What's your opinion on pricing strategy: anchor high or start low and raise later?

Pricing always sounds simple when people talk about it in theory, but in practice it feels like one of the hardest business decisions to get right. One approach says anchor high from the start so you attract serious buyers and position yourself properly. The other says start lower, reduce friction, get customers in, and raise prices once you have proof, demand, or confidence. Both sound smart depending on who is telling the story.

The problem is each path creates its own kind of baggage. Start high and you risk slowing growth or scaring people off too early. Start low and you may attract the wrong customers, shape expectations badly, and spend the next year trying to climb out of your own pricing history. For people who have lived through this, what worked better in real life? Anchor high from day one, or start lower and raise later? I am especially curious how this plays out in services versus software.