Hi Onager,
Re: "Hearing aid/transparency mode randomly cuts out on Airpod pro 2 after recent update :
This issue has been haunting both my pair or airpod pro 2s for over a year.
With one update, it stops, and then the next update it resumes. "
Am no expert in this area, yet your request deserves some response.
We don't know which settings you have in place for your iPhone and your AirPods in order to help troubleshoot.
If needed: Learn how to update AirPods firmware.
Seems something may be over-riding your transparency setting.
Wondering if you can customize the settings to better suit your needs. Apple's video (or article below) may help:
https://www.youtube.com/watch?v=qFInEgHWdYU
More finer details to help: Customize headphone audio levels on your iPhone or iPad - Apple Support
Eg: scroll to: "Customise Transparency mode on your AirPods Pro: in above article:
(ie: explains : Settings > Accessibility > Audio & Visual > Headphone Accommodations > Transparency Mode.)
Also: More info. about : Active Noise Cancellation and Transparency modes for AirPods - Apple Support
If you are using the recently released hearing health features, you may want to check through the article below:
Use the Hearing Aid feature on your AirPods Pro 2 - Apple Support:
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Re: "Does anyone know of a fix (I think it will have to be on Apples end that it gets fixed) besides turning the transparency mode on manually 20-40 times an hour? Please fix it ASAP, Apple!"
We are all Apple users, like yourself, in the community, so Apple is unlikely to see your request here.
Unless someone with a similar situation replies, we have no way of knowing if others have the same problem.
You may want to send feedback to reach those who work behind-the-scenes at Apple. They will likely not reply, yet your feedback will be carefully read and logged, and if others also have this issue, it may be addressd in a future update. Web-form for feedback: Feedback - AirPods - Apple
More support / info. if needed:
AirPods Support Website:
Find all the topics, resources, and contact options you need for your AirPods...
AirPods Support - Official Apple Support
All the best :-)