LeaderOS™

The Complete Leadership Accelerator

Build the Leadership System That Scales Teams — and the Leader Who Guides Them In just 10 weeks.

Now is the time for leaders, teams, and organizations to close leadership gaps— and thrive in a world that’s changing faster than ever.

An important message from Cicely

Next cohort: January 2026

What Leaders Are Saying About LeaderOS™ — The Complete Leadership Accelerator

LeaderOS™ —
The Complete Leadership Accelerator

The Path to Becoming an Exceptional Leader for
Mid-Level, Senior Leaders, C-Suite Executives and Teams.

This isn’t just a leadership program. It’s an accelerator designed to give you the tools, mindset, and presence to lead at the level your results deserve — all in 10 weeks.

We don’t teach leadership theory.
We build high-impact leaders who can scale with speed, consistency, and clarity.

The statistics tell a sobering story:

60% of new leaders report feeling unprepared for their leadership roles.

Nearly 40% of internal promotions fail within the first 18 months.

Only 1 in 4 organizations report having a strong leadership bench.

You’ve spent years building experience.

Now it’s time to scale your leadership in weeks.

This is where high-performing leaders become high-impact transformers.

You're Here Beause You're Tired Of...

The Challenges You Face

  • Team Depends on You for Everything
  • Leadership Inconsistency: You show flashes of greatness, but lack structure in you lead daily.
  • Stalled Growth: Perhaps you have plateaued despite hard work and strong performance.
  • Decision Paralysis: You second-guess yourself in complex or high-stakes decisions.
  • Struggling to Influence Across the Org: You can lead your team but can’t move senior stakeholders
  • Lack of Executive Presence: You are capable, but not yet trusted with the “next level”.
  • Leading in Uncertainty: You get stuck when navigating change, politics, or power dynamics.
  • Reactive Leadership and Burnout: You're stuck in the weeds, pulled into fires, and can't focus on strategy or growth.
  • Meetings That Waste Time: Your 1:1s, standups, or strategy sessions are vague, repetitive, or avoid real problems.
  • Communication Breakdowns Across the Team: You repeat yourself constantly. Messages don’t land. Initiatives lose momentum.
  • You've Outgrown Mindset-Only Coaching You’ve done the self-work. Now you need the structure to lead others — fast.

The Leadership Accelerator Solution

  • Installs decision ownership frameworks
  • Learn repeatable leadership systems so they can show up with clarity, consistency, and confidence — regardless of the pressure.
  • Map out their next promotion pathway and teach them how to advocate for advancement without waiting for permission.
  • Our decision-making frameworks help you act with speed and certainty, even in uncertainty.
  • Through our communication tools and office politics strategies, you gain the tools to lead up, across, and externally.
  • Help you build leadership presence — how they speak, think, decide, and show up — so you are seen as ready now.
  • The Accelerator prepares you to lead with agility and influence, even when the path forward isn’t clear.
  • This is the list itemShifts your identity from doer to designer and leader.
  • Provides plug-and-play meeting blueprints for 1:1s, team syncs, reviews. Teaches high-leverage agendas and async updates
  • Installs your Strategic Communication OS: Teaches message discipline (What to say, when, to whom).
  • Phase 1 builds your internal leadership identity (influence, presence, EQ). Phase 2 installs the external systems (communication, decisions, execution).

Hi, I'm Cicely,
Your Leadership Coach

I am a leadership expert, keynote speaker, ForbesBooks best-selling author of the book: Pull Up Your Chair: 5 Strategies to Change the Trajectory of Your Career, Forbes Contributor, Founder of 21st Century Leadership Institute, and Creator of C.H.A.I.R. Leadership, a unique leadership model for modern leaders.

My best-selling book has been featured in Times Square, Apple News, Forbes, podcasts, and too many places to name!

I have been blessed to lead in rooms where real leadership happens:

- 5 U.S. Presidents & Their Administrations

- Foreign Leaders & Global CEOs

- Led Global Teams for World's Most Recognizable Brands

- Advised and coached CEOs, C-Suite Leaders, Senior Leaders and new leaders in Fortune 500 & Fortune 150 companies

My Leadership Journey

How I Scaled My Leadership Impact & Income 

Once I focused on accelerating my growth and leadership skills, my leadership, my impact and my income grew exponentially. 

Once I did the work, I was in rooms where real leadership occurs:  with world leaders + CEOs from across the world.

I cannot guarantee these results for you.  What can I say is that I'm turning all my knowledge from my 25+ year journey into a 9-week accelerator so can see results faster than I did.ed all my lear from building & 

Key Program Components

Weekly Masterclass

LIVE 60-90 Minute Masterclass Every Week

Live Masterclass on Tuesdays, starting at 5:00pm Eastern.  Live attendance will ensure you get the most out of the program.

Replays will be available.

Weekly Q&A/Coaching

LIVE Coaching and Q&A Calls

Weekly coaching and Q&A calls to ensure your questions are answered and you are implementing the strategies in your daily leadership.

Replays will be available.

Community & Accountability

Your Most Valuable Network

Private access to an exclusive community with like-minded leaders who share your passion for growth and success.

Templates & Resources

Practical Systems, Tools, and Resources

Downloadable manuals, worksheets, diagnostics, assessments, and action guides to support your journey.

🟩 Phase 1: The Internal Leadership Operating System

Outcome: Build identity, presence, and EQ fluency

Week 1:  Welcome + C.H.A.I.R. Leadership Model 
  • Develop value proposition as a leader; shift from doer to leader
Week 2: Emotional Intelligence Mastery
  • Lead through empathy, regulate energy, stay calm under chaos.
Week 3: Confident Communication 
  • Storytelling, executive clarity and concise messages.
Week 4: Master Difficult Conversations & Feedback 
  • Lead hard conversations, build safety, coach with compassion.
🟦 Phase 2: The External Leadership Operating System
Outcome: Install your systems of decision-making, communication, and execution.
Week 5: Strategic Thinking & Decision-making
  • Move from reactive to Strat-a-tactical and connecting the dots.
Week 6: Building a Team + Culture 
  • Build weekly cadence of meetings, scorecards, and reviews.
Week 7: Rhythms of Accountability
  • Enhance Team Performance and Accountability
Week 8: Why AI Matters in Leadership
  • Master AI - Build a System That Scales Your Impact Without Burning Out
Week 9: Time Management + Peak Performance 
  • Be a high performing leader with our Sunday Success Planning System to reclaim hours in your week

🟧 BONUS WEEK: Crisis Management for Leaders

PLUS THESE EXCLUSIVE BONUSES
SO YOU CAN SCALE YOUR LEADERSHIP

What Smart Successful Leaders Love About This Program

4

Collaborate and Contribute with Privacy

Join a global private community of leaders where you can connect with like-minded individuals and leverage shared experiences with each other.

5

Be a Part of a Leadership Success Network

Get to know other leaders on the same journey. Network, collaborate, and find potential business partners in our exclusive member area.

Get the support & accountability you need to accelerate your leadership growth.

Individual Leader

Ready to turn decades into days?

Join Us in the Accelerator!

One Time Payment = $6,000.00
(4 payments of $1,500 -    Company or Personal)

Add A Team Member

Want to add a Team Member?

50% off the price!

One Time Payment = $3,000.00
(4 payments of $750.00 - Company or Personal)

Frequently Asked Questions

1Who is this program for?
The Accelerator is for Founders, CEOs, C-Suite, Senior, and Mid-level leaders (and teams) who want to master modern leadership and elevate their impact, influence, and confidence across their teams and organization.
2What if I miss a live coaching session?
All sessions are recorded and available inside the program portal so you can watch at your convenience and stay on track.
3How much time should I set aside each week?
We recommend setting aside 90 minutes per week for coaching, and 60 minutes for the Q&A sessions. The more you engage, the more transformation you'll experience.
4Is this program right for me if I’m already in a senior leadership role?
Absolutely. Many senior leaders use this program to refine their executive presence, strategic thinking, and team leadership while building a stronger leadership identity.
5Will I receive individual coaching?
This is a cohort program. In addition to live group sessions, you'll have access to feedback through Q&A discussions, and our coaching clinics.
6Is there a refund policy?
We offer a satisfaction guarantee within the first 14 days. If the Accelerator doesn’t serve you, contact us—we’re committed to supporting your success.
7How do I apply and what happens next?
Submit a short application so we can make sure it’s the right fit. If accepted, you’ll receive an invitation to enroll and get access to onboarding materials immediately.
8How quickly will I see results?
While the Leadership Accelerator is designed for long-term, sustainable success, many leaders experience quick wins within the first few weeks. You’ll begin to see changes in your leadership effectiveness, team performance, and productivity as you implement the techniques we cover. By the end of the program, you’ll have built the foundation for ongoing leadership growth.
9What happens after the program ends?
You’ll receive a Leadership Accelerator Certificate and be invited to join our alumni network for continued access to leadership resources, invitations to exclusive events, and future learning opportunities.
10Who leads the Accelerator?
Cicely Simpson—renowned leadership strategist, 2x founder, and trusted advisor to 5 U.S. Presidents, Fortune 500 & 150 executives, and the most recognized brands in the world —personally leads the experience.

What Others Have To Say​