'Healthy customer-focused anxiety' meaning they are focused on providing value to the customers with a sense of urgency and importance. I.e., the fate of the wo

'Healthy customer-focused anxiety' meaning they are focused on providing value to the customers with a sense of urgency and importance. I.e., the fate of the world relies on them providing true customer value. Thinking chicken and egg, the founders may have been successful thus far because of such a mindset, rather than developing that mindset because of poor performance. That is a purely speculative statement, but if I were in your position, I'd want to get a sense of which came first. If I summarize the snapshot you've provided: - Series C: VCs have bet on your management 3 times. - Respected Investors - Solid Management, in your opinion - Significant revenue with + Cash flow You most likely won't be dealt too many hands that strong. I'd stay with them at least another 12 months. One last point. If you have options, I believe you're privy to their value at least annually. The Board of Directors should determine the company's value at least that often. (it's very subjective, but informative, a VC's job is all about company value). You might want to ask your HR representative for that information, going back as many years as they're willing. That info would provide insight into what they are thinking about the company's growth so far. Good luck.