If the founders are under the age of 30 they won’t hire you. I founded a start-up at 30 and recruited a key hire 10 years older than me – it was a struggle (so I accept my advice below may not be not objective).
In answering, I am going to assume the founders were indeed younger than you and the start-ups were all very early stage. In my view the key factors are:
- Your experience will put them off. So much in a start-up is about learning that any hint of a fixed mind-set is death. Young founders want (and should be allowed) to make mistakes themselves. Unless you can convey a profound open-mindedness and a willingness to learn from the first moment of the interview, you are unlikely to progress.
- An earlier post made has already noted the difficulties younger founders have in giving orders. It’s equally true that older hires have difficulty taking them. Are you sufficiently self-disciplined to suppress insubordination? Not simply in your direct actions, but also the passive-aggressive variety in conversations and body language. And can you convey this in an interview.
- Having someone from a different generation will kill the culture in the company. If they have a university-feel, late-night, hardcore hacker culture, it’s unlikely they can visualize you fitting in.
Stay positive. If you look back at the interviews you’ve had and they were with early stage companies and young founders, then the setbacks you’ve had may not be about your talents – it’s more about the founders. Reposition yourself and aim for slightly later stage companies.
One final piece of advice: Founding a company is really about getting a group of smart people to pull in a common direction. That’s really a founder’s greatest achievement, so in the interview, emphasize that you want join to help the founders team achieve their goals. Be enthusiastic about their aims. They want validation as much as you do.
Good luck.