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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 trajectory.

If you’ve ever struggled with imposter syndrome, workplace confidence, or feeling underestimated at work, this conversation will resonate deeply.

Topics include:

Imposter syndrome in leadership and career growth
Building confidence after being told you’re not enough
Navigating career setbacks and self-doubt
Personal growth through adversity
Redefining success and identity at work

This is the side of success most people don’t talk about.
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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.

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 the other side of uncertainty.

If you’ve ever experienced a major life disruption, identity shift, or been forced to start over, this conversation will resonate deeply.

Topics include:

Facing a life-altering diagnosis and uncertainty
Letting go of identity and redefining purpose
Rebuilding your life after everything changes
Mental resilience and perspective through adversity
Finding meaning beyond achievement and performance

This is the side of success most people don’t talk about.

🔔 Subscribe for more real conversations about career growth, failure, and success
🎧 Listen on all platforms: https://www.buzzsprout.com/2057719

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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.

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 a leader.

If you’ve ever felt like you’re holding it all together on the outside while struggling internally, or questioned whether success is worth the cost, this conversation will resonate deeply.

Topics include:

- Building a high-powered career during personal adversity
- What success looks like from the inside vs. the outside
- Navigating leadership while your life is falling apart
- The emotional toll of ambition and achievement
- Redefining success beyond titles and external validation

This is the side of success most people don’t talk about.

🔔 Subscribe to the F’ing Up YouTube channel for more real conversations about career growth, failure, and success: https://www.youtube.com/@finguppodcast?sub_confirmation=1

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💬 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.

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 the window and focuses on the tripping hazards along the way.

Society has programmed us, largely by way of social media, to think success happens easily and overnight. Deanne points out the realities and humanizes the experience by asking probing questions and urging guests to be vulnerable.

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🎧 Listen on all platforms: https://www.buzzsprout.com/2057719

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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.

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.

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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 and professional life. Philip Eil opens up about the challenges of battling mental health, facing rejection, and pushing through discomfort to pursue his passions.

This episode explores the messy realities of self-doubt and rejection. Through all the turmoil, this guest has emerged stronger, finding healing through writing, commitment to therapy, and a sense of purpose in sharing their experiences with the world.

Key topics in this episode:

• The raw emotions behind not following the traditional milestones of adulthood (marriage, homeownership, etc.).
• The discomfort of being in a job that doesn’t align with your talents and the struggle to find what’s next.
• Overcoming rejection: how 25 publishers passed on the guest’s book, and the emotional rollercoaster of freelance journalism.
• A candid discussion about the realities of mental health struggles, including the times it’s knocked them completely out of action.
• The power of vulnerability and why writing about mental health has become a source of healing and purpose.

This episode serves as a reminder that mental health is just as important as physical health and that we are all in this together. If you've ever struggled with your own mental health or faced rejection in your journey, this one is for you.

ABOUT PHILIP EIL

Philip Eil is an award-winning freelance journalist based in his hometown, Providence, Rhode Island. He is the former news editor of the alt-weekly newspaper, The Providence Phoenix. Since the paper’s close in 2014, he has contributed to The Atlantic, Men’s Health, the Boston Globe, Huffington Post, and the Columbia Journalism Review, among other outlets. He has also taught writing and journalism classes at Brown University, Columbia University’s School of the Arts, and the Rhode Island School of Design. He holds an MFA in Nonfiction Writing from the Columbia University School of the Arts. Prescription for Pain is his first book.

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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.

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, the relentless pursuit of external validation, and the grind of trying to live up to others' expectations—all while discovering the courage to live authentically.

This episode highlights the following:

• The dangers of expecting overnight success and perfection.
• How societal and family expectations shape our self-worth and career paths.
• The emotional toll of navigating parental expectations, including stories of retaking the MCAT and finding identity beyond others' approval.
• The overwhelming pressure of trying to balance humility and confidence in a world obsessed with highlight reels.
• The toxic cycle of feeling like you’re never doing “enough” and the importance of learning to love and care for yourself.

About Mishae Khan

Mishae Khan is figuring it out as she goes. She's an investor, soon to be author and founder. Leaving the world better than she found it is her obsession. Her company Bold&Kind is a jewelry meets affirmations brand focused on changing the self talk of women that are too hard on themselves. She's no stranger to high pressure environments having worked for 10+ years in training and operations at companies like Google and Samsung. Her designs focus on changing women's inner narrative and have been in publications like Vogue, Glamour and Vanity Fair UK. She's most excited about her puppy getting over his teething phase and editing her book.

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views, thoughts, and opinions of the companies or individuals referenced during this recording. The material and information presented is for general information purposes only.

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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 again.

Episode Takeaways:

• Coping with Rejection: Why hearing “no” is inevitable—and how to move forward when it feels like no one is saying “yes.”
• Navigating Career Transitions: The emotional challenges of leaving one dream behind and figuring out what’s next.
• The Struggle of Starting Over: Whether it’s pounding the pavement for a new job or launching a business from scratch, starting over isn’t glamorous.
• Facing Self-Doubt: How comparison, rejection, and setbacks fuel doubt.

About Lyle Adams:

Lyle Adams is the CEO of Spry, a software solution designed specifically for athletic organizations. Before founding Spry, he worked at Uber and LivingSocial. He completed his undergraduate degree from Wake Forest University and his graduate degree from Columbia University. In his spare time, Lyle loves to solve the Rubik's Cube.

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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.

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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+.

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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.