"Trust This Computer?" Not Remembered

Almost every time I connect my phone to my computer for development, I am asked whether or not to "Trust This Computer?". This is not a device-specific issue, as it has persisted between upgrades. Anyone know what I need to reset/reconfigure in order for my phone to remember that it can trust my laptop?

Replies

How much of your troubleshooting effort has focused on icloud?


Are you on current OSs (non-beta) all around?

In such cases, I reboot everything (Mac and devices) and try it again…

Yep, I've tried that many times, but to no avail. I also tried resettting trust and network settings per the links posted by @KMT, but that also didn't work :-(.