If you are burned out now and really dont want to continue teaching it is not about how much but more about what you want to do.

Not sure about your area but $25k for the repairs mentioned above may get burned up pretty quickly if you aren't able to subcontract. 

Someday you'll want to sell that first property, or buy another one, so they want to make sure you don't get burned on this one and will be likely to call them when that time comes.Second, go to your local real estate group (as @Nancy DeSocio mentioned) and "make friends".

Some insure replacement cost 2-3x what you purchase property for, but if it burns down, then you might want it. 

@Ty Burns Anywhere specific in UT county that you recommend?

I personally self manage, but realize that wouldn’t be an option for you burn would be happy to recommend some folks over met at the local meetups that have a good reputation. 

Maybe the tenant isn't going to cover PITI but you won't have massive cash-flow burn (relative to your W2) and your tenant is paying down some of the mortgage. 

Again there are many segments to even the student rental market, so know who you are trying to serve, what they can pay and where they want to live so you don’t get burned assuming $500/bedroom rents in a $1,200/house neighborhood. 

@Tom Burns,If there is a possibility that there is an issue with your transaction - would you just ignore it or would you want to know about it?

Why not refi the condo, or put a fat heloc on it, and use that to buy something in the Bay Area, where 1- you stand to get real appreciation on, and 2- an area you personally know something about.