You need to understand how to drive the Net Operating Income to produce a good solid return. 

I understand it can be harder to gain experience with larger multifamily properties compared to single-family homes or duplexes, where someone might complete 5 deals in 1-2 years.

Sounds like you’ve got some solid experience under your belt.

Adding the real estate investment and management concentration could definitely be worth it if it gives you solid knowledge and good networking opportunities.

Not all designers understand vacation rentals.

If you can learn to understand the fundamentals of a given market you can make informed investment decisions. 

My advice: don’t overthink it—your first house hack is about learning, so pick a strong rental market, ensure solid demand, and lock in a deal that gets you close to break-even or better.

(if the buyer wants a more solid commitment)Once a buyer has spent money they are somewhat vested in buying the property and that gives additional negotiating power to the seller.

I am still searching for a solid and well run property management company in Memphis, TN. 

You don't need to know everything to get started; you need a foundation to build on, and the rest will come through experience and then refining your education.You can build a basic understanding of investing in 3-6 months.