To be successful as a real estate investor in any form - except maybe purchasing the Vanguard REIT index fund - an investor needs education, knowledge and understanding of real estate principles, real estate law, and real estate finance.  

Depending on the type of commercial you want to get into my suggestion is to go work for a company that does commercial real estate as learning from people who do it and getting paid at the same time is not a bad strategy 

Very different from a typical insurance company. 

If house hacking has been successfully executed, have you considered exploring a new house hack opportunity and converting your primary residence into a rental? 

I have done quite a few different things, one of the best to find out who is doing the most volume is go onto good and search for the "we buy houses companies" in the area you are looking to invest.

Airbnb is a company so the only way to buy one would be to own stock in the company. 

“Mitchel, you’re setting yourself up for success early—props to you for diving into multifamily while balancing school, baseball, and your upcoming career with EY.

Your strong foundation in the stock market and tech background positions you well for success in real estate investing.

There are a couple of companies out there that will let you do a cash out refinance with no income!

Always use a property manager to keep your real estate investments as passive as possible and keep you compliant with Fair Housing laws.This way you can learn to manage the property manager and learn from experience as you go.If you buy a bunch of properties all at once, they may not all fit your buying criteria, there may be deferred maintenance that needs to be dealt with all at the same time, and you will not have accumulated the management experience building your portfolio one at a time.To Your Success!