There is quite a bit to learn so I would say get moving - read, go to meetings, consider working with someone who can help you jump the learning curve, set meetings with potential team members.

I rented an apartment and the property management company added 6 k in move out charges to repaint the entire interior of the home due to minor marks (didnt give back 4 k security deposit and charged 2 k on top).

Simply tell the seller you want to purchase the property, and "Here's how I'd like to do it"...Keep investing and moving forward!

A friend turned me onto Bigger Pockets and A Better Life with Brandon and I feel like I'm trying to soak up as much as I can to learn before making my first real estate moves.

I assume you hired a corporate sale team when you decided to scale.  

We plan to move from here to a bigger place regardless, which could make the rent closer to 4000/month. 

My tenant is clearing out right now, and at the rate he has been packing and moving, I think he will be gone within 24 hours.I'm tempted to throw an air tag on his car, so I can have knowledge of his new whereabouts for this purpose. 

Centralizing your staff and moving parts in a single system will improve your operations and guest experience because it will help minimize the chance something will fall through the cracks.

If you get good folks in that space, then you can move forward with the rest.

I moved from Florida to start investing in Columbus.