As a new year begins, let me invite you to pause for a moment and reflect:
Who in your life is standing at a crossroads right now?
Who is quietly carrying uncertainty, grief, or hope into this new season?
It might be a client.
A team member.
A friend.
A family member.
Or perhaps… it’s you.
The turning of the calendar often brings clarity for some—but for many, it magnifies what already feels unsettled. New beginnings tend to expose unresolved endings. And transitions, whether chosen or unexpected, have a way of surfacing questions that don’t have quick answers.
As someone who walks alongside others, you may already sense this. January often brings more than goal-setting conversations—it brings deeper questions of identity, calling, loss, and direction.
That’s why I want to talk with you about why walking well with people in transition matters so deeply—and why you don’t have to do it without support or tools.
The Transitions People Are Actually Walking Through
When we hear the word transition, we often think of big, visible changes. And those certainly count:
Leaving a long-held role or leadership position
Entering retirement or redefining life after full-time work
Moving to a new city, church, or ministry context
Navigating career shifts, layoffs, or vocational uncertainty
But many of the most challenging transitions are quieter and harder to name:
A leader questioning their sense of calling after burnout
A caregiver adjusting to life after loss
A pastor wrestling with identity beyond the pulpit
A coach supporting someone whose old coping strategies no longer work
A couple renegotiating roles as life seasons change
In these moments, people don’t just need encouragement.
They need someone who understands the inner terrain of transition—someone who knows how to listen beneath the words, notice what’s emerging, and gently create space for discernment.
That’s not easy work.
Why So Many Helpers Feel Stuck or Uncertain
I often hear leaders and coaches say things like:
“I’m not sure if I should challenge them or just sit with them.”
“I don’t want to rush them—but I also don’t want them to stay stuck.”
“I sense something deeper is going on, but I don’t know how to name it.”
If that sounds familiar, you’re not failing.
You’re simply encountering the complexity of transition.
Transitions involve grief and hope.
Letting go and becoming.
Disorientation and possibility.
And without a framework, it’s easy to either move too quickly—or avoid going there altogether.
An Invitation to Walk More Intentionally
This is exactly why I created my upcoming live webinar:
Walking with People in Transition
A 90-Minute Live Webinar for Coaches, Leaders, and Anyone Who Walks Alongside Others
📅 Thursday, January 22 • 10:00 AM MST
➡️ Register here:
https://encompasslifecoaching.podia.com/walking-with-people-in-transition
In this webinar, we’ll slow the pace and explore what’s really happening when people enter transition. Together, we’ll:
Step into the lived experience of those navigating change
Identify what tends to surface emotionally, spiritually, and relationally
Explore common growth obstacles—and hidden growth opportunities
Learn Christ-centered ways to be present without fixing or rescuing
Practice simple, effective ways to open meaningful conversations
You’ll leave with language, clarity, and tools you can bring directly into your work and relationships.
A Gift for Those Who Join Live
Everyone who attends the webinar live will receive my Walking with People in Transition Resource Packet—a thoughtfully designed set of tools to help you go deeper with clients, teams, or individuals you support.
It’s my way of equipping you not just for one conversation, but for the many transitions you’ll encounter throughout the year.
As This New Year Begins…
Transitions aren’t interruptions to the journey.
They are the journey.
And those who walk with others during these seasons are doing sacred work—often unseen, often unacknowledged, but deeply formative.
If you want to feel more grounded, confident, and spiritually anchored as you walk alongside others this year, I’d love to have you join me.
➡️ Save your spot here:
https://encompasslifecoaching.podia.com/walking-with-people-in-transition
Walking with you,
-Tim
P.S. The beginning of a new year is a powerful time to deepen your capacity as a leader and guide. If you attend the webinar live, you’ll receive the full Walking with People in Transition Resource Packet—tools you can return to again and again as you walk with others through change.