Winsitter - Monitoring Your Windows Servers


Co-Founding A Bootstrap Startup

From 2011 to 2015, Kevin Griffin and I ran a startup for automated monitoring of Windows Servers. It was so much fun and so much work, but we shut it down in early 2015 due to a lack of traction with our paid offering.

I don't regret a minute of it.

We designed it to start out with defaults that didn't need tweaking for the majority of business servers (cloud and on-prem) and the ideal customer was a small business that wanted to track their server health but didn't have a full-time server admin to implement a costly and complex traditional monitoring solution. It was the easy button for server monitoring with built-in SMS alerts, but we sucked at finding out audience.

I've lost count of how many awesome people I met (and are still friends with) because of that experience.

Since the service isn't around anymore, I thought I'd list some potential replacement services that would be good in small business with only a few servers:

Curious what we've been doing since then?

Basically we just love helping others.

Reach out on Twitter and say hi!