She Thought Becoming a Startup CMO Was the Finish Line. It Wasn't. [4.11 Maya Grossman]

Send a private message to Host, Deanne Rhynard Maya Grossman spent years chasing what she believed was the ultimate career goal: becoming the CMO of a Silicon Valley startup. Along the way, she faced rejection, toxic leadership, career detours, and moments that made her question her own abilities—only to discover that the dream she'd been pursuing wasn't the one that would ultimately fulfill her. In this episode of The F’ing Up Podcast, we explore the reality behind ambitious career goals, the danger of tying your identity to titles, and what it looks like to redefine success after realizing you've been climbing the wrong ladder. If you've ever wondered whether the next promotion, bigger title, or dream job would finally make you feel successful, this conversation will challenge the way you think about ambition, achievement, and fulfillment. Topics include: * Reinventing your career after feeling stuck in the wrong path * Overcoming rejection while breaking into senior leadership * Navigating toxic leadership without losing confidence in yourself * Learning to negotiate for the opportunities and titles you deserve * Why external success doesn't always create internal fulfillment * Letting go of career goals that no longer align with who you've become * Building confidence that isn't dependent on promotions or recognition * The courage to walk away from the career you've always dreamed of * Redefining success on your own terms This is the real side of success most people don't talk about. 🔔 Subscribe for more real conversations about career growth, failure, and success: https://www.youtube.com/@finguppodcast?sub_confirmation=1 🎧 Listen on all platforms: https://www.buzzsprout.com/2057719 💬 Work with Deanne: https://www.iamfingup.com/you 📨 Subscribe to The Art of F’ing Up Newsletter: https://www.iamfingup.com/newsletter Support the show The views, thoughts, and opinions expressed are the speakers’ own and do not represent the views, thoughts, and opinions of the companies or individuals referenced during this recording. The material and information presented is for general information purposes only.