The due date for 1065 returns is March 17th this year.Yes, you can deduct all property related expenses on the 1065 return. 

We use proper and the coverage is great but really expensive at almost $5k/year. 

Years ago, being a property manager was what I planned on doing for my retirement gig.

If you plan to buy in your hometown, buy a 2-4 unit, and live in one of the units.

If the figure of $1200 is being floated on the listing it’s highly possible the current owner is locked in and grandfathered at this price and even if you get a policy with the same insurance company your policy will be significantly more expensive.

Still delays or below plan progress.

Using 50% rule (expenses excluding P&i is 50% of rent) here are the numbers;1800 (rent) - $900 (expenses) - 1468 (heloc) = negative $568/monthAt your rent point with that size unit, your expenses will ve less than depicted by the 50% rule, so let’s use a likely more accurate 40%1800 - 720 (expenses) - 1468 = negative $388/monthNow let’s imagine you self manage and you time is not worth anything (I strongly recommend believing your time is worth less or worth less than a quality PM would charge) with 8% further reduction so expenses are down to 32%1800 - 576 (expenses) - 1468 = negative $244/month. 

I have 35k in the bank currently, so I also could simply be over my head going for a deal this expensive.

Admittedly, I am not one that typically finds paid mentorship very valuable, but I also respect that my degree is in business with a focus on real estate, and my first job out of college was in real estate (so it is a little hard for me to take my 20 yrs of knowledge and rewind it to try to view mentors from a completely fresh lens).A couple points: I view mentors, especially these expensive ones as a catch-22. 

A LOT of people don't have that planned out.