I also started a company 3 years ago where I just finished hiring a management team including a new CEO. It was hard to do, but the company was going well and I needed more personal time. If your goal is to extract yourself for more personal time, you need to be mentally ready to let the company become the new management team’s company as much as it is yours. Your stress won’t go away unless you give them enough room to make it their stress.
Executive headhunters can help save a ton of time if you don’t have existing relationships — be ready to pay $90k retainers for each role.
Hire someone who you think is smarter and more experienced than you. They’ll do things differently than you. They might fail just as you might flounder due to a number of unforeseen future events. Hire someone you’re comfortable saying, “if they fail, I probably would have failed too” and let them do their thing.
As with any role, there’s a decent chance you hire the wrong leader. Go with your gut and fix it sooner rather than later.
I can introduce you to some good executive headhunters I’ve used in the past if you message me.
Lastly, if you haven’t done so, now would be the time to get the company in an annual planning cycle with board meetings, a model that’s basically designed for large shareholders to not have to be involved day to day.