A woman with short curly hair wearing a red blazer, black top, gold necklace, and red lipstick, smiling with arms crossed.

Confidence. Is the Strategy.

Shakila Stewart is an executive leadership coach and speaker who helps senior leaders and organizations lead with greater confidence, presence and impact.

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Meet Shakila Stewart

Shakila Stewart is an Executive Leadership Coach, keynote speaker, bestselling author, and Certified Etiquette Consultant. She’s the Founder & CEO of Chin Up! You Got This!™, a 501(c)(3) equipping teen girls, women, and organizations with the confidence and leadership skills to thrive.

For 15+ years, Shakila has partnered with corporations, schools, and correctional education programs to develop confident leaders and strengthen workplace culture. Her organization’s Pathway to Empowerment™ curriculum now reaches over 4,000 correctional facilities nationwide.

Through her signature Self-Exploration Frameworkâ„¢, Shakila helps individuals and organizations strengthen self-image, elevate executive presence, and build resilient, high-performing cultures. Whether addressing Fortune 500 executives or justice-impacted individuals, she delivers practical strategies and compelling storytelling that inspire audiences to lead with confidence, courage, and purpose.

Book Me Now

Download the Self-Exploration Blueprint

Inside you’ll get: A Rapid Self-Assessment, Targeted Prompts, A 7-day Execution plan, and Reflection Pages—designed to sharpen communication, strengthen accountability, and sustain high performance.

The dynamic Keynote Speaker you’ve been looking for…

EMPOWERING AUDIENCES, TRANSFORMING LIVES

of Industry Experience

15 years

Author

4 x

Individuals Served

8,000+

I help executives feel seen, unlock their

brilliance and lead with intention through:

  • A group of women sitting together on a stage, smiling, during an outdoor event. They are dressed in white and evening wear, with a table in front of them holding flowers and event materials.

    Keynote

    Shakila Stewart offers keynote speaking engagements that inspire confidence, reslience, and personal transformation. Her talks resonate deeply with audiences empowering individuals to overcome challenges and live unapologetically.

  • Professional woman with short black hair, wearing a black blazer and purple top, smiling with arms crossed in an office setting.

    Executive Coaching

    Designed for professionals, entrepreneurs, and individuals seeking guidance in leadership and personal development. These coaching sessions are tailored to help clients break through their obstacles, unlock their potential and thrive in all areas of their lives.

  • People sitting in a row, taking notes and using tablets or smartphones at an indoor conference or seminar.

    Trainings & Workshops

    Tailored Trainings for professionals, companies and entrepreneurs who are focused on building leadership skills, cultivating a confident mindset and achieving sustained success.

NOT 100% SURE WHERE TO START? GET IN CONTACT... hello@shakilastewart.com

  • I had the best time in Shakila Stewart’s Leadership Presence Lab, She created a space of confidence, fierceness and fun. She coaches Women into self-confidence with bonus and grace, teaching them how to walk and who they are called to be. Highly recommend it!

    Meilani  Darby, Ceo/ Founder of Vision Designed and Shameless Magazine. 

  • The Leadership Presence Lab was phenomenal. Shakila has a gift for still in hope and belief in your potential. The event was a perfect mix of fun and inspiration creating a part of space where vulnerability was embraced. It’s truly transformative in a must attend for Amy once seeking confidence and strength.

    Tara Armstrong, Founder of she shifts culture 

  • Amazing, it's so motivational and inspiring, every meeting and room that I enter after working with Shakila Stewart, I lead with confidence.

    Peggy White

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Stay Connected

Email: hello@shakilastewart.com
Phone: 424.279.8323

Connect

Speaking Opportunities

Partnerships