I’m Jason Weiland — writer, founder, and builder of second acts.

This blog is my digital playground for all things reinvention, creativity, and figuring things out as we go. I’ve spent the last few years untangling what it means to start over (more than once), to build things that matter, and to write stories that actually sound like the people living them. This space is part journal, part workshop, part signal flare to anyone out there trying to carve their own path. I’m glad you’re here — let’s make it weird, meaningful, and maybe even a little fun.

I Don’t Want to Be an Influencer — I Want to Be an Authority

I’m Jason Weiland — writer, founder, and builder of second acts.

I Don’t Want to Be an Influencer — I Want to Be an Authority

I Can’t Lose Another Family, So Weekends are Sacred

The Schedule That’s Keeping My Second Act Alive

Goodbye, Baba

Look! I’m Using an EM Dash! Better String Me Up for Using AI!

How I Lost Decades to Mental Illness and How I’m Trying to Build a Business Before 60