PULL UP
YOUR CHAIR
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 Leadership Experiences You Will Find in the
21st Century Leadership Institute

The Leadership Boardroom
For Individual Contributors and New Leaders
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
Week Leadership Accelerator
Our Most Popular Leadership Program

Government Leadership Accelerator
Leading In The Public Sector Government Leadership Accelerator
Week 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.

Years serving US Presidents, world leaders, and the biggest brands on earth.
The leaders in this program call it "extraordinary"

Leadership Retreats, Summits & Events
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.

Fractional Chief Government Affairs/Advocacy Officer
Cicely's flagship bespoke leadership services includes expert leadership of your government relations function without the overhead of a full-time executive.
She brings decades of strategic advocacy experience to navigate complex regulatory landscapes while developing tailored government affairs strategies aligned with your business objectives.
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.
Allie
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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.
Lyndsay
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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.
May 7, 2025
Michael
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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.
March 12, 2025
Jan
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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.
May 6, 2025
Tracy
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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.
Feburary 6, 2025
Chalk
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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, helping 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.
January 21, 2025