It generally depends on the market.

When acquiring a large portfolio of rental properties, what strategies have you found effective for managing or dividing the properties?

The plan for the property would be to rent it monthly while we are not there and use it at least once a year for ourselves. 

I was wondering if the PM company can change the settings in the Buildium portal so it sends out monthly owner statements automatically to the owners instead of the owner going in the portal and downloading it manually every month.I spoke to Buildium customer service, they said, there is not a feature like that which I find amusing.

This is part of the process and really the most important part, albeit annoying.

However, because the set up is free, the machines are constantly in use. 

Is it possible or does it even make sense to get a DSCR loan on the rental property that will allow us to pay off the outstanding HELCO balance ($285K) and the remaining $390k mortgage?

I have done quite a bit of studying and research over the past year and a half, and I've recently started reaching out to potential cash buyers in the area.

Especially using full house tours.