Cohort #20 · July 8 – August 19, 2026

Writing a Good Life

Writing with presence, play, and perspective is a way of being. Seven Wednesdays of mindful free-writing, life design, and small group connections that generate insight and accountability.

Seven WednesdaysJuly 8 – August 19 Noon or 8pm ETChoose your group Connect Across the WorldAlumni in nine countries

Is This Yours?

You'll recognize yourself

You've been meaning to write more — for months, maybe years.

You're in a transition of some kind -- between jobs, life chapters, or identities.

You're ready to make, create, and enjoy the process of discovering something new.

No writing experience required. We write as a way of practicing presence, play, and perspective. Some participants are published writers; others haven't written since college. All you need is a notebook and a willingness to show up.

The Seven Weeks

The Seven Ps of Practical Wisdom

The sequence is designed to honor each person's inner wisdom to create a good life of authorship and transformation. You choose your own learning outcomes and refine them as we go. Each week ends with one small, real artifact that's yours to keep.

Week 1Presence

Cultivate Presence

We write to practice mindfulness. We write to compost shit, deepen our attention, and broaden our capacities for positive emotions of loving kindness, compassion, sympathetic joy and equanimity. Zen and writing to know thyself.

You'll write: a Creative Contract
Week 2Purpose

Clarify Purposes

Health? Work? Play? Love? Starting where we are, we clarify a compass for coherence — identity, success, and why you're here.

You'll create: a Good Life Dashboard
Week 3Play

Deepen Playfulness

Way-finding with synchronicity. We increase receptivity to the meaningful coincidences, take the inner child on an artist date, and infuse our life work with a sense of improvisational play.

You'll start: a Synchronicity Commonplace Book
Week 4Projects

Practice Prototyping

Writing as life design. Prototype experiences, conversations, and beautiful questions — existential experiments to get a taste of the shapes your life might take. Especially applicable for those in transition.

You'll write: three Odyssey Plans
Week 5Process

Refine Process

Based on our prototypes, we renew Kaizen agreements and tune our decision-making processes to choose happiness — collaborating with and facilitating our own growth.

You'll write: a Reflective Process Letter
Week 6People

Connect with People

We write to deepen our relationships with ourselves and others — creating healthy, nourishing connections, and providing the basis to continue to forge connections with people who can change our lives for the better.

You'll write: a Strength Reminder for reach-outs & mentor decks
Week 7Perspective

Renew Perspective

We write to reframe experience for joy — to delight, to transform, and to carry the practice forward. "The real journey of discovery," Proust says, "is in having new eyes."

You'll write: a Renewed Creative Contract

Want the full week-by-week, the Improv Wisdom reading schedule, and everything enrollment includes? Read the complete Cohort #20 syllabus →

Included This Season

The Improv Wisdom Labs

Enrollment in Season 20 includes the Improv Wisdom Special Inquiry Group and the Improv Wisdom ToolKit — a parallel track through Patricia Ryan Madson's thirteen maxims, one or two per week alongside the writing: Say Yes. Don't Prepare. Just Show Up. Start Anywhere. Be Average. Pay Attention. Face the Facts. Wake Up to the Gifts. Act Now. Take Care of Each Other. Enjoy the Ride.

Improv, free-writing, and life design share one logic: practices for getting out of your own way long enough for something undefended to emerge.

What's Included

What you get when you enroll

Seven Live Small-Group Sessions

~11 contact hours of facilitated gathering, writing, and deep listening. Cap of eight per group.

$1,100 value

Two 1:1 Writing Creative Troubleshooting Sessions

Private sessions with Sean, plus standing open office hours Monday & Wednesday afternoons.

$500 value

Friday Feedback Sessions

Friday afternoon open hours to ask for feedback on anything you're working on. Plus unplanned good stuff.

Included

Field Notes, Recordings & Transcripts

Curated session field notes, plus private video and transcripts if you miss a week.

Included

Certificate of Completion

Documentation for up to 45 continuing-education hours. Employers have reimbursed past participants.

Included

Alumni Connection

Curiosity conversations, the Synchronicity Digest, Field Notes, and 55% off all future enrollment.

Priceless

The Rhythm

What a week looks like

Wednesday is the heart of it: your 75–90 minute group gathering (noon or 8pm ET, on Zoom). We begin with a timed, unedited freewrite. Then we share what we wrote — not to perform, but to practice being seen. Deep listening follows.

Around it, the week has a shape: Improv Wisdom Labs on Mondays at noon ET, Creative Consulting Hours for 1:1s on Monday and Wednesday afternoons, Friday Feedback to close the week — and 3+ hours of reading and writing that pays dividends, on your own time. Tuesdays and Thursdays stay open on purpose.

Monday
Play · Presence · Purpose
Tuesday
Yours to Make
Wednesday
Gather with your People
Thursday
Yours to Make
Friday
Perspective · Projects · Process
Noon
1 pm
2 pm
3 pm
4 pm
5 pm
Improv Wisdom Lab
Noon – 1 pm
Creative Consulting Hours
3 – 5 pm · book a 1:1
open studio —
reading & writing
that pays dividends
Live Small Group
Noon – 1:15 pm
Creative Consulting Hours
3 – 5 pm · book a 1:1
open studio —
reading & writing
that pays dividends
· · · evening · · ·
8 pm
9 pm
Live Small Group (evening)
8 – 9:15 pm
Live Small Group (choose noon or 8pm) Improv Wisdom Lab Friday Feedback Creative Consulting Hours

All times Eastern · all sessions live on Zoom

"Wisdom creates time."

Books & Resources

Each week you'll receive an abundance of reading opportunities, writing invitations, and growth experiments to help you build momentum and keep going. If you're called to pick up any of the following books for additional support, they will enrich your journey. You'll also receive curated notes from class, plus private video recordings and transcripts for further learning and review.

Writing Down the Bones: Freeing the Writer Within

Natalie Goldberg (1986). Delights at the intersection of writing practice and meditation practice, with a Zen Buddhist flavor.

Designing Your Life: How to Build a Well-Lived, Joyful Life

Burnett & Evans (2016). "Life design skills" and powerful reframes for navigating life transitions.

The Artist's Way: A Spiritual Path to Higher Creativity

Julia Cameron (2016, 25th-anniversary edition). The cult-classic course of creative self-study. "Spiritual," but grounded in experience.

Improv Wisdom: Don't Prepare, Just Show Up

Patricia Ryan Madson (2005). Thirteen maxims for showing up before you're ready.

Enrollment

How to join Cohort #20

Sixteen seats across two groups. Your tuition also creates space for those who can't pay — every full enrollment helps fund a Co-Creative Partnership.

Public Enrollment

Writing a Good Life

$695
or $59/month for 12 months
  • All seven sessions + Improv Wisdom Labs
  • Two 1:1 coaching sessions
  • Certificate for up to 45 CE hours
  • 55% off all future enrollment
Enroll — $695 $59/month
Founding Member

Join for the Year

$2,000/yr
or $200/month
  • Every Wisdom Workshop course for a full year
  • Mentorship toward your Personal Master of Arts — a self-directed, life-changing project
  • Year-round community, open hours & emergent sessions
  • A founding voice in the institute as it grows
Join — $2,000/year $200/month
Alumni Re-Enrollment

Welcome Back

$295
one-time, or $25/month
  • You know what this is
  • Twentieth season, new groups
  • New notebook, New practice
Re-Enroll — $295 $25/month

By enrolling, you agree to our Before You Arrive code of conduct and Terms of Participation. Still deciding? Read the full syllabus.

Finances a barrier? Apply for a Co-Creative Partnership — tuition payments create space for those who cannot pay. Employer reimbursement: Sean has developed workplace wellness programming for the City of Fort Collins and the Greater Cincinnati Foundation; employers who value self-awareness, wellbeing, and communication have reimbursed past participants. Email sean@wisdomworkshop.io for supporting materials.

Voices

Testimonials from the last nineteen cohorts

"This has been the most educational thing I've done outside of my education, and the most therapeutic thing I've done outside of therapy."
Paul Marcus, Psychotherapist — Taos, NM
"I started the course thinking that I would fix my life and career… and it turned out that I got back into a relationship with myself, and I realize that everything else will take care of itself."
Monica Aikman, Nurse — Saskatchewan, Canada
"All this free-writing unlocked something in me. There's stuff in me that wants to come out!"
Luna Alice, Medical Student — United Kingdom
"I now have a practice of writing that I need, that I'll honor, and that I'll keep going."
Kristina Cash, Event Organizer — Fort Collins, CO
"I don't need to have my whole life figured out — I can just do my best today. I used to think I needed answers to my life, but now I'm OK with uncertainty."
Josie Johnson, Elementary Art Educator — Sioux Falls, SD
"This course gave me what I needed that I didn't know I needed: permission to boldly make choices."
Simi Llowyin, Community Organizer — Toronto, Canada
"I've grown more in the last two months than I have for years, and I feel more hopeful about the future than I have for even longer."
Sharon Pitkin, Writer — Fort Collins, CO
"I have never not-wanted to miss class so much in my whole life."
Bennie — Fort Collins, CO

Questions

Before you begin

Do I need writing experience?

No. We write to think, not to publish. Some participants are published authors; others haven't written since college. The practice meets you where you are.

What happens in a typical session?

We begin with a brief check-in, move to a mindful freewriting session, then share, offer notes of loving kindness to see and be seen, and integrate insights and takeaways. Sessions typically run 75 minutes on Zoom.

What's the time commitment?

One 75-90 minute Wednesday session plus 3+ hours per week of reading and writing in a way that pays dividends. Optional open hours Monday, Wednesday, and Friday afternoons. Wisdom creates time.

What if I miss a session?

You'll receive private video recordings, transcripts, and curated field notes for any session you miss — and open hours are a good place to catch the thread back up.

Is this therapy?

No. Participants consistently describe the experience as therapeutic — the group dynamics intentionally draw on well-researched therapeutic factors like hope, universality, and cohesion — but this is an educational community, not psychotherapy, and it isn't a substitute for mental health care. See our Terms of Participation.

Can my employer pay for this?

Often, yes. The certificate documents up to 45 CE hours, and employers who value wellbeing have reimbursed past participants. Email sean@wisdomworkshop.io for supporting materials.

I'm interested but not sure it's right for me.

Start with a 15-minute conversation. Sean meets with most prospective participants before a cohort begins to see if it's a good fit.

What life are you being invited to write?

We begin July 8th. Sixteen seats, two small groups.