T12 Pro

Tozo NC20 Pro - 12.5 hours with ANC on / 16.5 hours with ANC off - single charge. $59 on Amazon, and these have all the bells and whistles. If you wanted to go bare bones, the Tozo T12 earbuds have a single charge battery life of 11 hours with virtually no options like ANC/transparency modes. Last time I saw these, they were like $20 at Walmart.

It sounds like you need something with a longer nozzle. Although they're dated at this point, if you can find a set of Jabra 75T earbuds, they should be exactly what you're looking for. They have a nice long nozzle that allows for deep penetration into the ear canal. Another is the Tozo T12. again, they're dated and have no options, but they do go deep into the ear.

I switched to putting iPhone on the floor where it’s cold, or using $30 TOZO throw away ip68 ear buds. Don’t want to ruin my new AirPods seals and mics

I got them for 21$. They are rebranded Tozos. Sound great but not at 169$.

I haven't tried any of those, but I'm really content with my Tozos. The O2 Open Ear, EarRings, and the new OpenWear are my go to's. Surprising bass and clarity for being open style and the price is unbeatable.

Just picked up some Tozos from Amazon and they are great. I'm also a regular user of Shoks when cycling or running, I've had my pair for 4 years and they are still going strong

Tozos and Earfun have great anc and you'll spend under $75.

I don't typically use one bud at a time so I'm unaware of your issue with that. But I've had Sony and Bose earbuds and I can say that their noise cancelling is not any better and might be worse in some situations versus Earfun and tozo. I've literally had zero issues with the tozo app. Do you have an iPhone?

I’ve been using the $20 Tozo buds from Amazon for 3 years now and 0 problems.