I live in Asheville, NC and also have experience/ spend time in Austin, TX and New Hampshire.

It's easier said than done, but decide what you're willing to spend and stick to it.

I am thinking of moving to Pricelabs soon as I am spending a lot of time tweaking rates almost daily.

I plan to head to the area in the beginning of December and would love to use the time I spend there to speak with lenders, property managers, etc. to make a more educated decision. 

The goal is to change careers to something that allows me to decide my hours (in the process of now), become a landlord, and finally spend more time with my kids and family. 

The more time you spend on administrative tasks coordinating with multiple service providers, the less time you get to spend on managing your properties, finding new potential investments and increasing your financial returns.Tax strategies and property insurance are two areas that are highly customizable because no two portfolios are identical.

How much you can spend will determine it. 

Quote from @Devin James: Quote from @Jay Hinrichs: for us we do very little marketing we rely on MLS what we do to compete is spend an extra 10k or so per house with upgrades other builders simply wont do..

You should only consider switching when your current software has a significant flaw or lacks features that force you to spend excessive time on workarounds.

They spend their time at the beach, doing excursions or drinking or eating out.