Everything's fine.
That's the problem.
Coaching for Professionals 50+ Rethinking Work, Life, and What Comes After Ambition
*No vision boards, trust falls, or or finding your spirit animal, unless that's your thing
You did everything right. So why does it still feel… off?
College. Career. Mortgage. Family. 401(k).
You followed the plan and built a life you were supposed to want.
Now the kids are grown. The job’s… fine.
But something about it doesn’t quite fit anymore.
Not your work.
Not your relationships.
Not the version of you that built all this.
This isn’t a crisis.
It’s just that moment after success when you realize:
You’re not done.
But you’re done doing it the same way.
You’re not ready to retire.
You’re not wired to coast.
You’re just too sharp to keep living inside a version of life that no longer fits—
and not quite sure what does.
Coaching for people navigating the space between what used to work—and what comes next.
I coach people in this space between chapters.
Not reinvention theater—real conversations, grounded thinking, and smarter decisions.
This isn’t about making a grand exit or scrapping your life.
It’s about stepping back, seeing things clearly, and rebuilding what fits—
based on who you are now, not who you were 20 years ago.
Whether you’re investing in this work yourself or your organization is supporting it,
this isn’t therapy. And it’s not a self-help seminar.
It’s structured, strategic support for navigating the questions that don’t resolve themselves.
Who I Work With:
Professionals 50+ asking “Is this still it?”
People considering what’s next in work, identity, or partnership
Employers supporting experienced employees through transitions
Couples navigating shifts together (retirement, relocation, reinvention—not therapy)
What We Work On Together
Navigating What's Next
For when life feels like it's shifting but you're not sure toward what. Whether it's planning your exit from corporate life, managing the other big changes that come with this stage, or simply feeling like the person you've become doesn't match the life you built—
I help professionals 50+ redesign their next chapter around who they are now, not who they used to be.
How the Thinking Session Works
Relationships in Transition
When major life changes ripple through your closest relationships. Whether it's navigating career shifts as a couple, adjusting to empty nest dynamics, or recalibrating roles as life circumstances change—
I help couples and families realign their relationships around what's actually happening now, not what worked before.
How the Partnership Session Works
How I Approach This Work
What This Isn't
A group hug disguised as a mastermind
A 12-week journey through your inner child
Life optimization hacks (your life isn’t a startup)
Endless journaling prompts (you’re not trying to coach yourself)
A funnel into more coaching
A crisis response or a motivational intervention
A “find your passion” safari—you’re too sharp to fall for that now
What This Is
Coaching for professionals 50+ navigating work, identity, and life transitions
Strategic support for big decisions—without dismantling everything you’ve built
A space to rethink what fits now, based on who you actually are
Built for adults who don’t need fixing—just a smarter next move
About Sean
I'm a PCC-certified coach who spent 20+ years in corporate leadership before building Coach in a Can.
I help professionals 50+ navigate major transitions because I've lived the questions they're asking—and found a way through that doesn't require dismantling everything you've built.
My Story →
What Clients Say About Coaching
Career Identity After Leaving a High-Profile Role
“I wasn’t falling apart. I just didn’t know who I was without the job, the schedule, the constant next thing. Working with Sean gave me space to figure out who I am now.”
Letting Go of a Role That No Longer Fits
“Everything looked fine on paper. But inside, I was restless. Coaching helped me stop performing a version of success that no longer fit.”
Finding Direction After Success
“I kept thinking, ‘I should be grateful.’ But I couldn’t shake the feeling that I wasn’t living the life I actually wanted. Now I’m making decisions based on what’s true now.”
Coaching for Long-Term Relationships in Transition
“We still cared about each other. But we weren’t having the conversations that matched where we were now. Sean helped us talk about what was changing without losing what mattered.”
Facing Retirement Without Losing Yourself
“I wasn’t scared of retiring. I was scared of disappearing. Sean helped me realize this isn’t the end of something—it’s the start of my chapter.”
Not Sure If Coaching’s the Move Yet?
Start here—with a real answer, not a sales pitch.
If you’re facing a big shift—around work, identity, or what’s next—and want to talk it through before jumping in:
Fill out a short form, and I’ll personally respond. No pressure. No pitch. Just a clear, thoughtful reply to help you figure out next steps.