I've noticed a fair number of people trying to work in the startup space are quite set on going into VC ("eventually"). Have you ever hired such a person? How did it go?
To me, this sounds more or less like 'and then after high school I'll go to college' mental model of what it means to have a career. Working at a startup, then having a startup, then becoming a VC is how a guidance counselor might describe the career of 'entrepreneur'.
My advice, trust your gut. What matters is if it is a red-flag for you.
A red flag for what danger? Sounds like they're pretty dedicated to making themselves a lot of money to achieve that goal, presumably via working for your startup. I don't see why that would be a red flag at all; rather, they're probably going to be willing to work hard to realize that goal.
Ah, I guess I wasn't clear. They want to work for a VC firm.
The danger is that they aren't in it for the long haul, are just using this as a resume padder, and are looking to jump ship to a VC firm (or potentially a better resume padder) asap.
Honestly, the fact that you use the words "in it for the long haul" the way you do would be a red flag for me if I was a prospective hire.
I want to work at a place where the incentives are aligned in such a way that, if I really am some approximation of a rational economic agent, I would have no choice but to "be in it for the long haul", without having that be my intent on day one.
In other words: it is your job as a company to make a prospect stay there for the long haul; it is not their job to come in with that psychological state.
And yes, I'd like to work at a VC firm eventually.
I think where I disagree with you is that I don't think it's effective to "incentivise" someone to do a job that they fundamentally don't want to do.
First I want to find the right fit. Then I want to incentivise them. Is someone who wants a bit of "startup experience" before working for a VC firm the right fit?
Yea, sorry, I don't think we will be able to come to any sort of productive discussion here.
'I don't think it's effective to "incentivise" someone to do a job that they fundamentally don't want to do.'
I don't even know what this means. I don't see how anyone "fundamentally" would want to do anything to help you with your company unless you incentivize them.
My advice, trust your gut. What matters is if it is a red-flag for you.
Good luck.