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.

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.

Better to spend $60-80k for a conversion than over 120k.  

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

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

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

Your original purchase is depreciated over 27.5 years.

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. 

My suggestion would be to cap your utilities at a certain amount and have Tenants pay anything over that amount.That will help you manage your expenses, and also allow Tenants to gage their usage each month, and make adjustments if they don't want to go over the allotted amount.As far as collection, provide the bill showing any overages and just have them pay for it along with their rent.