Are they mispriced? Or is it just hard to price goods where some people are willing to pay a MUCH higher premium than others? That is, if I can sell 5000 ticket

Are they mispriced? Or is it just hard to price goods where some people are willing to pay a MUCH higher premium than others? That is, if I can sell 5000 tickets at 10$ or 10 tickets at 1000$, the right price may just be 10$. And trying to find a way to convince those 10 people to pay the 1000$ they were willing to, in a way that doesn't affect my reputation too much, may just be too hard.