Power reliability is hit and miss in my area. Typically there are frequent minor brown-outs and are mostly dictated by weather, and sometimes we have the less frequent short power loss (5 minutes or less), and maybe twice a year during the winter or severe electrical storms we may have a power outage lasting longer than 4 hours. I'm not a datacenter for if I were, I would have very nice UPS systems what have IP support and then I could use the APC appliance to control my ESXi server much easier.
My system is set to shutdown on the battery.low signal which means that I can have multiple power interruptions without having to shutdown the system but once the trigger occurs, even if the power comes back on 1 second later, the system will shut down.
Why do I want to test it, well because I want to know for certain the system will actually shutdown all of the ESXi VMs and ESXi itself and I can't just roll with faith, I need to know. A battery.low level of 10 is cutting it too close and I know that now which is why I'm now set at a value of 30. I'm not set on this value yet because I don't have all my other loads on the UPS right now which will of course change things if I draw more current.
As for damaging the batteries, cycling the batteries a few times will not cause as much harm as you are indicating, especially with the low discharge rate I'm using. These sealed lead-acid (PbA) batteries are deep cycle and are designed for this type of use.
I'm sorry if you don't see the need to test something like this out, I'd just hate to see my UPS die half way through a controlled shutdown.