ABOUT THIS EPISODE
Stacy Bohrer sits down with Rebecca Holland, Customer Revenue Leader, to share the experiences and mindset that shaped her journey from a Division 1 athlete to a revenue leader, advisor, and entrepreneur. She discusses building a career around curiosity, learning to thrive in fast-growing companies, navigating leadership, and helping founders create scalable organizations. She also reflects on motherhood, mentorship, personal growth, and why strong teams and aligned leadership remain essential as technology and AI reshape the workplace.
Takeaways
- Curiosity creates opportunities: Staying curious and being willing to figure things out has been a consistent driver throughout Rebecca’s career.
- Growth requires adaptability: Success can mean optimizing for different things at different stages, from performance and revenue to balance, clarity, and family.
- Scaling is more than sales: Rebecca evaluates people, processes, structure, technology, tools, and performance to identify what businesses need to grow.
- People still matter in an AI-driven world: She believes aligned teams and individual participation remain critical to executing a shared mission.
- Mentorship builds stronger leaders: Professional communities can give women access to the mentorship and support that earlier generations often lacked.
Chapters
00:00 Introduction and Rebecca’s career journey
01:25 Becoming the person people turn to for leadership
04:37 Building a career outside the traditional path
06:54 Division 1 athletics and learning to figure things out
08:38 Entering startups and high-growth environments
10:13 Selling emerging technology and finding early success
13:11 Curiosity, trust, and connecting with people
18:48 Learning from mentors and high performers
22:22 Motherhood, priorities, and redefining success
24:02 Athletics, injury, yoga, and finding balance
28:04 Launching GTM RH Advisory
29:10 Building scalable revenue organizations
31:02 Why people still matter in the age of AI
33:04 Redefining career success
33:38 Becoming a multi-hyphenate leader
36:03 Women, mentorship, and workplace leadership
38:25 Motherhood, curiosity, and creating the next chapter
