"A $600 phone?! Who's going to buy a $600 phone?!" -Steve Balmer
I worked in Windows Mobile at the time. He was just quoting what the best market researchers had told him. We were given a LOT of market research papers with in-depth customer surveys where lots of people said, repeatedly, that they would "never pay money for a phone". If you think back to then, phones were "free" with a 2 year contract. The idea of getting someone who was used to free to switch over to $600 overnigh…
You paid $600 for the phone, and then AT&T added the phone subsidy to your bill anyway (and never took it off), so it was just stupendously expensive. Apple lowered the price pretty soon after launch.
It was worth it to have a browser on a phone that wasn't total dogshit.