AI Adoption
A people-first path from AI curiosity to sustained, everyday use — policy, skills, and working agents included.
Learn moreStrategy at the point of change
Consequential change, made practical.
Charlie brings 25 years of enterprise executive experience to small and mid-sized businesses at whatever dose fits — fractional CxO leadership, transformation and integration work, and coaching for executives and leadership teams. Recent engagements took an organization from 30% to 100% sustained AI adoption and lifted delivery on corporate initiatives to 82%.
Start a conversation- 100%Sustained AI Adoption
- >80%Delivery on Commitments
- 10%Capacity Created
Areas of focus
Support built around the moments that matter.
Most organizations don't need another framework — they need a steady hand at a consequential moment. Bear Peak focuses on three of them: putting AI to real work, making a deal deliver its thesis, and giving leadership teams the structure and coaching to execute.
Post-Acquisition Integration
Chartering and running the integrations, separations, and carve-outs that make the deal deliver its thesis.
Learn moreFractional Leadership & Executive Coaching
A fractional seat at your leadership table, plus the coaching and session facilitation that keep the team delivering.
Learn moreService deep dive
AI Adoption
From AI curiosity to 100% sustained adoption.
Buying AI tools is easy; getting an entire organization to use them well, every day, is the real work. Bear Peak treats AI adoption as a cultural change program, not an IT rollout. A recent year-long engagement took a nonprofit investment firm from 30% to 100% sustained AI adoption — through weekly hands-on learning sessions, a company AI use policy, employee-championed change programs in every department, and custom AI agents built for the actual work. The organization freed roughly 10% of its capacity while quality of delivery held steady.
- 01 Readiness, policy, and a safe place to experiment
- 02 Hands-on learning programs that build fluency across every role
- 03 Working agents and automations tied to measurable capacity gains
Service deep dive
Post-Acquisition Integration
Momentum after the deal closes — or a clean break when it's time to separate.
Charlie has spent 25 years making acquisitions deliver their thesis — and unwinding them when strategy changes. That includes chartering and executing a five-country corporate separation on a fixed regulatory and employment calendar, guiding a services firm through the carve-out of its software IP, and capturing eight figures of deal value inside enterprise portfolios. The pattern is consistent: what makes integrations and separations stick isn't just the plan — it's aligning the executives and activating the teams doing the disentangling.
- 01 Integration and separation charters tied to the deal thesis and the calendar
- 02 Executive alignment, role design, and knowledge transfer to disentangle operations
- 03 Milestone governance and steerco cadence that keeps every tranche on time
Service deep dive
Fractional Leadership & Executive Coaching
Executive muscle at the dose that fits.
Some organizations need a fractional COO, CTO, or Integrator at the table for a season; others need annual and quarterly leadership sessions designed and run well; others need one leader coached through a pivotal stretch. Bear Peak does all three, grounded in one belief: every person has astounding potential — finding it is the real work. In an ongoing fractional engagement, a leadership team lifted delivery on its corporate initiatives to 82% by pairing a clear vision and operating cadence with in-room accountability that carries into everyday execution.
- 01 Fractional CxO and Integrator seats — COO, CTO, and AI executive roles
- 02 Executive and leadership-team coaching grounded in honest accountability
- 03 Annual, quarterly, and offsite sessions designed and facilitated end to end
Founder
Charlie Fleet
Founder
Charlie is a technology and operations executive who aligns and mobilizes organizations to deliver. Across 25 years at companies from $60M to multi-billion in revenue — many private-equity backed — he has led enterprise transformations, post-acquisition integrations, and the delivery governance that keeps sprawling programs on track. Through Bear Peak, he brings that same executive muscle to small and mid-sized businesses. His edge is with people: he's equally at ease in the break room and the board room, and he believes the problem is always behind the problem. Charlie holds a Master of Engineering from MIT and a B.S. with Distinction from VMI, serves in leadership at three local nonprofits, and has run 21 marathons — five of them ultras.
Connect on LinkedInWhy Bear Peak
A grounded approach to complex work.
Clear perspective
The presenting issue is rarely the real one. Charlie inspects organizational alignment first and finds the problem behind the problem.
Practical partnership
No leave-behind decks. Charlie works shoulder to shoulder with your team — as comfortable doing the work as directing it.
Durable progress
Just enough structure for your situation, handed over to your operators — so progress outlasts the engagement.
Selected work
Change, made tangible.
A sample of recent engagements. Client names withheld by agreement; happy to share details in conversation.
AI adoption
Nonprofit investment firm raising ~$400M annually
A year-long digital and cultural transformation turned a cautious workforce into a fluent one — weekly learning sessions, an AI use policy, employee-led change programs in every department, and custom AI agents built for the work.
- Sustained AI adoption
- 100%
- Capacity created
- 10%
Integration
PE-backed B2B marketing technology company
Chartered and executed the separation of two businesses into stand-alone companies across five countries — executive role design, knowledge transfer, and milestone governance on a fixed regulatory and employment calendar.
- Countries separated
- 5
- Regulatory deadlines missed
- 0
Fractional leadership
Colorado IT staffing and consulting firm
An ongoing fractional Integrator seat: vision and core values defined, an annual and quarterly operating cadence installed, and a leadership team held accountable to its in-room commitments.
- Delivery on corporate initiatives
- 82%
- Leadership operating cadence
- Annual + quarterly
Client perspective
Client testimonial
Placeholder testimonial quote describing the experience and value of working with Bear Peak Consulting.
Name Placeholder Title, Company Placeholder
Start a conversation
What change are you navigating?
Share a little about what is ahead. Charlie will follow up directly.
Charlie@BearPeakConsulting.comEvergreen, CO