I just re-read and realized you're talking about getting loans for lien position 2, is that correct?

Ask how many units they manage and how much experience they have.

I've read BiggerPockets' Real Estate Investing book and am particularly interested in the house hacking strategy, as I'd like to move out of my current living situation.Our main dilemma is choosing between a single-family home (renting out one room to a close friend) or a multifamily property like a duplex or triplex.

Would it be a good idea to get a real estate license and work in real estate or are there other options to get in Missouri to get real estate experience without a license? 

Read a few books on real estate investing to learn the power of leverage.

LOL  a softer way to say this is if your simply looking to become a landlord this is a very easy subject to read up on and learn and understand U do not need to pay someone to teach it to you. 

As you read these books, watch the BiggerPockets podcasts.

You didn’t read the fine print.

In my experience, tenants that remain in place for 5+ years are almost always behind market rates.

You will learn the most from first-hand experience.