This might be a different response, but I think about this a lot. From my earliest memories, I have loved technology and especially software development. I got involved in a very large low-tech industry early on and I now have the golden handcuffs on. I've kept up with development, even finished my CS degree. I held on to the idea that I would hold the title of a real "software engineer" one day, instead of solo-ing internal tools.
Until I actually had the chance to. I have somehow gotten to a spot where I make what a senior dev does, and realized my responsibility as a father and putting "food on the table" trumps my "legacy," or at least for now. It's a boring, large-org gig without a solid definition of what I actually do. But when forced to reflect, I have it really good. Maybe one day I may go for it again.