house hack a 2-4 unit property is reasonable.