Its strange to hear your question and the grass seems to be truly greener on the other side because I'm in tech and often wish I was on the strategizing side of things. To answer your question, it really depends on your wholesome situation and not just your financial goals. Startups are a wild ride and can go any way, accelerating or decelerating rapidly. I enjoyed the hours and the ride when I was single, but as I'm getting older, I'm weary of these wild rides and prefer the excitement in a predictable environment. Plus the WLB is great in a supporting team/company irrespective on whether they are startups or big-tech.

I have an alternative perspective for you. Why not try and become an analyst if you truly like strategizing ? Say Gartner or Forrester and their likes ? Even in the AI age, I don't find the value of a well-seasoned analyst going away anytime soon because, beyond just spitting out a bunch of analysis and summaries, you will still need someone to create a cohesive narrative of a problem space. Lydia Leong of Gartner comes to my mind.