top of page

Meet the Team

Founded by former sports and entertainment CEO, entrepreneur, and strategist Gary Woolf and former U.S. Marine Corps Captain Tom Fidel, Shiboomi was built on a shared vision: to help leaders and organizations navigate growth, change, and opportunity.

​

Today, we combine strategic insight, real-world experience, and a hands-on approach to turn complex challenges into opportunities for lasting success.

Gary Headshot.JPG

CEO & Co-Founder

Gary Woolf

Gary Woolf is Co-Founder and CEO of Shiboomi LLC, bringing more than 35 years of experience as an entrepreneur, executive, strategist, and advisor across industries including sports and entertainment, healthcare, biotech, infrastructure, consumer products, and financial services.

​

Gary began his career at Bob Woolf Associates, one of the leading sports and entertainment representation and marketing firms of its era. An entrepreneur from an early age, he launched his own venture within the firm at 18 and, by 20, had negotiated contracts in the NFL, NBA, and Major League Baseball. After graduating cum laude from Harvard University with a B.A. in Economics, he expanded his focus to corporate development, helping the firm pursue new businesses and growth opportunities. He later became CEO and led Woolf Associates through its eventual sale.

​

In 2003, Gary co-founded Shiboomi, where he has since advised, developed, and helped build companies and projects across a diverse range of industries and international markets. His work combines strategic thinking with hands-on experience in entrepreneurship, corporate development, partnerships, finance, and organizational growth.

​

Gary's approach to leadership has also been shaped by decades of study in health, performance, and Eastern disciplines. He is a graduate of the New England School of Acupuncture and has extensive training in Tai Chi, Qi Gong, and meditation, providing a broader perspective on resilience, well-being, and sustainable leadership.

Gary previously served as a Managing Director of Charles Towne Holdings and held FINRA Series 79 and 63 licenses. He is an active mentor to entrepreneurs and emerging companies and has participated in programs including MassChallenge, MIT CHIEF, and the Rice Business Plan Competition. He is also conversational in Mandarin Chinese.

  • LinkedIn
Morgan Headshot 2019.jpg

Director

Morgan Rowe Woolf

Morgan Rowe Woolf brings more than 20 years of experience in corporate development, business development, strategic consulting, and financial research across a diverse range of industries and international markets. Her work focuses on market and financial research, competitive analysis, and strategic intelligence supporting capital raising, M&A, market expansion, corporate development, joint ventures, and strategic partnerships.

​

In 2019, Morgan co-founded InSchoolbus, Inc., an education counseling and planning company, where she served as CEO. Her experience as both an entrepreneur and strategic advisor provides her with a practical perspective on evaluating opportunities, developing new initiatives, and supporting organizations through growth and change.

​

In addition to her business career, Morgan has spent more than 20 years coaching competitive figure skating and developing athletes and programs. She has served as Head Coach of the Harvard University Figure Skating Team and helped develop and build the competitive training program at Elite Edge Skating Club in Wellesley, Massachusetts. She has also served in numerous committee and board roles with U.S. Figure Skating.

​

A former Team USA figure skater, Morgan was a U.S. National medalist and Junior Grand Prix Finalist. She holds a B.A. in Government from Harvard University.

  • LinkedIn
Tom Casual.jpg

President & Co-Founder

Tom Fidel

Tom Fidel is Co-Founder and President of Shiboomi LLC, where he leads the firm’s strategic initiatives and leadership advisory practice. For more than 20 years, Tom has advised CEOs, executives, entrepreneurs, public figures, and other high-performing individuals on leadership, organizational effectiveness, strategy, and navigating periods of growth, transition, and crisis.

​

Tom brings a distinctive background in leadership, strategy, and organizational dynamics. A former Captain in the U.S. Marine Corps, he specialized in counterterrorism, human intelligence, and strategic planning—experience that continues to inform his practical, disciplined approach to leadership and decision-making.

​

At Shiboomi, Tom works with organizations to strengthen leadership and management strategies, improve team dynamics and organizational effectiveness, and build the internal capabilities necessary to support growth and change. His individual leadership work focuses on helping high-performing leaders develop greater clarity, resilience, self-awareness, and effectiveness as they navigate complex professional and personal challenges.

​

Tom is also the Founder and CEO of Fidel Leadership Consulting and has led leadership programs, seminars, and conferences for corporations, institutions, and executives across the United States. He has served on the boards of numerous U.S. and international companies throughout his career.

​

Tom holds a B.S. in Criminal Justice and an M.A. in Organizational Leadership.

​

​

​

​

​

  • LinkedIn
bottom of page