Corporate Workshops & Leadership Sessions — Gray Coaching

Corporate workshops & leadership sessions

When your team needs
clarity, alignment,
and direction.

Whether you're setting annual strategy, navigating a leadership transition, or simply need your team pulling in the same direction — Gray Coaching delivers focused, facilitated workshops that lead to real decisions and momentum.

5–15
Participants per workshop
Half or full day
In-person or virtual
1 deliverable
Documented roadmap, every session

What makes these workshops different

Built around your business, not a generic agenda

Every workshop begins with a pre-session discovery call and intake so the day is tailored to your team's actual challenges — not a recycled framework from a binder.

You leave with decisions made, not a list of things to consider

The session is designed to move you from discussion to commitment. You'll walk out with a documented roadmap, clear priorities, and ownership assigned.

A facilitator who has sat in your seat

Lindsay has worked directly with CEOs and leadership teams across multiple industries — not as an observer, but as a strategic advisor through pivotal stages of growth.

Small groups only. Every voice in the room.

Workshops are capped at 15 participants. This keeps conversation focused, surfaces real input from every seat, and makes follow-through realistic.

Workshop offerings

Three focused engagements.
One clear outcome.

Available as half-day (3.5 hrs) or full-day (6 hrs) sessions, in-person or virtual.

Annual Strategy Workshop

For leadership teams planning the year ahead.

From $5,500

Full day · up to 15 participants


  • Pre-work: business audit + team diagnostic
  • Full-day facilitated planning session
  • Documented output: annual priorities + 90-day roadmap
  • 30-day follow-up coaching call with leadership

Leadership Alignment Workshop

For teams navigating growth, transition, or tension.

From $4,000

Half or full day · up to 12 participants


  • Pre-work: individual leadership assessments
  • Facilitated session on communication and role clarity
  • Documented output: team agreements + decision framework
  • Two follow-up calls within 60 days

Custom Workshop

For teams with a specific challenge or goal.

Priced on scope

Custom format · any size


  • Discovery call to define your goals and constraints
  • Custom agenda designed around your situation
  • Can be combined with ongoing 1:1 coaching
  • Multi-session packages available

Is this right for your team?

Who these workshops are built for.

Good fit

  • Founders or leadership teams of 5–50 people
  • Teams moving fast but not in the same direction
  • Companies at a growth inflection point
  • Teams preparing for a new year, restructure, or pivot
  • Leaders who want a facilitator, not a lecture

Not the right fit

  • Large enterprise teams needing multi-month engagements
  • Organizations looking for a keynote speaker only
  • Teams not ready to make decisions and commit
  • Groups of 20+ without a focused agenda

From clients

"I worked with Lindsay over several years during our pivotal stages of growth. From overall strategy, sales and marketing guidance — I found her ability to deliver top quality advice inspiring and directional."
— Chris Ogden, CEO · Rubiblue
"Her vast experience in sales and general business greatly assisted me through the typical challenges one faces as an entrepreneur. She gave me the space I needed to think through my own ideas and choices."
— David Seinker, CEO · The Business Exchange

Common questions

What to expect.

Do you facilitate in-person or virtually?

Both. Virtual sessions are conducted via Zoom and are equally effective for remote or hybrid teams. In-person sessions are available in the Denver/Colorado area and by arrangement for travel outside the region.

How far in advance do I need to book?

Most workshops are booked 3–6 weeks in advance to allow time for pre-work and preparation. Reach out as early as possible, especially for Q4 planning season (September–November).

Can I combine a workshop with ongoing coaching?

Yes — many clients begin with a workshop and continue with 1:1 coaching for the founder or leadership team. Packages that combine both are available and often the highest-value option.

What do I need to prepare?

Very little on your end. Lindsay handles all preparation and agenda design. You'll complete a short intake form and optionally share any existing strategy documents. The session does the heavy lifting.

What does the follow-up look like?

Every workshop includes at least one follow-up call to review progress, address blockers, and hold your team accountable to what was decided in the room. Extended support packages are also available.

Ready to work together?

Let's talk about your team.

Start with a 20-minute call to discuss your needs and whether a workshop is the right fit. No pitch, no pressure.

Schedule a call with Lindsay

Or email directly: lindsay@graycoaching.net