I'm less concerned with maintenance requests and collecting rent and more concerned with acquisitions and growth. 

Sometimes they’ve got resources or connections that could help speed things up.What’s your biggest concern going into the hearing?

Given it's in a very low population area, it may just be an extremely slow, low demand rental.

It's not likely you'll be able to rent rooms out for 1500-2K per month unless it is an extremely nice house/area.

If you are concerned it will be too hard to find a renter, lower the price and rent it for three months, then place a new tenant at the higher rate after winter.

I tried renting there one off-season, and I had the same concerns with guests overstaying. 

I'm absolutely not interested in leasing fast at all and I'm extremely picky about tenants and I do things like require a large security deposit (even for section 8 renters, I have three of them and love them), don't supply appliances, take my time doing background checks and arranging multiple calls/meetings with potential tenants. 

I have a few concerns that I wanted to get people's thoughts on. 1 - Selling a quadraplex 10-20 years down the road seems like it may be challenging as the market for that type of asset is small.

If you have a concern, are you able to talk to them?

One of my original mentors was PRO lease option on the purchase side, however I never felt  peace about it.I was always concerned what if something happened to the original seller and they did not cooperate when it came time to exercise the option.