I've trained people at my jobs when I was a senior accountant to controller.I've used Yardi Enterprise (old desktop client software)Yardi Voyager 6s & 7sYardi Genesis2Reason why I say you won't be able to find a tutor is because no one is going to spend $15K a year to use as a training platform to mentor and tutor people.

I don't want to spend all my capital, but I think I could potentially refinance and get some back.

There are a lot of options out there.Some of the most useful items BiggerPockets members have identified are features that save time so they can spend time working on their next property.

Asking strangers how to spend your money is a fool's errand.

The wealthy live where they want, the middle class live where they can afford, the poor live in whatever's left over.

If you paid over $375k MAYBE you could keep it because the taxes saved are so low.

Time is money and I prefer spending my time with my fam and friends instead of problem tenants and legal cases. 

If I was starting over, I would go higher class than I started with.  

I'd say start the process of securing your HELOC if you havn't done so and spend time analyzing deals and determining what type of investor you are looking to be. 

Also, what if you spend thousands of dollars on a brand-new DADU, only to have the seller reaqcuire the house?