F'ing Up

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Krista Casey shares what it was like to spend years building an impressive career—only to realize that the very success she had worked so hard to achieve was leading to her burning out.

In this episode of The F’ing Up Podcast, we explore the hidden cost of high achievement, the pressure to constantly prove yourself, and how understanding one simple truth about herself changed the entire trajectory of her career and life.

If you've ever chased promotions, ignored your body's warning signs, struggled with burnout, or wondered why a career that looks successful on paper still leaves you feeling unfulfilled, this conversation will resonate deeply.

Topics include:

* Growing a career during the 2009 recession while battling a scarcity mindset
* Navigating layoffs, toxic workplaces, and the pressure to keep proving yourself
* Building a leadership career—and experiencing burnout twice
* Why promotions and titles didn't bring the fulfillment she expected
* The hidden challenges of managing high-performing teams in fast-growth environments
* Moving to Germany in search of a better life, only to discover the same patterns followed her in her career
* Discovering she is a highly sensitive person—and how that explained years of her life
* Learning to set boundaries, regulate her nervous system, and redefine success
* Leaving a successful corporate career to build a coaching business aligned with who she truly is

This is the real 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

Casey Floyd shares the story behind her career — including the moments she realized that being the hardest worker in the room wasn't always enough.

In this episode of The F’ing Up Podcast, we explore what it feels like to consistently deliver exceptional results while being overlooked, undervalued, and expected to carry more than your share. Casey opens up about learning when to stop chasing recognition and start building a career on her own terms.

If you've ever felt taken for granted, struggled with burnout, or questioned whether your hard work would ever be enough, this conversation will resonate deeply.

Topics include:

Why high performers are often treated like workhorses
Recognizing burnout and workplace exploitation
Knowing when it's time to leave a successful career
Redefining success beyond promotions and recognition
Building a career aligned with your values and long-term goals

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

Tomide Awe shares the story behind her career journey — including graduating from Wharton without a job, spending nine months unemployed and depressed, burning out in Big Tech, and ultimately getting laid off during maternity leave while navigating postpartum depression.

In this episode of The F’ing Up Podcast, we explore what happens when you spend years chasing the career you're supposed to want, only to realize success on paper doesn't always create fulfillment in reality.

If you've ever felt trapped by expectations, struggled with burnout, questioned your identity after a layoff, or wondered whether the life you've built is actually the life you want, this conversation will resonate deeply.

Topics include:
- Graduating from a top-tier Business School without a job offer
- Nine months of unemployment and depression
- Why she realized finance wasn't for her
- Burnout, mental health leave, and losing herself in work
- Getting laid off during maternity leave and feeling relieved
- Rebuilding a career around freedom instead of expectations

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

🔔 Subscribe for more real conversations about career growth, failure, and success

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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

Heather Wallander shares what it feels like to work relentlessly toward a dream career only to realize the system you trusted may never have been designed to protect you.

In this episode of The F’ing Up Podcast, we explore the reality behind building a career through sheer determination, reinvention, and resilience…and what happens when success collides with discrimination, retaliation, and the painful realization that speaking up can put everything at risk.

If you’ve ever questioned your worth at work, felt gaslit by leadership, struggled to prove yourself in male-dominated environments, or wrestled with the cost of doing the right thing, this conversation will resonate deeply.

Topics include:

* Burning out after years of nonstop achievement—and completely losing herself for a period of time
* Chasing validation through titles, promotions, and high-performance environments
* Learning that getting the title you fought for doesn’t always mean you’ll enjoy the work
* Navigating being underpaid, overlooked, and forced to leave jobs in order to earn what she deserved
* Experiencing workplace discrimination, retaliation, and exclusion after raising concerns internally
* Wrestling with the impossible choice between protecting career and values
* Realizing how quickly people can make you feel like the problem when you challenge the system
* Choosing to speak up anyway—and the personal and professional cost that followed
* Why she is now building a nonprofit to help others navigate discrimination before their lives and careers implode

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

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📨 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

Sylvia Kwan shares what it looks like to build a successful career without a clear plan—and the moments along the way that force you to question everything you thought success would be.

In this episode of The F’ing Up Podcast, we explore the reality behind a nonlinear career—from following the rules and staying invisible, to navigating missed opportunities, fear-driven decisions, and roles that didn’t turn out the way she expected.

If you’ve ever felt unsure of your path, struggled to advocate for yourself, turned something down out of fear, or realized too late that a role wasn’t right for you, this conversation will resonate deeply.

Topics include:
- Growing up with the belief that hard work should speak for itself—and realizing it doesn’t
- Building a career by following curiosity and optionality, not a defined plan
- Walking away from paths that looked “right” but didn’t feel right
- The reality of being underpaid and not advocating for yourself
- Learning that visibility—not just performance—is required to grow
- Turning down a career-defining opportunity out of fear—and the regret that followed 
- Finally taking the leap… into a role she knew on day one was wrong 
- Navigating a toxic environment and choosing to walk away to protect her mental health 

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

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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

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.

If you’ve ever tied your worth to your work, questioned your path after a major setback, or found yourself starting over when life didn’t go according to plan, this conversation will resonate deeply.

Topics include:
Building a career through relationships, not traditional paths
Why “success on paper” can mask deeper misalignment
The pressure and identity trap of startups and high-growth roles
Experiencing total life collapse at 38—and what it takes to rebuild
Navigating mental health challenges, including a bipolar diagnosis
The impact of honesty and vulnerability in pivotal career moments
Letting go of identity tied to work and redefining personal success
Why external outcomes don’t always reflect effort, talent, or capability
Finding peace, autonomy, and fulfillment later in life

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. 

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 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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🔔 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. 

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

💬 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

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

🎧 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. 

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.

🔔 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.