Short Term Rental Management with Luke Carl is a good podcast for learning about management.

Hi Kyle, I would recommend chatting with a property manager in the specific city of Ohio you're looking to buy in.

While I haven’t chosen a specific niche yet, I’m leaning toward purchasing a multi-unit apartment where my 20-year-old son could live and help manage while we rent out the other units—essentially a form of house-hacking.So far, I’ve connected with a few real estate agents and gained MLS access, which has been a great starting point.

However, I manage about 60 houses so they want to keep my business. 

My wife and I self manage a mix of short, mid, and long term rentals.

Getting one property and cashflowing it will be a challenge. you can try seller financing but you are still going to be highly levered which just enhances the risk that you are taking on.The best way to grow is to focus on managing your rental, saving money through your W2 and crushing that - if you are a realtor you will make more crushing it as being a realtor than over leveraging real estate - then save for down payment and buy slowly. its not a rush.

Since your condo prohibits LLC ownership, you can manage rent and expenses through the LLC while keeping the property in your name.

I feel like there are some strategies and follow up I'm missing and hoping to work for a capital raiser or an investing group as a capital raiser, so that they can focus on what they excel at, rehabs and project management.

And the NNN leaves you only managing a long term lease rather than managing a property.And given your expertise, there's nothing wrong with a transition from farmer to landlord of the farmer. 

Rank them from best to worst in management cost*4.