Purposeful Transitions:
Exploring What’s Next, A Group Coaching Experience for Shaping Life After Work
Facilitated by Kati Livingston, Certified Retirement Coach, M.A., M.Ed., PCC, and Founding Coach of KLivingston Collaborative
Leaving a career is more than an end—it’s a new beginning. Yet many of us find ourselves asking: What comes next? What do I want my life to look like after I leave formal work? Where do I even start?
This eight-session, group coaching experience is designed to help you explore those questions in a supportive and inspiring community of people who are navigating post-career life in their own ways. Together, we’ll create space to reflect, imagine, and chart possibilities for what’s next after work.
The Framework: Pillars of Post-Work Well-Being
Our conversations will be grounded in the Pillars of Post-Work Well-Being, a research-based framework that highlights the non-financial aspects of life that many people face during this transition. The framework helps you think proactively about how to navigate common challenges, such as identity, purpose, relationships, and daily structure, so that you can design them with clarity and confidence.
What You’ll Experience
Guided Reflection: Explore how the pillars apply to your own life and uncover what matters most to you through a curriculum of structured exercises, home self-study, and tools.
Group Coaching: Be guided in inquiry in a supportive group setting where deep listening and thoughtful questions spark new insights.
Community Learning: Share experiences, challenges, and discoveries with others in different stages of the post-work journey.
Why Join
- To gain clarity about what comes next for you.
- To connect with others who understand this unique stage of life.
- To learn the most current research about the post-career landscape, including common challenges and strategies to build a strong foundation.
- To gain tools, ideas, and confidence to navigate a fulfilling and purposeful post-work life.
Whether retirement is on the horizon or you’ve already made the leap and are still figuring it out, this experience will give you the chance to pause, reflect, and start designing your “what’s next” with intention.
Program Details
Attendance and Participation
Past participants have shared that the community learning environment is one of the most meaningful aspects of this experience, both for learning from one another and for the sense of shared accountability it creates. For that reason, participants are asked to commit to attending all eight sessions, with the understanding that life can occasionally bring last-minute surprises.
All sessions will be recorded and made available confidentially to participants. To preserve an intimate, participation-rich environment, group size is limited to 6 people.
2026 Fall/Winter Schedule
The program includes eight virtual sessions, held via Zoom on Thursdays. Most sessions are 90 minutes, with the first and final sessions designed as one-hour bookends to open and close the experience with intention.
- Opening Session (1 hour): Thursday, September 10, 4-5pm ET
- Session 2: Thursday, September 24, 4-5:30pm ET
- Session 3: Thursday, October 8, 4-5:30pm ET
- Session 4: Thursday, October 22, 4-5:30pm ET
- Session 5: Thursday, November 5, 4-5:30pm ET
- Session 6: Thursday, November 19, 4-5:30pm ET
- Session 7: Thursday, December 3, 4-5:30pm ET
- Capstone Session (1 hour): Thursday, December 17, 4-5pm
Between-Session Reflections
Most sessions are spaced two weeks apart, allowing time to reflect on the material using tools and resources aligned with each pillar. You will be invited to explore a variety of reflective exercises and prompts in the Purposeful Transitions Guidebook, with encouragement to choose the ones that resonate and expand your thinking.
Capstone Session
In our final session together, each participant will be invited to share their Pillars Compass—a personalized summary of insights, meaningful takeaways, and actions that emerged over the course of the experience. This session serves as both an integration point and an opportunity to clarify what you are carrying forward into your next chapter.
Post-Program Follow-Up
Past participants have expressed a desire to reconnect several weeks after the program concludes to share successes, new discoveries, and ongoing questions. Toward the end of our time together, we will discuss the group’s interest in a follow-up call and, if desired, schedule a reconnection 4–6 weeks after the program ends.
Is This Experience Right for You?
This program may be a good fit if you:
- Are approaching the close of your career and beginning to wonder what you want life to look like beyond work
- Have already left formal work and are still figuring out how to structure your time, purpose, and priorities
- Feel curious about what’s next, even if you don’t yet have clear answers
- Are willing to reflect deeply and ask yourself new, sometimes unfamiliar questions
- Are open to reexamining identity, roles, and assumptions shaped by a long career
- Value thoughtful conversation, shared learning, and connection with others in transition
- Are willing to experiment, trying small shifts in thinking, routines, or perspectives as you learn
- Can commit to showing up fully for the group and engaging in between-session reflections
You do not need to have a plan, a passion project, or a polished vision for what comes next. What matters most is a genuine willingness to explore, reflect, and engage in the process with openness and care.
Testimonials
There was real power in listening to others in a similar phase of life make sense of things out loud. It really helped me in my own sense-making. There were several times when I thought, ‘oh I hadn’t looked at things that way, that’s interesting.’ And because you held a space where you asked coaching questions to us individually in a group setting, we were all able to pause and reflect a little deeper. That helped me get clearer and more specific about what I am doing. There was something magical about that.
-Jude G.
I loved pairing the Pillars framework with group coaching and discussion. As we worked through each Pillar, we got to hear how each other used the tools and had a sense of completion before moving on to the next one. That safe space to talk with one another was an important element of the whole experience. In the end, I feel more grounded in who I am and what I want to be doing. I know myself better. My activities are connective to my values in a way that feels peaceful and different. I’m accepting and enjoying where I am in this phase of life.
– Carol D.
When I signed up for Purposeful Transitions, I was brand new to retirement. Two weeks after leaving my job, I didn’t know what to expect, and I had a fear of the unknown. The Purposeful Transitions program helped me feel more grounded and confident as I make my way through this next phase. I love to live by my intuition, but this program taught me that a little bit of structure and intentional thought were really helpful, and those pair well with my intuitive nature. I know now what my values are and what I want to focus on. To have that validation has been really important. I feel really confident that I’m going to fill my time with things that are going to be fulfilling and not just about staying busy.
-Kim K.
Investment
Early registration fee: $850 (Register by August 1)
Regular registration fee: $950 (Register between August 2 through the program start)
Contact us if you would like to arrange a partial payment schedule. Registrations that are cancelled 7 days prior to the program start will be fully refunded. After that, refunds will be made minus a 25% administrative fee.
If you’d like to learn more before making a commitment, contact Kati Livingston to discuss how Purposeful Transitions can support what’s next for you.
Unable to attend this session, but interested in future offerings?
Sign up here to join the mailing list.