Seconded. DMS is the easiest thing to just drop-in on the Nth cron job you add. Eventually you might need something more complicated for monitoring/outages/etc, and that something is probably either a whole lot of Nagios and bailing wire and/or PagerDuty, but DMS is perfect for "I really need Tarsnap backups to not just silently fail."
I also end up creating a lot of Twilio scripts which are either positive control or negative control for the call/SMS, depending on how critical the thing is that I'm monitoring. For example, one of my sites updates an /api/healthcheck result with a timestamp every five minutes if everything is going peachy, and another box polling that endpoint blows up my phone if it fails to get HTTP 200 and a timestamp within the last five minutes. (This works, but I swear I need to tweak it just a wee bit, as today I had my once quarterly woken-up-at-4-AM-because-gremlins-ate-a-single-HTTP-request.)
Healthchecks.io looks really interesting, both because it's an open source django project and because I was disappointed with Dead Man's Snitch. DMS forces me to live within their timing for running checks -- If you have something that has to occur @ 3am every morning, you won't know it failed until midnight UTC later that day, or when a customer calls to complain.
Healthchecks handles this a lot more sensibly. I might throw it on a linode and give it a shot. Thanks for releasing it.
Wow, that's awesome. That really is the biggest problem with DMS. I asked them about that feature a couple years ago, they said it was on the roadmap. Might ping them again.
[0] https://deadmanssnitch.com/