F'ing Up
F’ing Up is a podcast that peels back the highlight reel of success. Hosted by Deanne Rhynard, each episode features accomplished guests who share the messy, real, and often uncomfortable parts of their journeys—the moments that shaped their eventual success.
In a world where social media sells the illusion of overnight success, F’ing Up reminds listeners (especially those early in their careers or considering a major pivot) that growth is never linear. Deanne invites guests to drop the polished narrative, explore their stumbles, and reflect on what those experiences taught them in real time.
Because the truth is: what we often label as failure is usually just part of the climb.
After all, we’re all F’ing Up.
ABOUT THE HOST
Deanne Rhynard is a Success Mentor and the Host of The F’ing Up Podcast, where she translates failure into clarity, confidence, and momentum. Known for her grounded honesty and sharp emotional intelligence, she helps people cut through noise, confront blind spots, and define success on their own terms.
Before launching F’ing Up, Deanne spent nearly two decades as a Chief People Officer and startup advisor, helping companies navigate the messy, high-pressure stages of growth and scale. She shaped culture and leadership at organizations including Performio and Olo—the restaurant-tech pioneer where she scaled the team more than 30x, led the company through an IPO and two acquisitions, and built a remote-first culture well before the rest of the world caught up.
Her background spans people operations, corporate relations, and management roles at the UVA Darden School of Business, KKR, Marriott, and several early-stage startups. This breadth gives her an uncommon ability to read people quickly and understand what unlocks their potential—whether they’re early in their career or leading from the C-suite.
Deanne holds a Bachelor of Arts in Business from Walla Walla University and lives in Washington State with her husband and three sons.
F'ing Up
Ashley Chang on F’ing Up - S3 Ep11
During this episode with Ashley Chang, we dive deep into the reality of work, growth, and the constant pressure to prove yourself. From job searches filled with self-doubt to leadership roles that come with unforeseen challenges, this episode unpacks the highs, lows, and everything in between.
Episode Takeaways:
- The Comparison Trap: How measuring yourself against others—especially polished success stories—can hold you back.
- Leadership Challenges: Managing through layoffs and navigating the emotional toll of tough decisions.
- Starting Over: What it really takes to build something from scratch and why it’s never as simple as it seems.
- The Weight of Expectations: Why success doesn’t always feel like you thought it would and facing not realizing the feelings of success.
About Ashley:
Ashley Chang is the co-founder and CEO of Sundays, an executive assistant service for working parents. She’s on a mission to accelerate parents in their careers while creating more quality time for family. Before starting Sundays, she worked in the technology industry across all stages of companies – she was the first employee at developer tool company ReadMe and helped scale Carta’s Venture Capital business from 10 to $100M+.
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.
