The two property managers I tried to talk to seemed to lose interest when I explained I wasn't renting yet but with 12 months probably.

But I also come from the Midwest where you don’t have to lose money on cash flow to buy

You can send a lease violation notice, which could ultimately result in them losing possession of their unit.The nuclear option would be to tell this person they are not allowed on your property and provide the police a notice of trespass. 

I haven't dealt with a tenant occupied property before and I really don't want to maybe lose this deal for not knowing how to go about this. 

This is the best way to lose all of your money very quickly.

Since most people are on the side of the new normal and continuously low inventory forever and always going forward I'll play the bear case just so you know the other side of the coin.From a bear perspective the risks in the market are in the US dollar losing value due to rising inflation and foreign investments turning away from our market.

This is exactly how investors lose money.

If you decide to sell the property that the HELOC is attached to, as you should within a few years, then you have to pay back the HELOC at closing ...and, you lose the ue of it. 

Then, you file for Eviction and lose a second Months Rent.

It is really easy to lose these statements!