About

About
Felicia Jackson

Speaker, Author, and Executive Coach

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Felicia Jackson is a sought-after speaker, executive coach, and author who specializes in leadership resilience, career transitions, and high-stakes decision-making. She equips high-achieving professionals with the strategies to lead through uncertainty, manage personal and professional shifts, and excel without sacrificing well-being, guilt, or career setbacks. With a career spanning finance, technology, and leadership, Felicia has spent over 20 years advising executives—from banking and wealth management to digital transformation and payments infrastructure. She helps leaders navigate complex organizational, professional, and personal transitions with confidence and clarity. After years of advising high-net-worth clients and C-suite executives, Felicia formalized her coaching expertise in 2017 through an ICF-accredited executive coaching program. She has since worked with Fortune 500 leaders, global tech executives, and global corporate teams to develop and implement transformational changes, resilience, and executive decision-making under pressure.

A Journey of Resilience and Reinvention

Felicia Jackson's journey is one of reinvention and resilience—successfully transitioning from financial services into technology without prior experience. She built a high-impact career in enterprise sales and leadership at Softchoice, Stripe, and Twilio, moving from hardware and software to cloud communications and fintech—bringing her expertise full circle in business growth, leadership, and financial strategy.
Beyond the boardroom, Felicia understands firsthand the life and career shifts executives face, especially when balancing career success with aging parent responsibilities. For nearly 15 years, she has balanced an executive career while serving as lead caregiver, Power of Attorney, and VA fiduciary for her veteran father—managing his healthcare, finances, and long-term planning from afar.
This firsthand experience informs her approach to helping executives navigate complex career and personal transitions while maintaining peak leadership performance.

Book Felicia Jackson

Book a high-impact speaker or executive coaching services. Whether it’s a keynote, corporate training, or leadership workshop, Felicia Jackson delivers engaging, actionable insights that drive real change.

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Keynotes
High-impact, engaging talks for your audience.
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Executive Coaching
High-impact coaching for executives balancing leadership, career demands, and personal shifts.
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Webinar or Lunch and Learn
Actionable strategies in an interactive format.
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Breakout Session or Workshop
In-depth, hands-on learning experience.
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Executive Coaching or Private Consulting
Customized 1:1 or small group leadership development.
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