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 children.
Episodes
43 episodes
I Was Miserable During My “Best” Years [Philip Eil - S3 Ep14]
Philip Eil opens up about anxiety, quiet suffering, and the disorientation of feeling unwell during a season that was supposed to feel joyful and successful.-------------------In this deeply honest and vulnerable episode, we dive ...
The Year I Got My Dream Job at Google—and Then I Fell Apart [Mishae Khan - S3 Ep13]
In this raw and heartfelt episode, we dive deep into the chaos of life, career, and self-discovery. From navigating societal pressures to figuring out how to rewrite the rules of success, this episode is a battle cry for anyone who feels like t...
I Was Told I Wasn’t Good Enough [Lyle Adams - S3 Ep12]
Description:This episode is a raw and unfiltered look at what happens when careers come to abrupt ends, rejection feels relentless, and self-doubt begins to creep in. From the business of professional sports to the emotional toll ...
Imposter Syndrome Made Me Feel Behind [Ashley Chang - 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 epi...
I Lost My Mom… and Then I Lost My Job [Alexandre Seiler - S3 Ep10]
Description:In this episode, we explore the raw and unfiltered realities of professional and personal setbacks. From struggling with career uncertainty and mental health challenges to the lingering effects of toxic work cultures, ...
I Stayed Too Long in a Job That Wouldn’t Let Me Grow [Aimee Gindin - S3 Ep9]
Description:In this episode, we unpack the complicated relationship between ambition, identity, and personal fulfillment. From workplace burnout to the challenges of navigating toxic cultures, and from grappling with misaligned g...
I Could Survive Anything—Except Normal Life [Tyler Schmoker - S3 Ep8]
Tyler Schmoker brings a wealth of experience in operations management and supply chain strategy, having developed his expertise through a progressive career in the military and ...
I Ran Out of Cash and Had to Close My Business [Charlie Gray - S3 Ep7]
Charlie Gray has held some remarkable titles for some of the most well known tech companies. He’s been doused with great success. However, what you don’t see, by just looking at his Linked...
Laid Off on Maternity Leave With Four Kids [Julia Arpag - S3 Ep6]
In this episode of F'ing Up, Deanne Rhynard speaks with Julia Arpag, co-founder and CEO of A...
My CoFounder Became My Abuser [Natalie Ferguson - S3 Ep5]
Natalie Ferguson is a serial entrepreneur, having founded multiple successful companies, enabling her to find “success” quickly. Her journey wasn’t without strife. Early o...
I Got Arrested—and Still Built a Career [Dan Griffin - S3 Ep4]
Dan Griffin spent a year jobless. After a successful tech trajectory, Dan was laid off by Micr...
Building a Startup While Battling Severe Postpartum Depression [Sara Mauskopf - S3 Ep3]
Sara Mauskopf is an intelligent woman, successful especially in the realm of Tech. She’s worked for companies like Google, Twitter and has gone on to found her own company. Though ...
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I Looked Successful—but Felt Unworthy [Jane Boulware - S3 Ep2]
Jane Boulware came from nothing. As one of five children, she was forced to grow up quickly and learn the importance of caring for herself. Not understanding what attending c...
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Golden Handcuffs, Rock Bottom, and the Decision to Live [Austin Moore - S3 Ep1]
Austin Moore is a sales and recruiting rockstar, having helped countless people find...
My Career Cost Me Everything Else [Luke Coan - S2 E16]
Luke Coan is an accomplished Chef, working for many successful restaurants including a James Beard Award winning restaurant, The Publican. His journey has been one of grit. He st...
The Job That Looked Perfect—and Wasn’t [Laila Ghambari - S2 E15]
Laila Ghambari knows success. She worked her way up in the coffee world, from Barista to Executiv...
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My Life Isn’t Anything Like I Thought It Would Be [Hunter Smith - S2 E14]
Hunter Smith has experienced rocket ship success, both in the world of music and craft beer. Most recently, he built a brewing company and hospitality group that soared...
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They Made Me Sit in a Room With My Harasser [Arielle Kilroy - S2 E13]
Arielle Kilroy is a successful CEO, spending time growing her career at companies like Sierra Club, Mozilla and Small Improvements. Though she has achieved the ultimate title, she ...
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I Thought I Could Do It All Myself [Scott Landers - S2 E12]
Scott Landers grew up on a farm in Texas, forced to grow up quickly and tend to the needs of the farm. Some days that meant driving the tractor and some days that meant ditch...
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I Refused to Stay Quiet and It Cost Me [Kit Campoy - S2 E11]
Kit Campoy has a successful career in retail, working for well known brands such as Anthropologie, Lucky Brand Jeans, Old Navy, and Tilly’s. She worked her guts ou...
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I Got Promoted… and Then I Burned Out [Rita Cidre - S2 E10]
Rita Cidre’s resume is impressive, her career trending up and to the right. She steadily worked her way toward the top however, once there, she had an identity crisis. She found it ha...
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I Told the Truth… and My Boss Got Fired [Carly DeFilippo - S2 E9]
Carly DeFilippo has spent her career supporting companies through copywriting, marketing and brand strategy. Though she was fortunate enough to work for household names, Carly spe...
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I Got Fired and Told No One [Liam Darmody - S2 E8]
Liam Darmody is the kind of employee you want on your team. He’s driven, passionate, and has an appetite to learn. Despite this, Liam has experienced some unexpected twists a...
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