So there are 35 people. What's your role, exactly? Are you managing the entire engineering team? If getting more money/equity would only make you happy for ano

So there are 35 people. What's your role, exactly? Are you managing the entire engineering team? If getting more money/equity would only make you happy for another year, then the money and the equity isn't the real problem here. It sounds to me like the real problem is that management doesn't respect you as much as you think you deserve. In particular, it would be quite reasonable for a 35-person company to have a VP of Engineering. If that isn't you, then it'll end up being someone else that they hire in above you. My recommendation is to be open and honest about your frustration with your manager, and if you don't see a path to being happy with your job without a huge equity/pay bump, just move on. There isn't going to be any easy, obvious solution here.