I’m 31 years old and have general construction background and my current career is a journeyman electrician.

You still have to manage the manager to be successful and you will learn nothing.Are you living in the house with no mortgage? 

Natural disasters, higher construction costs, and a competitive insurance market are driving these increases.Review your current policy to ensure you’re properly covered without overpaying for unnecessary coverages.

At that time, we were doing it in house and didn't have the systems to manage our (small) portfolio.  

I specialize in str Management And would be happy to go over your listing to help increase bookings.

Given that he's got a long history in business but is struggling to cover $30k in Op-ex and marketing spend, my guess is that this is either not very well managed or is in distress.

Many DSCR products have requirements around rental management/investing experience and/or also that you own a primary residence.

I know for a couple of my STRs the management company uses the keypad system whereby they are able to set codes offsite for each renter and this is super helpful when working correctly.

What would a  good sized operation(flip/wholesale/LO/ OF)  compensate for sales or Acq Manager position?  

While it's true that hotels pay more, we don't own/manage multiple properties.