Transition Coaching · Cinq Group
For executives and leaders navigating what comes next — the identity shift, the relationships, the question of who you are when the title changes.
The Cost of Getting Here
High-performing executives don't typically struggle with execution. They struggle with the version of themselves that execution left behind — and the question of whether there's another chapter worth writing.
This isn't a crisis. It's a question the work finally made room for.
"I think their differentiation lies at the crossroads of their professional work together. They get life and the many pulls and pressures most people experience in balancing work, family, spirituality, and identity. That combination is rare and it shows in the work."
"This wasn't just another program. It was a deep dive into intentional living and character building. It challenged me to evaluate the mark I want to leave on the world and gave me a clear roadmap for aligning my actions with my values. The impact on our marriage has been incredible."
"Their book and the work together helped provide language for the complexities life has brought my way. Chuck called out my strengths and potential and guided me from stuck places I did not know how to name on my own."
Start Here
Most people plan carefully for the financial side of a major transition. These workbooks are for everything else. The identity shift. The grief. The relationship recalibration. They take about 20 minutes. That time is rarely wasted.
You have spent years building something with your name on it. The financial plan is in place. These questions are for the part nobody scheduled — who you are when the company is someone else's.
Your board has a succession plan. This workbook is for everything that plan does not cover — the identity shift, the grief, and the question of what comes next for you.
The Framework
The six-phase arc below is the same framework behind The Legacy Project — Chuck's coaching video series on RightNow Media. It's built from 15 years of working with leaders at the edge of a significant chapter change.
This isn't a curriculum you consume. It's a map of the territory you'll walk through, adapted to your specific transition, your relationships, and what's at stake for you.
Before we build anything, we account for what's already there — the achievements, the costs, the identities you've accumulated, and the ones that no longer fit. Honest accounting, not a highlight reel.
Sessions 1–2You are not your title, your revenue, or your reputation. This phase separates who you've been performing from who you are — and begins building something you can stand on when the role changes.
Sessions 3–4The compartments that helped you execute are now the walls keeping you from living whole. We dismantle them — not recklessly, but deliberately — and start connecting what happens at the office to what happens at home.
Sessions 5–6Leadership transitions don't happen in isolation. The people closest to you have been absorbing the cost. This phase addresses the relational debt, the things left unsaid, and the reconnection that's possible when you lead differently at home.
Sessions 7–8What changes when the leader changes. We work on how you lead now — not the techniques, but the person behind them — and how that ripples through your organization, your family, and your community.
Sessions 9–10Not the plaque on the wall. The actual shape of what you're leaving. This phase builds toward a clear picture of the next chapter — deliberate, authored, and aligned with what you value.
Sessions 11–12Engagements are typically structured over 6 months. The framework adapts to the specifics of your transition — succession, role exits, identity shifts, or the accumulating question of whether success is delivering what you thought it would.
See If It's a FitAbout Chuck & Ashley
Chuck brings dual master's degrees in Behavioral Science and Organizational Leadership, 13 years of pastoral ministry, and years of coaching leaders through the work that matters most. His thesis research centered on measuring spiritual engagement under external pressure — which is another way of saying he's spent a long time studying what holds when everything else shifts.
But the more honest credential is this: Chuck has walked through his own version of the work. Leadership failures, identity rebuilds, the gap between the life that looked successful and the life that felt true. He coaches from inside that experience, not around it.
Together, Chuck and Ashley co-authored I Used to Be ____ — a book about grief, identity, and becoming someone after the person you thought you were doesn't fit anymore. It's the kind of book that gets written from lived experience, not from research alone.
Ashley holds an MA in Mental Health Counseling and is a Licensed Mental Health Counselor Associate. She brings clinical depth to the relational and emotional terrain that executive transitions inevitably surface — and she works directly with couples navigating the cost of high-performance careers on their marriages. In joint couple work, you get Chuck's organizational and leadership lens alongside Ashley's clinical training. That combination is rare.
The Book
I Used to Be ____ is about what happens when the person you built your identity around — the title, the role, the version of yourself that success required — isn't who you are anymore.
Chuck and Ashley wrote it from inside their own losses: miscarriage, leadership failures, It is not a self-help book with a tidy resolution. It is an honest look at how you grieve what was, and how you become someone after.
For executives approaching a significant transition, it is often the first honest language they have encountered for what they are carrying.
For Couples
Leadership transitions don't stay at the office. They show up in how you argue about nothing. In the distance that accumulates. In the version of your spouse who stopped expecting you to actually be present.
Chuck and Ashley work with couples from inside their own marriage — not from a textbook, but from the experience of two people who have navigated what it costs to build something significant while trying to stay close to each other.
This is particularly suited to couples where one partner is in transition, and the relationship has been quietly absorbing the weight of it. Ashley's clinical background and Chuck's coaching framework work together rather than in parallel.
Structured sessions with Chuck and Ashley together. Designed for couples navigating leadership transitions, role exits, succession, and the relational cost of high-performance careers. Available Fridays with Ashley's clinical involvement.
Explore Couples WorkThe Next Step
Not a sales call. Not a pitch. A conversation about where you are, what's at stake, and whether this is the right fit. If it's not, you'll know that too.
Book the ConversationEngagements are limited.