Knitting Your Parachute
Published on: 2025-07-13 07:42:48
At a recent MacSparky Labs event, a few folks started asking about career change—how to do it, when to think about it, and what it feels like to make a big shift.
The questions hit home for me because, as many of you know, I spent thirty years as a lawyer before going full time with MacSparky. And when I made that change, I realized something important: if you ever think you might need a parachute, you’d better start knitting it early.
I didn’t set out to build a parachute. I wasn’t trying to escape my law practice. I just started writing about Apple tech and productivity because it was interesting to me. I started guesting on podcasts because I had things to say. It was fun, and it scratched an itch. I had no idea at the time that I was laying the foundation for a completely different career.
But when I hit my mid-fifties, I started feeling the pull for something new. I didn’t need to leave the law—I could’ve stayed in that world until retirement—but I realized I wanted to repot my
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