For the same price I’d recommend buying he latest $30 ones every year for the next 4-5 years. You’ll get better battery life, eventually Bluetooth 5.2 with lowest latency (sends directly instead of rebroadcasting to the other ear), and probably at least one Bluetooth revision beyond that adding true stereo support during microphone use.

If we’re talking AirPods Pro you could buy new $30 ones each year for the next 8 years, but atm nothing out there seems to compete with transparency mode while still having the fit of a silicon tip and no sealed in feeling/internal pressure noises.

For me I'm not going to spend a lot on any until the latencies are good enough for gaming, along with stereo while using the mic, and will stick to the cheaper ones until then.