Deanne Rhynard

F'ing Up

Business EN ↓ 48 episodes

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....

Author

Deanne Rhynard

Category

Business

Podcast website

iamfingup.com

Latest episode

Jul 1, 2026

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Episodes

My Life Looked Fine, It Wasn't, And Then It Completely Fell Apart at 38 [4.4 Atul Sood] 01.07.2026

Send a private message to Host, Deanne Rhynard Atul Sood shares what it looks like to build, lose, rebuild—and ultimately redefine success on his own terms. In this episode of The F’ing Up Podcast, we explore the reality behind entrepreneurial highs and devastating lows—from leading and scaling companies to losing everything in the span of a month, including his career, identity, and mental health...

I Created Something Special—Then Had to Walk Away [4.3 Katie Svilich] 17.06.2026

Send a private message to Host, Deanne Rhynard Katie Svilich shares the story behind her career — including the self-doubt, setbacks, and internal battles that shaped her path. In this episode of The F’ing Up Podcast, we explore what it feels like to navigate high-performance environments while questioning your own worth, and how those moments can ultimately redefine your confidence and career tra...

I Wasn’t Driven by What I Wanted, But By What I Might Lose [4.2 Josh Perry] 03.06.2026

Send a private message to Host, Deanne Rhynard Josh Perry shares the untold story behind his career — including facing a life-threatening brain tumor, walking away from professional BMX, and rebuilding his identity from the ground up. In this episode of The F’ing Up Podcast, we explore what it means to confront your own mortality, let go of the identity you thought defined you, and find purpose on...

I Became a Fortune 500 CMO While My Life Was Falling Apart [4.1 Stephanie McCarty] 20.05.2026

Send a private message to Host, Deanne Rhynard Stephanie McCarty shares the story behind her rise to becoming a Fortune 500 CMO — while her personal life was quietly unraveling behind the scenes. In this episode of The F’ing Up Podcast, we explore what it really looks like to achieve massive career success while navigating personal hardship, and how those parallel realities shape who you become as...

Season 4 Trailer: Successful People. Messy Careers. Real Stories. 14.05.2026

Send a private message to Host, Deanne Rhynard Episode 1️⃣ of Season 4️⃣ drops on May 2️⃣0️⃣!!  Subscribe to the F’ing Up Podcast where ever you watch/listen to podcasts! The F’ing Up Podcast is dedicated to sharing real truths about the career journeys of successful individuals. Host, Deanne Rhynard, interviews these individuals, points out what they’ve achieved and immediately throws that out th...

I Was Miserable During My “Best” Years [Philip Eil - S3 Ep14] 19.02.2025

Send a private message to Host, Deanne Rhynard 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 into the personal journey of dealing with anxiety, depression, and the profound effects they've had on both personal...

The Year I Got My Dream Job at Google—and Then I Fell Apart [Mishae Khan - S3 Ep13] 05.02.2025

Send a private message to Host, Deanne Rhynard 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 they’re “f’ing it up”. Mishae Khan shares her journey of the immense pressures placed on immigrant children, t...

I Was Told I Wasn’t Good Enough [Lyle Adams - S3 Ep12] 22.01.2025

Send a private message to Host, Deanne Rhynard 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 of career pivots, Lyle shares that resilience isn't about never falling—it's about getting back up, again and ag...

Imposter Syndrome Made Me Feel Behind [Ashley Chang - S3 Ep11] 08.01.2025

Send a private message to Host, Deanne Rhynard 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 you...

I Lost My Mom… and Then I Lost My Job [Alexandre Seiler - S3 Ep10] 18.12.2024

Send a private message to Host, Deanne Rhynard 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, we uncover the lessons learned in the face of adversity. This conversation is a reminder that no one’s journey is perfect,...

I Stayed Too Long in a Job That Wouldn’t Let Me Grow [Aimee Gindin - S3 Ep9] 04.12.2024

Send a private message to Host, Deanne Rhynard 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 goals to the pressures of leadership, this episode dives into the hard truths of career “success” and what it really means t...

I Could Survive Anything—Except Normal Life [Tyler Schmoker - S3 Ep8] 13.11.2024

Send a private message to Host, Deanne Rhynard 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 paramilitary sectors. In this episode, Tyler candidly shares the challenges he's encountered throughout his journey, including navigating corporate landscapes, accepting t...

I had no choice - I had to shut it down [Charlie Gray - S3 Ep7] 23.10.2024

Send a private message to Host, Deanne Rhynard 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 LinkedIn or resume, are all the stops and starts. Charlie has many tales of being hired to grow a company only to turn around and shrink it, often forced to RIF himself. ...

Laid Off on Maternity Leave With Four Kids [Julia Arpag - S3 Ep6] 11.09.2024

Send a private message to Host, Deanne Rhynard In this episode of F'ing Up, Deanne Rhynard speaks with Julia Arpag , co-founder and CEO of Aligned Recruitment. Julia shares her journey from being laid off during maternity leave and navigating challenging work environments, to ultimately founding her own successful tech recruitment firm. She reflects on growing up as the oldest of seven childr...

My CoFounder Became My Abuser [Natalie Ferguson - S3 Ep5] 28.08.2024

Send a private message to Host, Deanne Rhynard Natalie Ferguson is a serial entrepreneur, having founded multiple successful companies, enabling her to find “success” quickly. Her journey wasn’t without strife. Early on she navigated an abusive relationship, which started in the workplace. It took a toll on her emotionally, mentally, and financially. It took years for her to get beyond the grips o...

I Got Arrested—and Still Built a Career [Dan Griffin - S3 Ep4] 14.08.2024

Send a private message to Host, Deanne Rhynard Dan Griffin spent a year jobless. After a successful tech trajectory, Dan was laid off by Microsoft. He battled a brutal job market and had to reshape life in many ways to ensure care for his family. Shame, lack of income, and terminated health benefits were a few of the effects he had to navigate. Dan shares his unvarnished truth in his episode of F’...

Building a Startup While Battling Severe Postpartum Depression [Sara Mauskopf - S3 Ep3] 31.07.2024

Send a private message to Host, Deanne Rhynard 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 she had a fantastic trajectory, it has come with extreme challenges, particularly in her personal life. She struggled with finding her footing and identity as a mother and s...

I Looked Successful—but Felt Unworthy [Jane Boulware - S3 Ep2] 17.07.2024

Send a private message to Host, Deanne Rhynard 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 college really meant, she attended, setting the stage for her future. She rose quickly, creating a name for herself as a powerful leader in business. Eventually courted by Microsof...

Golden Handcuffs, Rock Bottom, and the Decision to Live [Austin Moore - S3 Ep1] 03.07.2024

Send a private message to Host, Deanne Rhynard Austin Moore is a sales and recruiting rockstar, having helped countless people find work. He built his own business and witnessed his net worth climb at a rapid rate. Though he experienced highs in the working world, he’s had no absence of struggle - managing through challenges such as getting fired, addiction, conflicts with a co-founder, and choosi...

My Career Cost Me Everything Else [Luke Coan - S2 E16] 24.04.2024

Send a private message to Host, Deanne Rhynard 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 struggled to find his way and contimplated suicide on numerous occasions. The kitchen became his saving grace, enabling him to grow both professionally and personally. Trigger W...

The Job That Looked Perfect—and Wasn’t [Laila Ghambari - S2 E15] 10.04.2024

Send a private message to Host, Deanne Rhynard Laila Ghambari knows success. She worked her way up in the coffee world, from Barista to Executive, all without a college degree. She even competed in the US Barista Championship in 2014 and won. Though she worked her way to the top, her journey did not come without challenges, with experiences such as poor work culture and burnout.  About Laila Ghamb...

My Life Isn’t Anything Like I Thought It Would Be [Hunter Smith - S2 E14] 27.03.2024

Send a private message to Host, Deanne Rhynard 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, until COVID hit. He found himself holding the pieces of a wildly successful venture that suffered the effects of something unexpected.  About Hunter Smith Hunter Smith is the founder...

They Made Me Sit in a Room With My Harasser [Arielle Kilroy - S2 E13] 13.03.2024

Send a private message to Host, Deanne Rhynard 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 didn’t have an easy road getting there. She encountered many bumps which taught her hard lessons, shaking her belief system at times. About Arielle Kilroy Arielle Kilroy is...

I Thought I Could Do It All Myself [Scott Landers - S2 E12] 28.02.2024

Send a private message to Host, Deanne Rhynard 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 ditching the broken down tractor to walk 40 acres back home. This early education prepared Scott for hard work with grit and determination, but it didn’t come without its challenges as...

I Refused to Stay Quiet and It Cost Me [Kit Campoy - S2 E11] 14.02.2024

Send a private message to Host, Deanne Rhynard 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 out in each of her roles - dedicated to the core. With that level of dedication came a realization that working hard and long doesn’t always pay off. There were some tough realities she had to...

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