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21st Century Leadership Institute

with

YOUR ORGANIZATION'S LEADERSHIP FAST TRACK.

Helping leaders, teams & organizations close leadership gaps to build future ready teams and culture.

Time Is Of The Essense

 The World Is Changing. Your Organization Must Change or Get Left Behind.

Cicely Simpson has had massive success in both business and in politics.

Whether it was completely altering her path to become a global leader at Fortune 500 & Fortune 125 companies or becoming a Washington DC power player, Cicely is sought after to create winning strategies for organizations of all sizes and sectors.

 

The Leadership Experiences You Will Find in the
21st Century Leadership Institute

The Leadership Boardroom

For Individual Contributors and New Leaders
The Leadership Boardroom advances leadership excellence through coaching, collaboration, and a supportive community to help leaders refine their skills, inspire teams, and lead with confidence, creating a transformative space where executives can navigate complex challenges while developing sustainable leadership practices that drive organizational success.
Our Members Love The Leadership Boardroom

LeaderOS - The Complete Leadership Accelerator

Scaling impact, income, and influence for Mid-Level, Senior Leaders, C-Suite Executives and Teams.

This quintessential 9-Week leadership experience meticulously curates solutions for the unique challenges faced by top-tier leaders. This exclusive group is immersed in advanced modules focusing on global leadership trends, resilience and adaptation in rapidly changing markets, and the art of leading through innovation

6

Month Program

Our Most Popular Leadership Program

Government Leadership Accelerator

Leading In The Public Sector Government Leadership Accelerator
Empowering elected officials and their teams to excel with guidance from a proven expert. The Government Leadership Accelerator empowers elected officials and their teams to elevate their leadership, drive meaningful change, and serve the public with excellence. Designed and led by Cicely Simpson, a former government official and leadership coach, this program combines real-world expertise, practical insights, and personalized support to help you navigate the complexities of public service leadership.
1

Year Exclusive Program

Top Rated Program By Elected Officials

Tailored Executive Coaching

Bespoke Excellence for the Singular Vision-Bearer

This exclusive one-on-one mentorship transcends conventional executive development, offering sanctuary for visionary leaders at their peak of organizational power. Reserved exclusively for senior leaders, C-suite executives, and CEOs this confidential alliance pairs you with a master leadership strategist who becomes your dedicated thought partner, challenger, and catalyst. Your journey is meticulously crafted to address the profound complexities that exist only at the highest echelons of leadership. Reserved for a select few, this is leadership development reimagined as it should be for those who shape industries: intimate, transformative, and precisely aligned with the weight of responsibility you carry.

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27

Years serving US Presidents, world leaders, and the biggest brands on earth.

The leaders in this program call it "extraordinary"

Leadership Retreats & Summits

invitation Only

Companies, Industries, Government Leaders and many more seek Cicely's expertise to inspire and challenge their  teams and members at their leadership retreats, Washington Fly-ins, industry conferences, etc.

By popular demand, Cicely will also be hosting in person retreats starting in 2026.

Consultative and Bespoke Leadership Services

Cicely Simpson delivers transformative leadership solutions that drive organizational success through strategic advocacy, performance excellence, and effective stakeholder engagement.

NOW IS YOUR TIME

If you’re ready to accelerate your leadership progress or elevate your organization’s leadership capabilities, you’re in the right place.

Leadership is at a crossroads, and so are you. If your organization has untapped leadership potential or if previous efforts to enhance leadership haven't succeeded, our programs could be the strategic investment you've been searching for.

 

To get started...

Set up a time with one of our Leadership Strategists. In this no-pressure session, we’ll ask about your organization’s leadership state and provide actionable advice you can use immediately. We will also share more about the 21st Century Leadership Institute.

What Others Have To Say​

  • D. Qualls
    "I love Cicely. She is a no-nonsense person. Cicely will challenge you. She will confirm your strengths and she will provide you resources and tools to develop the areas that she feels that there are opportunities. Her energy, her experiences and just her attitude really connected with me and my interest and wanted to reach out to her to continue to challenge myself and develop my career into hopefully a new journey. The one part that she has brought to light for me is I have been undervaluing myself in my work. Her career experiences, her journeys of what she's done, the different industry sectors that she has served, and again help you think about not only who you are, but what you are and what you want to be."
    D. Qualls
  • A. Yanez
    Cicely – thank you SO much for speaking to the team!!! They loved you! I appreciate you so much.
    A. Yanez
  • T. Eyet
    I want to express our deep appreciation for the time you invested with our teams last week. Your presence helped us reach some truly revelatory moments. Our discussion the next day, inspired by your insights, led to some significant breakthrough moments. We are all deeply committed to this new energy and eagerly anticipate how it will positively transform our work and team dynamics.
    T. Eyet
  • Scott Sager
    Cicely Simpson offers a unique and fresh approach to the major issues facing corporate and political America today. Her presentations combine a warmth for her audience with a personal charisma that captivates audiences with her honest and relatable stories of overcoming racial and gender barriers through principle centered decisions. Cicely's insights into servant leadership, building trust and forging open and honest communication resonate with aspiring professionals of every age -- and show that things can be done right even in the highest levels of Washington politics and the board rooms of some of America's most successful corporations. Cicely will leave you longing for more and will empower individuals to reinvest in making things better right where they are!
    Scott Sager
  • C. Brown
    "Thank you so much Cicely. One of the best decisions I made this year was to join your program. It has truly changed my thinking."
    C. Brown
    Asst. Vice President
  • C. Richards
    I have known and seen Cicely to be a wonderfully accomplished woman and certainly aspirational for me. I found her to be be very empathetic in the ways she works. She has helped me to be able to pinpoint my unique place of value as opposed to being very general. She has not prescribed the path that she thinks each person should be on. Instead, she has been very authentic and tailored, he;ping me think through what, in fact, that is it that I actually want. She has a gift of finding in each person the skills that they particularly have, and then helping you to see how you can put those forward to other to other people.
    C. Richards
    Dean of Students
  • T. Schmaler
    Cicely Simpson has an amazing ability to take deeply complicated policy and political issues and distill them into dynamic and digestible ideas that further the conversation. During her appearance at the Brookings Institution panel on wage growth, her confidence, command of the subject and keen sense of humor made the discussion both interesting and informative for the audience.”
    T. Schmaler
    Managing Director
  • J. Simonsen
    "I have known Cicely Simpson for many years. I have had the opportunity to see her speak on several occasions, before various groups of professionals. Cicely is extremely knowledgeable, very engaging, and an outstanding presenter. She is always very well prepared, and presents her topics succinctly and in a straightforward manner. It is without hesitation that I recommend Cicely to be a speaker for your organization.”— Jan Simonsen Equity Partner, Carr Maloney P.C.
    J. Simonsen
    Equity Partner
  • M. Winegeart
    "Cicely Simpson was the keynote speaker for Lipscomb University’s Leadership Summit - a weeklong experiential learning intensive for 120+ graduating juniors and seniors. College students can be an intimidating audience, especially our Summit group that included Bio Chemistry, Engineering, Business, Accounting and Social Work majors! As the favorite Summit speaker, Ms. Simpson delivered in spades. Her passionate and humble style quickly won over even the most skeptical academics. I highly recommend Ms. Simpson to any group that values authenticity and passion, delivered with humility, clarity, and relevancy.”
    M. Winegeart
    Executive Director
  • L. Dowd
    “It is rare when you meet someone with incredible experience, composure, wisdom, humor and kindness, but Cicely is all of those things and more. Cicely has become a coach, mentor and friend to me. Our relationship started when she was a guest on my podcast twice and I was on hers twice. We found a fast friendship and a kinship in our desire to change the working world for the better. I've watched Cicely instill confidence in the leaders she coaches. She built an incredible community to help people and does it all with a level head and grace. She could have 100 things going on but you'd never know it as she makes you feel like you are the only person in the room. I'd recommend Cicely to anyone looking for a coach, a great podcast, a thoughtful and excellent book or a speaker to help your team be their best."
    L. Dowd
    Chief Revenue Officer
  • A. Ward
    "Thank you so much for your time spent with us at Summit! During this time, you truly modeled for us time and time again how to embody every characteristic of exemplary leadership. Thank you for coaching us to be people of impact who understand that “okay is not okay.” You taught us that while “okay is comfortable, it’s not thrilling. It’s not passion. It’s not life-changing, fulfilling, and unforgettable."
    A. Ward