Hey there. I’m Jason Weiland.
I’m a writer, late bloomer, and second-act builder. After a career full of pivots, burnout, and more reinventions than I can count, I’m finally building a life that fits.
In my 50s, I rediscovered writing, and something incredible happened. I started working with AI. Not to replace me, but to partner with me. To help me think more clearly, create more consistently, and stay organized in a world that constantly pulls us in every direction.
That’s when I realized… maybe I wasn’t too late. Maybe this was the beginning.
So now, I write about:
- Reinventing yourself later in life - Using AI as a creative partner - Finding purpose after burnout - Building something meaningful with limited time and a full heart - And how it’s never too late to tell your story You won’t find any hustle culture here. Just honest essays, creative strategy, and lessons from someone still figuring it out.
I'm just like you.
Subscribe to The Second Act Letter
If you want deeper reflections, behind-the-scenes thoughts, and the tools I’m using to rebuild my creative life with AI, I write a newsletter every weekend. It’s called the Second Act Newsletter, and it’s built for people just like us.
Let’s make this next chapter the one that matters most.