One problem is that I now build tolerance to medication extremely quickly. As in, something will work great for a few nights and 5 days later I'm back to baseline and totally miserable.
Another problem, that my sleep tracker helped identify, is that at least part of my problem is paradoxical insomnia - where you go to sleep and dream about having a restless night not sleeping.
After some initial difficulties getting anyone to take me seriously, I'm now working with a psychiatrist and neurologist who actually understand what happened to me. By using sleep tracker data, we're able to measure actual medication response, which is much more useful for knowing when to make adjustments than perceived response.
It's also useful just knowing when perception differs from reality. I'm so tired all the time anyway that I can't tell a 3 hour night from a 5 hour night.
I wouldn't necessarily recommend the Dreem - it's a bit like a double slit experiment - the discomfort of wearing it is enough that it in itself worsens my sleep. I'd also not necessarily recommend other non-EEG headband trackers - the data is probably a lot less reliable. And the data that the Dreem exports is somewhat limited. I'm actually working on my own tool for working with it that I hope to release at some point.
Philips also has an EEG headband that looks like it might be a bit more comfortable, but it doesn't seem to be available outside the US.
As much as I hate cliches, what gets measured gets managed. And not-quite-accurate data from a wristband might be enough.