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

I Got Promoted… and Then I Burned Out [Rita Cidre - S2 E10] 31.01.2024

Send a private message to Host, Deanne Rhynard 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 hard to find the joy in herself and her every day work. Everything she wanted was in her lap yet she struggled to feel successful and satisfied. Listen to Rita’s F’ing Up...

I Told the Truth… and My Boss Got Fired [Carly DeFilippo - S2 E9] 17.01.2024

Send a private message to Host, Deanne Rhynard 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 spent periods in her career where she felt stuck, not doing what she truly enjoyed, in unsupportive cultures. About Carly DeFilippo Carly DeFilippo is the co-founder of Cognosce...

I Got Fired and Told No One [Liam Darmody - S2 E8] 03.01.2024

Send a private message to Host, Deanne Rhynard 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 and turns in his career journey that will take you by surprise. Listeners will be relieved to hear just how normal he is and how he, too, has experienced trials and tribulations in...

I Failed Out of College… Then Blazed My Own Trail [Rebekah Bastian - S2 E7] 13.12.2023

Send a private message to Host, Deanne Rhynard Rebekah Bastian's resume is impressive. She worked for companies like Microsoft and Zillow and authored a book, Blaze Your Own Trail , which led to her starting her own company, OwnTrail. Despite positive traction with OwnTrail, Rebekah was met with a challenging feat of raising capital in order to continue to grow OwnTrail. Ultimately, the raise...

I Was Meant for More (But my Resume Looked Great) [Alex Poon - S2 E6] 29.11.2023

Send a private message to Host, Deanne Rhynard Alex Poon immigrated to the US during a pivotal time in his life, just in time for 8th grade. He encountered numerous challenges such as not knowing English, navigating cultural norms, and looking around and not seeing examples of himself. Alex pushed himself to work hard and overcome obstacles, but found himself struggling with the desire to always w...

I Took Every Piece of Feedback Personally Because Work Was My Identity Only to Reach Burnout [Tessa Wolf - S2 E5] 15.11.2023

Send a private message to Host, Deanne Rhynard Tessa Wolf spent the first several years of her career unhappy in her work. She had the drive to make something special of her career yet, she couldn’t seem to land somewhere in a role that matched her. Desperate to find her footing, she found herself in startups and felt seen for the first time in her career. She gave everything to her work and ultim...

I Stayed Too Long in the Wrong Life, Then Was Pushed Out [Wen Hsu - S2 E4] 01.11.2023

Send a private message to Host, Deanne Rhynard About Wen Hsu As an immigrant woman who spent 15+ years in the engineering leadership role in the tech industry, Wen Hsu knows intimately the challenge that immigrant women experience. She lost herself in the quest of climbing the corporate ladder, felt the need to show up in a certain way to gain the recognition she deserved, exhausted from the const...

I Was Always The "New Girl" And Wasn't Taken Seriously [Toni Dada - S2 E3] 18.10.2023

Send a private message to Host, Deanne Rhynard Toni Dada witnessed the benefits of a career in consulting and immediately knew that’s what she would want to pursue. Toni worked tirelessly to combat “new girl” experiences and health challenges and rose to start her own successful growth and innovation studio.  About Toni Dada Toni Dada, is the founder of Enterscale, a growth and innovation studio t...

I Made It—But Not Without Fighting to Be Seen [Katy McFee - S2 Ep2] 04.10.2023

Send a private message to Host, Deanne Rhynard Katy McFee is the Founder and CEO of Insights to Action Coaching & Consulting. She spends time helping women become executives and thrive as senior leaders. Katy, in her own journey, struggled to get to the top tier of leadership. It seemed no matter how successful and results driven she was, that top layer was constantly just out of reach. Katy s...

I Was A Founder and Couldn’t Get Out of Bed [Sarah Haggard - S2 E1] 20.09.2023

Send a private message to Host, Deanne Rhynard Sarah Haggard is Founder and CEO at Tribute. Though she has a track record of success, it’s been layered with personal complications along the way including assisting a parental figure through substance abuse struggles. Sarah took on the role of adult at a young age which she later discovered stunted her in many ways when it came to actually growing u...

Season 2 Trailer: The Illusion of Overnight Success 12.09.2023

Send a private message to Host, Deanne Rhynard This recording is a trailer for the second season of the F'ing Up   Podcast . The host, Deanne Rhynard, shares what to expect from the show this season.  Episodes will be released on Wednesdays every other week beginning on September 20, 2023. Support the show The views, thoughts, and opinions expressed are the speakers’ own and do not represent...

My Anxiety Was Visible [Chris Efthymiou - S1 Ep11] 07.06.2023

Send a private message to Host, Deanne Rhynard Chris Efthymiou is a successful business leader founding companies and rising up the way through insurance and tech. Despite the success, he fought uphill to find confidence in his career. Being introverted, nervous to speak in front of others and suffering from self-titled, RAPS (right arm perspiration syndrome) gave him plenty to overcome all while...

Imposter Syndrome Made Me Turn Down the COO Job [Sarah Moses - S1 Ep10] 24.05.2023

Send a private message to Host, Deanne Rhynard Sarah Moses rose to success quickly. She is in her dream job, at a dream company, working in partnership with an amazing CEO. However, Sarah nearly threw the opportunity in the garbage can when she first declined the opportunity. Listen to learn more about Sarah’s journey. About Sarah Moses: Sarah Moses is the Chief Operating Officer at Prefect, a glo...

I Was Told I Was “Too Emotional” [Christy Johnson - S1 Ep9] 10.05.2023

Send a private message to Host, Deanne Rhynard Christy Johnson is an award winning educator and deeply experienced strategist, owning and operating her own firm. One interaction with her and you are immediately impressed by both her intellect and immense kindness. She is impossible not to like, her care for others speeps out and it’s no wonder she’s so accomplished. All that said, she’s had strugg...

I Played It Too Safe for Too Long [Everette Fortner - S1 Ep8] 26.04.2023

Send a private message to Host, Deanne Rhynard Everette Fortner is a leader in the career management field, spending a bulk of his career at the University of Virginia both on the main and Darden campus. Prior to his career in the Education Sector he spent a great deal of his career in Consumer Packaged Goods, having a lot of fun including increasing Oreo brand presence in Asia and managing the Os...

I Was Set Up to Lose [Emily Ellis - S1 Ep7] 12.04.2023

Send a private message to Host, Deanne Rhynard Emily Ellis has worked at many cool-kid tech companies such as Living Social, 2U, Social Code and Lyft. Despite the appeal of those popular names, Emily, like us all, experienced F’ing Up along the way. She shares many stories including being thrown into management, managing a team that needed more than she had by way of experience, and dealing with t...

Everything Fell Apart at Once [Tori Horton - S1 Ep6] 29.03.2023

Send a private message to Host, Deanne Rhynard From a sales associate at Ann Taylor to CEO of Reset Your Nest, Tori Horton shares her stories related to when we felt she was F’ing Up along her career journey. Tori opens up about experiences such as never successfully getting hired following submitting an application and how she got back on her feet while simultaneously ending a career and facing t...

I Was Not Qualified To Be The CEO [Matt Tucker - S1 Ep5] 15.03.2023

Send a private message to Host, Deanne Rhynard Matt Tucker , Senior Vice President of Squarespace and the Head of Tock, has ridden the technology wave. He’s had a lot of success riding in the Tube, but he’s also been in the Impact Zone more than anyone would care to experience. Matt shares stories of choosing between his career and being more available for his family, becoming experienced at condu...

I Chose Motherhood—and Lost Myself [Mary Hendricks - S1 Ep4] 01.03.2023

Send a private message to Host, Deanne Rhynard Mary Hendricks is a Stay At Home Mom (SAHM) and Social Media Influencer, A Very Mary Life , shares her career journey which right now means being a 24/7 in-home child caretaker and manager. Mary addresses the reality of being misunderstood and not taken seriously by some. She highlights that Imposter Syndrome doesn’t discriminate whether you have an i...

I Should Have Been Further Along by Now [Scott Callender - S1 Ep3] 15.02.2023

Send a private message to Host, Deanne Rhynard There’s hardly anyone with more coffee knowledge and expertise than Scott Callender . He spent his entire career falling in love with the thing that most people consume everyday. His appreciation took him to find a career building and innovating machines to achieve the best in-home coffee experience. Though he’s reached success in his career in coffee...

I Tried So Hard to Fit In [Sharon Cao - S1 Ep2] 01.02.2023

Send a private message to Host, Deanne Rhynard Sharon Cao is co-founder and COO of Happied. Though her company made the Techstars 2021 list, she was listed in Forbes’ Next 1000 list, and she wears a C-suite and founder title of a tech startup, Sharon acknowledges F’ing Up along her career journey. She shares experiences where struggled with self identity, not knowing how to do her job, and navigat...

The Illusion of Success: Interviewing Celebrities While Barely Making Rent [Amy Wilkinson - S1 Ep1] 25.01.2023

Send a private message to Host, Deanne Rhynard Some of us only dream of walking by individuals like Idris Elba, Kristen Bell, Kevin Bacon, Padma Lakshmi, and Selena Gomez. Amy Wilkinson sits down with celebrities like these regularly.  Amy has built her career on interviewing some of the hottest names in Hollywood and sharing those experiences through major publications like MTV News, Entertainmen...

Season 1 Trailer: We’re All F’ing Up 07.11.2022

Send a private message to Host, Deanne Rhynard This recording is a trailer for the upcoming podcast, F'ing Up . The host, Deanne Rhynard, shares what to expect from the show, how it came to be, and an example of the content through sharing her own personal experience.  Episodes will be released on Wednesdays every other week beginning in late January 2023.  Support the show The views, thought...

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