Each story is different, but there is one clear penultimate step: recruiting and managing a small team yourself.
What 95 times out of 100 is a recipe for failure is jumping straight from successful individual rep to VP of sales. If you are the #1 rep at a hot startup, you will get VP of Sales offers from other up-and-coming startups. A CEO or two will want to take that risk, to hire the #1 rep at Hot Startup to be their VP of Sales. My advice is don’t take that job.
Instead, you have to learn to recruit. 50% of the job of a VP of Sales is recruiting a great team. Not just managing one.
A related mistake is a director of sales who inherited a team but didn’t recruit one, jumps to VP of Sales. That almost always = failure as well.
Take your time, get promoted at least to manager or director level and recruit 2–3 reps yourself that hit quota.
If you can find a way to recruit 2–3 that can hit quota … which is hard, and a very different skill than hitting your own quota … you can recruit 20–30, or more.
You then can be a very successful VP of Sales.