There are always going to be special things you do as a family. Maybe you spend Friday nights curled up on the couch watching movies together. Maybe you go on nightly walks or stop at that same place for a treat after every doctor’s appointment. Maybe you do family breakfast every Sunday.
These are all so important. Anything you do together as a family brings you closer and makes lasting memories. These traditions even build trust, security, and allow your kids—and you—time to talk, time to learn what’s going on in each other’s lives, to learn what each other is feeling or thinking.
And what about challenging yourselves together?
We’ve talked about how Theodore Roosevelt took his kids on long, arduous walks, leading them through unforgiving terrain. He wanted to get them used to exerting themselves and solving problems. It was a family tradition that made the family better.
Here with a New Year in front of us, it’s the perfect time to do something like that together. To build a New Year’s tradition of taking on new challenges, learning new skills, and discovering new ways to solve life’s problems—together.
It’s why we started the Daily Stoic New Year, New You Challenge—and this year, we invite you and your family to join us! (Please use your discretion about whether your kids are able to take on these challenges; they are best suited for teens and older.)

As participants, you’ll get:
- 21 Days of Challenges — Actionable daily challenges designed to help you create a better life, and a new you in 2026 (plus bonus challenges!)
- 3 LIVE Q&As with Ryan Holiday — Access to live Q&A sessions with Ryan himself, where you can ask him questions about the challenges
- Access to a Private Community Platform — Unlock our very own platform, where you can access the daily challenges and connect in discussion boards with other participants
- Progress Tracker — Track and visualize your progress with this illustrated, printable 21-day calendar
Make 2026 the year you start a new tradition with your family for the New Year. Make it the year you take on new challenges, together.
The 2026 Daily Stoic New Year, New You Challenge starts January 1, 2026.
I can’t wait for you to join us!
