I'm thinking of starting a property management company as I have a lot of skills I can leverage for this type of business.

The design is what's killing you and adding some rugs, wallpaper, art, and accessories would do a world of good.

The thing to understand about being an agent, that took me a little while to figure out, it’s a marketing gig, your actual skills as an agent are mostly irrelevant, most buyers won’t understand or care if they got a good deal or a bad one within reason.

Determining the correct value of a property is one of the hardest skills to acquire.

Unless you have strong coding and spreadsheet skills (and lot's of time) I recommend following J Scott's advice. 

Education does not need to be connected to your work per se, but rather improve your current work skills (or be required as part of your job with CEs for attorneys, accountants, etc.).I don't think it was missing. 

I know networking is a skill I'll need to Mmaster.

With my management skills, furnishings, and location, It leans to be in the more profitable side than I presume STRs in places that don't have major attractions immediately nearby. 

Here are pockets I focus on for cash flow:West side - West boulevard, Cudell, Clark-Fulton, Jefferson, Bellaire-Puritas, Old BrooklynEast side - Fairfax, Buckeye-Shaker (the north side), Waterloo Arts District, Garfield Heights, Maple Heights, Newburgh Heights, Lee-Miles (the north side), BedfordHere are the areas that I focus on for appreciation:West side - Lakewood, Edgewater, Old Brooklyn, Ohio City, Tremont (above 490)East side - Buckeye-Shaker (the north side), Waterloo Arts District, Fairfax*I have a graded neighborhood map of these areas as well if you would like to check it out.

I don’t have any specific issue to deal with at this time, but I want to get to know the attorney and their experience and skill set.