About The Wonder Years
The Wonder Years is a newsletter and private community for entrepreneur parents who believe they shouldn’t have to choose between their business and their family.
Every week, I share two short essays that challenge conventional wisdom about success, fulfillment, and work—about building great businesses without missing the moments that matter most, or sacrificing the people we’re doing it all for.
Paid subscribers get full access to the weekly essays, plus:
Entry into our private comment section, where I unpack each piece alongside other parents navigating similar challenges.
Access to Substack Chat—a real-time, members-only space where I drop quick thoughts, share behind-the-scenes notes, host live Q&As, and spark honest conversations we rarely have elsewhere.
Business Class Members get all of the above, plus:
The Wonder Hour—a monthly, parents-only workshop led by top entrepreneurs, educators, and subject-matter experts—people who are building meaningful lives and generously sharing what they’ve learned along the way.
The Wonder Date—a monthly parent-child connection experience designed to strengthen your relationship through bonding activities, guided conversation, and joyful growth.
Leadership access in Substack Chat—the rare privilege to start your own threads, lead discussions, and help shape the community experience.
Invitation to join small-group dinners & private gatherings hosted in cities around the world (first-come, first-served; meals not included).
Link to upcoming workshops, past workshops, and in-person gatherings.
What You’ll Get
Free Subscribers:
Two original essays per week
Personal reflections from the front lines of building a business and a family—without losing your soul (or your mind).
Paid Membership — $180/year
Two original essays per week
Access to comment threads with other parents building both business and family
Reply-only access to Substack Chat for behind-the-scenes drops and live Q&As
Business Class — $400/year
Includes everything in Paid Membership, plus:
Ability to lead conversations inside Chat
Monthly Wonder Hour workshops (for parents only)
Monthly Wonder Dates (parent-child sessions designed to deepen connection)
Unlimited access to all past workshop recordings
Invitations to exclusive dinners and in-person gatherings (costs not included)
This isn't just another community.
It’s a trusted space for entrepreneur parents navigating two of the most high-stakes ventures in life—their business and their family. With us, you’ll see for yourself (and meet others who know it firsthand) that you don’t have to lose yourself in either to succeed in both.
Posting Schedule
All subscribers receive a brand new post twice a week.
Rhythms of Rest
Each year, I take four intentional weeks off—scattered throughout the calendar. During those breaks, I step back from commenting and Chat to rest, reflect, and reset. It’s part of how I stay present for my family, grounded in my values, and fully invested in the other 48 weeks we share together here.
Thanks for giving me the margin to do this well, so I can show up better, not just more.
Why “The Wonder Years”?
Because raising a child while building a business is one of the most meaningful—and misunderstood—journeys we can take.
Social media rewards performance, not presence.
Parenting advice is either clinical, guilt-inducing, or one-size-fits-none.
And founder communities rarely make space for what matters most: your kids, your marriage, your sense of purpose.
So much noise. So little truth.
Over the past few years, I’ve written for an audience of 40,000+ entrepreneurs—people who follow me not just for tactics, but for clarity, honesty, and the deeper questions that live between fundraising rounds and family dinners.
More and more, they’ve told me the same thing:
“We need a place for this part of the journey, too.”
So I built it.
These wonder years are going to go by fast.
Let’s not miss them. Let’s not regret them.
Let’s be intentional—before it’s too late.
This isn’t a parenting manual or a productivity hack.
It’s a weekly rhythm—a place to think, to feel, and to remember what success actually means when you’re raising a child while building something that matters.
If you’ve ever asked, “Am I doing enough—for them, and for me?”
You’re already one of us.
