Advising Leaders, Teams & Orgs
Work better, together.
Charlie partners with conscious leaders to make their teams work better — the Team Habits approach, applied to the organization you’re actually running.
Tell me about your teamWhen Leaders Bring Charlie In
The moment usually looks like one of these
Rapid growth without integration
The team doubled, and the ways of working didn’t keep up.
After a merger or acquisition
Two cultures, one org chart, and no shared way of working yet.
A retreat that has to land
An offsite you can’t afford to spend on trust falls.
Strategy that has to execute
A leadership team that can set direction but struggles to make it happen.
New in the seat
A capable leader facing a role bigger than the last one.
A team running on empty
Good people, real fatigue, and a pace that isn’t sustainable.
The Engagements
Five ways Charlie works with teams
A read on how your team actually works — the habits, handoffs, and friction points — and where the highest-leverage improvements are.
One-on-one advising for leaders, with particular care for BIPOC, women, and accidental executives growing into the role.
Aligning the team around priorities and building the cadence that turns a plan into results. Works alongside 4DX, OKRs, EOS/Traction, or a Balanced Scorecard.
Guiding organizations through change with an adaptive approach and a 4P lens: purpose, people, profit, and planet.
Designing and leading offsites, strategy retreats, and team-building sessions that produce something you keep.
Why Charlie
Led at every scale that matters here
Charlie commanded and coordinated for the Army, with responsibility for hundreds of soldiers, and he has spent more than a decade advising leaders and teams across the military, nonprofits, and fast-growing companies. He is the author of Team Habits and Start Finishing, and he serves on boards.
Private engagements start in the five figures. If you want the approach in cohort form first, the Leadership Labs is the same body of work at a fraction of the cost.
“Charlie Gilkey masterfully uncovers the pivotal role habits play in shaping exceptional teams.”
Dr. Marshall Goldsmith · Thinkers50 #1 Executive CoachStart a Conversation
Tell me about your team
Send a note on where things stand and what you’re navigating. If it’s a fit, we’ll set up a conversation.