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What happens when you leave everything behind—your home, your career, your comfort zone—for the unknown? Rosslyn Cooper did just that, moving from Australia to the U.S., taking a 42% pay cut, and stepping into tech leadership with no tech background. In this episode of Making Maverick Moves with Gina L. Osborne, Rosslyn shares her fearless mantra—say yes before you think you’re ready—and how it transformed her career and life. From navigating imposter syndrome and leading global digital transformation to embracing authenticity and mentoring future leaders, Rosslyn’s journey is a masterclass in courage, adaptability, and heart-led leadership. Whether you’re looking to make your own bold move, lead authentically, or simply get inspired by a story of grit and growth, this conversation will challenge you to step through the door—even when you don’t feel ready.

Timestamps:

00:00 – Rosslyn’s bold leap: moving from Australia, pay cut, and no tech background

02:05 – Saying yes before you’re ready: from executive assistant to lifelong mantra

03:36 – The “upper limit problem” and overcoming self-imposed boundaries

05:16 – Facing doubts, embracing resilience, and lessons from her South African upbringing

08:13 – Rising to global leadership without a tech background

11:41 – Heart-led leadership: people first, balance, and authenticity

15:54 – Mentorship, empowering others, and building legacy

20:04 – Problem-solving as a leadership superpower

24:30 – Communicating complex systems simply and driving global buy-in

30:28 – The art of pivoting: turning setbacks into opportunities

35:10 – Lightning round: breaking leadership rules, empathy, and emotional control

40:14 – Rosslyn’s proudest Maverick Move & final message: Say yes now, get ready later