I was just thinking that there's a hysteresis function here: the service is worth much more to your team after you've wired your whole process into it than before you joined.

Offering you a free month or whatever doesn't acknowledge all the person-hours lost.

There are certainly circumstances where you might have grounds to sue for damages if an SLA is breached. I'm not sure how often this happens but the losses from something like Jira being down could be quite a lot more than anybody pays for it. It's quite likely that defenses against exactly this are written into the contracts you agree to signing up for the service though.