Yea I think the issue is “CTO” at a 5 person company just doesn’t feel like the same level of accomplishment as CTO of a much larger company/team. It’s tough to grind for years and not see the growth you expect and be in the position you expect. I hate to say it but if climbing titles and making the most money is your goal, you should probably not stay somewhere for 3 years. 2 most, then start looking for your next opportunity making more money, running a bigger team, doing something more exciting, etc.