GABBY ROSELY
KEYNOTES, WORKSHOPS, & EXECUTIVE COACHING FOR
MULTI-GENERATIONAL TEAMS & LEADERS TO
IMPROVE COMMUNICATION, COLLABORATION, & BUSINESS OUTCOMES
ABOUT GABBY ROSELY
Gabby Rosely, ex-college swimmer turned Speaker & Communication coach, helps organizations bridge generational gaps to improve trust, collaboration, and business outcomes.
Her journey began at 8 years old when she dove into competitive swimming, chasing her dream of the Olympics. For a decade, the pool was her entire world, until her very first college race resulted in a career-ending shoulder injury.
With her athletic identity stripped away, Gabby turned her drive toward entrepreneurship, building a successful swim program that caught the attention of a corporate franchise and earned her a management role at just 21.
Suddenly, she was a Gen Zer leading Boomers, Gen Xers, Millennials, and fellow Gen Zers… and she flopped. Relying on grit and independence, she struggled to communicate, collaborate, and earn trust.
Through mentorship, Gabby discovered the power of understanding generational values, communication styles, and strengths. That shift transformed her leadership and her team’s engagement, productivity, sales, and client relationships.
Now a full-time speaker & coach, Gabby has delivered 20+ talks & workshops for organizations including the Criminal Defense Attorneys of Michigan, Biohackers World, and the Illinois Association for Behavioral Health. Across these events, 99% of attendees report her sessions as valuable and educational.
In Gabby’s interactive sessions, she equips organizations with practical tools & guides transformational discussion to bridge generational divides, helping leaders and teams move beyond stereotypes and create cultures where people connect, collaborate, and thrive together.
She lives in Chicago, IL but is often traveling out and about with her Group Travel brand Say Yes Collective Co. When she’s not leading workshops or speaking on stage, she’s hiking, sailing, dancing, or spending time with her family & friends.
SERVICES
Julia Brunner - Meditation Teacher
"Gabby helped me to create a foundation of values, goals, and methods that I would have been unable to create for myself, and she catapulted me into the direction of the future I want to create".
Marta Parlanti, - Holistic Nutrition Business Owner
"Gabby provided invaluable insights and actionable strategies that will be easily applicable to my business. Gabby fostered a supportive and encouraging environment, empowering me to push past my comfort zone and reach new heights".
Jimmy Sarnoff - Sarnoff Property Tax Firm
"Gabby's workshop was outstanding. Anyone who is looking for growth in their company should hear her presentation on bridging gaps across different generations. We learned how to leverage our own strengths in the way we communicate and left feeling inspired and confident".
Alexis Pappas - Effective Christian Ministry Cohort Director
"Our coaches were really excited & inspired by Gabby's insights. Her expertise and engaging delivery made a significant impact, and we are looking forward to implementing the strategies she shared".
Suzanne Levin - West Bloomfield, MI Chamber President
"Gabby was one of our most inspirational and interesting speakers on the Women's Inspirational Network. Her enthusiasm was matched by the information she provided. She is truly a mentor for women of all ages in every sense of the word".
Off the Clock - MI
"Gabby was a keynote speaker at our Social Event for wedding hair and makeup artists. She went above and beyond to connect with our community. She delivered an impactful and empowering speech about Thriving in Beauty with Confidence and Resilience. She’s now become a resource for our community and everyone has spoken so highly of her. Thank you Gabby!"