Every time I hit one of these milestones I basically say the same thing, but improved. Every milestone I learn more and every milestone comes faster than the previous one.
This is good, but sometimes the lessons are difficult. And when you are promoting a persona, sometimes the lessons are personal. This is what we agree to before we even get started.
It can be managed, but it isn't always going to be perfect. Make up for your mistakes and do better in the future. That's the best you can do.