That's the other guy's fault, though, because he (foolishly) offered a bet where the taker has "(almost) complete control of the outcome":
>>> I would be willing to bet that within a decade you HAPPILY buy a phone without a headphone jack, whether that be an Android or iPhone.
Might as well call him on it.
Now I actually do believe the OP will "happily" buy a phone without a headphone port. But not if he has a financial incentive to change his behavior.
Honestly, the OP might resign himself to it, but I'll doubt he'll be happy about it. It's not like headphones are currently connected with obsolete digital interfaces (e.g. RS232). Headphones are, by their very nature, analog, and making their connection digital just makes integration harder.
The wireless standard used by headphones (possibly not BT) will have enough bandwidth to no longer be the bottleneck in wireless audio quality. And more importantly they'll never need to be "charged".
Who's going to miss cables?
How about he wins if >50% of smartphones sold in the U.S. in 2026 lack 3.5mm headphone ports.
I'd personally bet $10k against you/OP on this.