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The Career Clinic Podcast

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Rating
★★★★★
5
from
44 reviews
This podcast has
98 episodes
Language
English
Explicit
No
Date created
2019/09/12
Latest episode
2026/05/11
Average duration
32 min.
Release period
7 days

Description

I'm so excited to introduce The Career Clinic, powered by OhHeyCoach, with your host, me, Ronnie Dickerson Stewart! I've coached & consulted with countless individuals from interns to C-suite leaders on how to navigate their stickiest career moments. In this clinic and in the time we get to share, I hope to do the same with you! Whether you're in the "staying, growing or going" stage, on this podcast, no career topic is off the table. Truth Moment: Everyone does not have equal access to executive coaching and career advancement resources. I believe everyone should be able to access tools to chart a successful career path that uniquely serves them. So YOU can think of me as a coach, consultant, or mentor who is one click and download away. Welcome to The Career Clinic Podcast (powered by OhHeyCoach), I can't wait to see how we learn and grow together!

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Check latest episodes from The Career Clinic Podcast podcast


110. Power Reimagined (feat. Khadijah Sharif-Drinkard)
2026/05/11
pisode 110: Power Reimagined (feat. Khadijah Sharif-Drinkard) | The Career Clinic Podcast Host: Ronnie Dickerson Stewart Episode Overview What if power wasn't something you grab, hoard, or perform — but something you share, redistribute, and reimagine? In this episode, Ronnie sits down with Khadijah Sharif-Drinkard, author of Power Reimagined: My Mission to Get It, Grow It, and Give It Away (Harvard Business Review Press). Part memoir, part masterclass, part free game — Khadijah walks Ronnie through the framework at the heart of her book and gets honest about audacity, paygate, partnership, and what it actually takes to lead with integrity in rooms that weren't built for you. If you're rethinking your influence, your voice, or your seat at the table, this one is for you. In this episode, you'll hear: How Khadijah's earliest experiences with power became the foundation for the way she leads today The Power Sources vs. Power Sucks framework, and how to spot both in your own life Paygate: how a celebratory lunch turned into a pay equity movement Why partnership power starts with the partner you can't get rid of — yourself  The difference between rising in the room, changing the room, and building a brand new one Get Power Reimagined Available now wherever books are sold: Barnes & Noble: https://www.barnesandnoble.com/w/power-reimagined-khadijah-sharif-drinkard/1147832517?ean=9798892791045 Amazon: https://www.amazon.com/Power-Reimagined-Mission-Grow-Give/dp/B0FHPNPRMX Bookshop.org: https://bookshop.org/p/books/power-reimagined-my-mission-to-get-it-grow-it-and-give-it-away-khadijah-sharif-drinkard/3ad54274164f2e3e?ean=9798892791045 About Our Guest Khadijah Sharif-Drinkard is the author of Power Reimagined (Harvard Business Review Press) and Senior Vice President of Business Affairs at ABC News (Disney), where she oversees digital strategy, rights, and deal-making across the network. Previously SVP of Legal Affairs at Paramount Global leading deal-making across BET Networks, she helped bring stories like The New Edition Story, The Bobby Brown Story, and Black Girls Rock to screen. A Fordham Law graduate, NAACP Image Award honoree, and member of Delta Sigma Theta Sorority, Inc., she is one of the most influential voices working at the intersection of media, law, and culture. Connect with Khadijah: www.powerreimaginedbook.com [email protected] Links & Resources: OhHeyMonday Newsletter: www.ohheyjoin.com Work with Ronnie: www.ohheycoach.com Connect: [email protected] If you loved this episode, share it with a friend and tag Ronnie on LinkedIn or Instagram (@ohheycoach). Final Thought (courtesy of Khadijah): Power is a stair. Power is a bridge. The more you share it, the more powerful you become.
109. More Nuance, Less Noise: Ronnie & Roo Q&A
2026/05/08
Episode 109: More Nuance, Less Noise: Ronnie & Roo Q&A | The Career Clinic Podcast Host: Ronnie Dickerson Stewart Episode Overview Welcome to the finale of the More Nuance, Less Noise series. Ronnie Dickerson Stewart and Roo Yeshpaul Johnson close things out the way you'd want them to: a wide-ranging Q&A across four buckets, work, partnership, parenting, and the messy reality where it all blends together. This is the conversation behind the conversation. It's the answers to the questions people actually ask (and the ones they should stop asking), with the same honesty, humor, and lived experience that's carried this series from the beginning. From how to exit a job when you're emotional, to deciding whose advice is actually for you, to navigating a partnership where two careers are evolving at different paces, to the questions every mom of boys is tired of being asked, Ronnie and Roo leave nothing on the field. What You'll Learn: How to make a strategic exit when emotions are running high, and why naming the emotion is the first move Whose career advice you should actually be taking, and why getting comfortable not being the smartest person in the room is how you grow How to navigate partnership when two careers are evolving on different timelines, and why deciding early what kind of partnership you want is non-negotiable The parenting questions that need to retire (yes, "are you done?" and "are you trying for a girl?" are on the list) What looks easy from the outside but actually takes intense work, coordination, and constant editing behind the scenes The single thread running through this whole series: building a filter, honoring your requirements, and trusting that you are the only one with the answer Pre-Order Work Life Remix Ronnie's debut book, Work Life Remix: Keep What Works, Change What Doesn't, and Design a Life That Fits, will be available in stores September 15th. Pre-order now: www.workliferemixbook.com About Our Guest: Roo Yeshpaul Johnson (she/her) Roo Yeshpaul Johnson has spent nearly 20 years building social media strategies and influencer programs from the ground up, often before the playbook even existed. She's worked with brands like Adobe, Microsoft, Unilever, and Warner Bros, shaping how companies show up in culture and connect with audiences. Today, she serves as Head of Creator Marketing at Figma, and is recognized as a 2023 ADCOLOR Leader, speaker, and industry voice. She's also a mum of three boys under six, building a high-impact career while living in Hawaii and designing a life that actually works. Connect with Roo: LinkedIn: linkedin.com/in/rooyj Instagram: @roohiamber Email: [email protected] Links & Resources: Join the OhHeyMonday Newsletter: Get my insights straight to your inbox every Monday. Sign up at www.ohheyjoin.com. Let's Work Together: If you're a leader or organization looking for executive coaching, leadership development, or career design strategies, we'd love to partner with you. Learn more at www.ohheycoach.com. Want to Connect? Reach out to our team at [email protected]. If you loved this episode, share it with a friend and tag me on LinkedIn or Instagram (@ohheycoach). Final Thought: This whole series has been about one thing: building your own filter, honoring the requirements no one else can see, and remembering that you are the only one with your answer.
108. More Nuance, Less Noise: This One's for the Mamas (feat. Roo Yeshpaul Johnson)
2026/05/07
Episode 108: More Nuance, Less Noise: This One's for the Mamas (feat. Roo Yeshpaul Johnson) | The Career Clinic Podcast Host: Ronnie Dickerson Stewart Episode Overview This one is for the mamas. In the next installment of the More Nuance, Less Noise series, Ronnie Dickerson Stewart and Roo Yeshpaul Johnson hand out flowers, talk their ish on behalf of every mom listening, and reframe motherhood as one of the most underrated leadership accelerators on the planet. This is not a guilt trip or a balancing act. It's a celebration of the mother advantage: the way becoming a parent expands your capacity, sharpens your decisiveness, levels up your boundaries, and changes the entire filter through which you see your work and your life. Ronnie and Roo go all the way in on what motherhood actually unlocks, who they listen to (and who they don't), and what they wish for every mama in the audience. Bring tissues. We mean it. What You'll Learn: What "the mother advantage" actually is and why becoming a parent changes your filter for everything Why moms make some of the most decisive, efficient, and audacious leaders in any room How motherhood sharpens your boundaries, your negotiation skills, and your ability to lead through uncertainty Why "if you want something done, ask a mom" is true, and where the line is on letting people take advantage of that How to filter advice through a mom lens, and why not all wisdom is for you The Seva principle Roo grew up with, and what selfless sacrifice for yourself can look like in practice A bouquet of flowers for every kind of mom, including the ones still in the waiting, the ones mothering through grief, and the ones listening with one earbud in Pre-Order Work Life Remix Ronnie's debut book, Work Life Remix: Keep What Works, Change What Doesn't, and Design a Life That Fits, will be available in stores September 15th. Pre-order now: www.workliferemixbook.com About Our Guest: Roo Yeshpaul Johnson (she/her) Roo Yeshpaul Johnson has spent nearly 20 years building social media strategies and influencer programs from the ground up, often before the playbook even existed. She's worked with brands like Adobe, Microsoft, Unilever, and Warner Bros, shaping how companies show up in culture and connect with audiences. Today, she serves as Head of Creator Marketing at Figma, and is recognized as a 2023 ADCOLOR Leader, speaker, and industry voice. She's also a mum of three boys under six, building a high-impact career while living in Hawaii and designing a life that actually works. Connect with Roo: LinkedIn: linkedin.com/in/rooyj Instagram: @roohiamber Email: [email protected] Links & Resources: Join the OhHeyMonday Newsletter: Get my insights straight to your inbox every Monday. Sign up at www.ohheyjoin.com. Let's Work Together: If you're a leader or organization looking for executive coaching, leadership development, or career design strategies, we'd love to partner with you. Learn more at www.ohheycoach.com. Want to Connect? Reach out to our team at [email protected]. If you loved this episode, share it with a friend and tag me on LinkedIn or Instagram (@ohheycoach). Final Thought: You are the GOAT. Plant yourself in something that feels good, get your feet on the grass, and remember that no matter how far you stray, you can always get back to yourself.
107. More Nuance, Less Noise: Inconvenience Yourself (feat. Roo Yeshpaul Johnson)
2026/05/06
Episode 107: More Nuance, Less Noise: Inconvenience Yourself (feat. Roo Yeshpaul Johnson) | The Career Clinic Podcast Host: Ronnie Dickerson Stewart Episode Overview In this third installment of the More Nuance, Less Noise series, Ronnie Dickerson Stewart and Roo Yeshpaul Johnson reframe one of the most misunderstood parts of building a career and a life: friction. We live in a culture that treats every uncomfortable moment as a sign that something is wrong. But Ronnie and Roo make the case for productive inconvenience, temporary discomfort you take on deliberately for a clearly defined outcome. With real receipts from career pivots, parental leave gaps, and the household systems that buy them ease everywhere else, this conversation will help you tell the difference between suffering and strategy. What You'll Learn: What productive inconvenience actually is, and the three things that have to be true for it to count The difference between the friction you choose and the friction that happens to you Why saying yes to the project nobody else wants can be the most strategic move on the board How to use your requirements list to decide where you're willing to let inconvenience sit Why the household systems people don't see are what let you show up calm everywhere else The five tests for knowing if an inconvenience is right for you: the End Point Test, the Trade Test, the Integrity Test, the Exit Clause, and the Receipts Test Pre-Order Work Life Remix Ronnie's debut book, Work Life Remix: Keep What Works, Change What Doesn't, and Design a Life That Fits, will be available in stores September 15th. Pre-order now: www.workliferemixbook.com About Our Guest: Roo Yeshpaul Johnson (she/her) Roo Yeshpaul Johnson has spent nearly 20 years building social media strategies and influencer programs from the ground up, often before the playbook even existed. She's worked with brands like Adobe, Microsoft, Unilever, and Warner Bros, shaping how companies show up in culture and connect with audiences. Today, she serves as Head of Creator Marketing at Figma, and is recognized as a 2023 ADCOLOR Leader, speaker, and industry voice. She's also a mum of three boys under six, building a high-impact career while living in Hawaii and designing a life that actually works. Connect with Roo: LinkedIn: linkedin.com/in/rooyj Instagram: @roohiamber Email: [email protected] Links & Resources: Join the OhHeyMonday Newsletter: Get my insights straight to your inbox every Monday. Sign up at www.ohheyjoin.com. Let's Work Together: If you're a leader or organization looking for executive coaching, leadership development, or career design strategies, we'd love to partner with you. Learn more at www.ohheycoach.com. Want to Connect? Reach out to our team at [email protected]. If you loved this episode, share it with a friend and tag me on LinkedIn or Instagram (@ohheycoach). Final Thought: Inconvenience doesn't have to be forever. Design the discomfort, name the destination, and make sure the trade is paying off. Otherwise it's just suffering, and you don't have to do that to yourself.
106. More Nuance, Less Noise: Stop Waiting for Permission (feat. Roo Yeshpaul Johnson)
2026/05/05
Episode 106: More Nuance, Less Noise: Stop Waiting for Permission (feat. Roo Yeshpaul Johnson) | The Career Clinic Podcast Host: Ronnie Dickerson Stewart Episode Overview In the next installment of the More Nuance, Less Noise series, Ronnie Dickerson Stewart and Roo Yeshpaul Johnson take on a deeply personal and powerful topic: Stop Waiting for Permission. This is not surface-level encouragement to "just go for it." This is a real conversation about what's actually happening underneath hesitation, especially for women, leaders, and high-capacity individuals navigating work, life, and visibility. From unpacking the Backlash Avoidance Model to sharing real-life moments where they had to choose between safety and self-trust, Ronnie and Roo break down why we pause, what it costs us, and how to move forward anyway. If you've been waiting for the "right time," the green light, or someone to validate your next move, this episode is your interruption. What You'll Learn in This Episode: Why waiting for permission isn't about confidence, but about risk, perception, and backlash How the Backlash Avoidance Model impacts women's ability to self-promote and take action The real cost of staying in the status quo (and why it's not as "safe" as it feels) How to assess risk vs. reward in moments that matter most The difference between external permission and internal self-trust How validation-seeking, over-researching, and people-pleasing can quietly stall your growth Why small, consistent actions help you build trust with yourself over time Pre-Order Work Life Remix Ronnie's debut book, Work Life Remix: Keep What Works, Change What Doesn't, and Design a Life That Fits, will be available in stores September 15th. This book is for the moment when you realize something needs to change, and you're ready to design what comes next. Pre-order now: www.workliferemixbook.com About Our Guest: Roo Yeshpaul Johnson (she/her) Roo Yeshpaul Johnson has spent nearly 20 years building social media strategies and influencer programs from the ground up, often before the playbook even existed. She's worked with brands like Adobe, Microsoft, Unilever, and Warner Bros, shaping how companies show up in culture and connect with audiences. Today, she serves as Head of Creator Marketing at Figma, and is recognized as a 2023 ADCOLOR Leader, speaker, and industry voice. She's also a mum of three boys under six, building a high-impact career while living in Hawaii and designing a life that actually works. Connect with Roo: LinkedIn: linkedin.com/in/rooyj Instagram: @roohiamber Email: [email protected] Links & Resources: Join the OhHeyMonday Newsletter: Get my insights straight to your inbox every Monday. Sign up at www.ohheyjoin.com. Let's Work Together: If you're a leader or organization looking for executive coaching, leadership development, or career design strategies, we'd love to partner with you. Learn more at www.ohheycoach.com. Want to Connect? Reach out to our team at [email protected]. If you loved this episode, share it with a friend and tag me on LinkedIn or Instagram (@ohheycoach). Let's keep this conversation going. Final Thought: Permission isn't something you wait for. It's something you practice, one decision at a time.
105. More Nuance, Less Noise: Read the Room (feat. Roo Yeshpaul Johnson)
2026/05/04
Episode 105: More Nuance, Less Noise: Read the Room (feat. Roo Yeshpaul Johnson) | The Career Clinic Podcast Host: Ronnie Dickerson Stewart Episode Overview This episode kicks off the More Nuance, Less Noise series with Ronnie Dickerson Stewart and Roo Yeshpaul Johnson, and it's exactly what it sounds like: a real, layered conversation that cuts through the loud, oversimplified career advice flooding your feed. Together, Ronnie and Roo unpack the myths we've all heard ("stay loyal," "just leave," "say yes to everything," "don't trust HR") and replace them with something far more useful: discernment, strategy, and self-awareness. This conversation is grounded in lived experience. Between them, they're navigating executive leadership, entrepreneurship, and raising six kids, so this isn't theory. It's real life, real decisions, and real trade-offs. If you've ever felt overwhelmed by conflicting advice or unsure what actually applies to you, this episode will help you come back to your own center. What You'll Learn in This Episode: Why most career advice falls apart without context, and how to filter it through your own "requirements" A smarter take on loyalty: what "strategic loyalty" actually looks like in today's workplace How to think about HR as a resource (not a friend, not an enemy) Why saying yes to everything can quietly damage your career, and what to do instead The truth about "bringing your whole self to work" (and when to edit vs. express) What a strategic exit really looks like, and why "just leave" is rarely the full answer How to read the room by first learning how to read yourself Pre-Order Work Life Remix Ronnie's debut book, Work Life Remix: Keep What Works, Change What Doesn't, and Design a Life That Fits, will be available in stores September 15th. Pre-order now: www.workliferemixbook.com About Our Guest: Roo Yeshpaul Johnson (she/her) Roo Yeshpaul Johnson has spent nearly 20 years building social media strategies and influencer programs from the ground up, often before the playbook even existed. She's worked with brands like Adobe, Microsoft, Unilever, and Warner Bros, shaping how companies show up in culture and connect with audiences. Today, she serves as Head of Creator Marketing at Figma, and is recognized as a 2023 ADCOLOR Leader, speaker, and industry voice. She's also a mum of three boys under six, building a high-impact career while living in Hawaii and designing a life that actually works. Connect with Roo: LinkedIn: linkedin.com/in/rooyj Instagram: @roohiamber Email: [email protected] Links & Resources: Join the OhHeyMonday Newsletter: Get my insights straight to your inbox every Monday. Sign up at www.ohheyjoin.com. Let's Work Together: If you're a leader or organization looking for executive coaching, leadership development, or career design strategies, we'd love to partner with you. Learn more at www.ohheycoach.com. Want to Connect? Reach out to our team at [email protected]. If you loved this episode, share it with a friend and tag me on LinkedIn or Instagram (@ohheycoach). Let's keep this conversation going. Final Thought: There's no shortage of advice. That's not the problem. The real work is learning what's true for you, and having the self-awareness to act on it.
104. I Dare You to Exercise 10% More of Your Free Will
2026/04/30
Episode 104: I Dare You to Exercise 10% More of Your Free Will   The Career Clinic Podcast Host: Ronnie Dickerson Stewart Episode Overview What if the life you're living isn't as fixed as it feels? In this episode, Ronnie leans into a powerful provocation sparked by real conversations with leaders navigating full lives, demanding roles, and limited time. Instead of accepting the idea that life only happens in the margins, she introduces a simple but disruptive challenge: exercise just 10% more of your free will. Through personal stories, including the evolution of her family's "Magic School Bus" routine and morning dates, Ronnie explores how small, intentional choices can radically shift your quality of life, energy, and connection. This episode is your invitation to stop defaulting and start designing. What You'll Learn in This Episode: ✔ Why many leaders unintentionally accept a life lived "in the margins" and how to challenge that assumption ✔ The concept of "10% more free will" and how small choices can create meaningful change ✔ How routines like the "Magic School Bus" and morning margin time can improve connection, mental health, and focus ✔ The hidden cost of letting work consume every available moment ✔ Practical, real-life examples of exercising free will (morning dates, naps, boundaries, joy practices) ✔ How intentional pauses can actually increase your effectiveness, not decrease it Links & Resources: 📩 Join the OhHeyMonday Newsletter: Get my insights straight to your inbox every Monday! Sign up at www.ohheyjoin.com 🤝 Let's Work Together! If you're a leader or organization looking for executive coaching, leadership development, or career design strategies, we'd love to partner with you. Learn more at www.ohheycoach.com 📬 Want to Connect? Reach out to our team at [email protected] 📘 Pre-Order Work Life Remix: Design a career and life that actually works for you → https://workliferemixbook.com/ 🔥 If you loved this episode, share it with a friend and tag me on LinkedIn or Instagram (@ohheycoach)! Let's keep this conversation going 💡 Final Thought: What would shift if you stopped waiting for permission and started choosing, even just 10% more?
103. Stop: Before Your Borrow Their Blueprint...First Ask "Why?"
2026/04/15
Episode 103: Stop: Before You Borrow Their Blueprint…First Ask "Why?" | The Career Clinic Podcast Host: Ronnie Dickerson Stewart Episode Overview In a world where we have front-row seats to everyone's success, it's never been easier to see what people are doing—and never harder to understand why. In this episode, Ronnie slows things down and invites you into a deeper level of discernment. Sparked by a powerful line from her recent newsletter, she breaks down a critical coaching principle: before you adopt someone else's strategy, path, or playbook…pause and ask better questions. Through personal stories, real-life examples, and a practical 5-question framework, this episode will help you move from imitation to intention—so you can build a life and career that actually fits you. What You'll Learn in This Episode: ✔️ Why copying what "works" for others can quietly lead you off track ✔️ The hidden gap between what people share and what actually drives their decisions ✔️ How Ronnie's own career pivot was shaped by context, not just courage ✔️ The difference between a possibility model and a blueprint (this will shift how you see everything) ✔️ A powerful 5-question framework to evaluate any move before you make it ✔️ How to filter inspiration without losing yourself in the process The 5 Questions to Ask Before You Borrow the Blueprint: • What problem were they actually trying to solve? • What did their life look like when they made that decision? • What values and priorities were driving that choice? • What did they try before this that you're not seeing? • What would your version of this actually look like? Links & Resources: 📖 Pre-Order Work Life Remix https://workliferemixbook.com/ 📩 Join the OhHeyMonday Newsletter: Get deeper insights and behind-the-scenes reflections → www.ohheyjoin.com 🤝 Let's Work Together! Explore coaching and leadership development → www.ohheycoach.com 📬 Want to Connect? Reach out at [email protected] 🎧 Enjoying the Podcast? Leave a review—it helps more people find The Career Clinic and grow this community 💡 Final Thought: Before you move, before you adopt, before you execute—pause. Do you actually understand the why behind what you're seeing? That clarity might be the difference between building something that looks good… and building something that truly fits your life.
102. Let the Work Life Remix Era Begin
2026/04/03
Episode 102. Let the Work Life Remix Era Begin | The Career Clinic Podcast Host: Ronnie Dickerson Stewart Episode Overview This episode is a little different—and a lot more personal. Ronnie takes you inside one of the most significant moments of her life and career: the private reveal and public pre-order launch of her debut book, Work Life Remix. Recorded in real time, just days after the launch, this episode brings you behind the scenes of the celebration, the emotion, and the deeper "why" behind the book. But more than that—it's an invitation. ✊🏾 An invitation to examine the changing reality of work, to question the default paths we've been handed, and to consider what it might look like to design something that actually fits your life. A grounded approach to reclaiming agency and building something that works for you. What You'll Learn in This Episode: ✔️ Why the traditional "work hard and you'll be okay" social contract is no longer holding up ✔️ The real tension high-achieving professionals are facing right now—and why it's not just you ✔️ Why the common options we're given around work often feel limiting ✔️ The philosophy behind Work Life Remix: keep what works, change what doesn't, design what fits ✔️ How to move out of the loop of fear, misalignment, and default decision-making ✔️ Why trusting your own judgment again is the ultimate goal ✊🏾 Links & Resources: 📖 Pre-Order Work Life Remix: Available wherever you buy books, including Bookshop.org, Amazon, Barnes & Noble, and more 🌐 Explore the Book Hub: https://workliferemixbook.com 📩 Join the OhHeyMonday Newsletter: Get insights, behind-the-scenes updates, and first access to everything Ronnie is building → www.ohheyjoin.com 🤝 Let's Work Together! Learn more about coaching and leadership development at www.ohheycoach.com 📬 Want to Connect? Reach out to the team at [email protected] 🔥 If this episode resonated, share it with someone who's been asking bigger questions about their life and career—and tag Ronnie (@ohheycoach) so she can celebrate with you ✊🏾 💡 Final Thought: You can't rewind or redo what's come before, but you can remix it.
101. Naming & Navigating Your Season
2026/03/26
Episode 101: Naming & Navigating Your Season The Career Clinic Podcast Host: Ronnie Dickerson Stewart After the milestone of 100 episodes and the reveal of a new era, Ronnie brings the conversation back to something foundational: understanding the season you are in and learning how to move within it with clarity and honesty. In this episode, she sits with a simple but often overlooked idea—many of us are trying to move forward without first naming where we actually are. And when you don't name your season, you can end up: Expecting the wrong things from yourself Measuring progress incorrectly Feeling frustrated when things aren't moving the way you thought they would This conversation introduces Ronnie's Five Seasons framework—growing, sowing, glowing, woahing, and going—but more importantly, it's about helping you slow down long enough to tell the truth about your current season. Because when you can name it, you can work with it. And when you can work with it, you stop fighting it. What You'll Hear in This Episode ✔️ Why so many people feel stuck without realizing they've misidentified their season ✔️ A grounded walkthrough of the Five Seasons framework ✔️ How pressure and comparison distort how we see our current reality ✔️ Why each season requires a different pace, energy, and expectation ✔️ How to move forward with more clarity instead of forcing momentum The Invitation 🤎 Take a moment this week and ask yourself: What season am I actually in right now? Not the one that sounds impressive. Not the one you wish you were in. The one that is true. Then ask: What does this season require of me? You don't need to rush the answer. But you do need to be honest.   RSVP for the Book Reveal & Pre-Order Party   Tuesday, March 31 | 3:00–4:00 PM ET | Zoom https://us02web.zoom.us/meeting/register/gy7TLsAyRZSYFpp_2QbVHw    I genuinely hope to see you there! The countdown is ON!
100. A New Era Unveiled
2026/03/18
Episode 100: A New Era Unveiled The Career Clinic Podcast Host: Ronnie Dickerson Stewart 100 episodes. A journey that started in 2019 with a MacBook, Garage Band, and a closet full of pillows. Today, Ronnie sits in the milestone, gets honest about what it took to get here, and shares something she's been waiting to tell you. What You'll Hear in This Episode ✔️ The real journey to 100 episodes and why most podcasts never make it this far ✔️ The origin story: a journal entry, a camera, and a commitment to anti-gatekeeping ✔️ How the podcast is evolving beyond career strategy into work and life ✔️ A major announcement you don't want to miss Timestamps 00:00 — Sitting in the milestone 04:00 — The reality: 90% of podcasts don't make it past 10 episodes 08:00 — Regrounding: who I am and how we got here 10:00 — The origin story and the journal entry that started it all 15:00 — A new era: what's changing and where we're going 17:00 — The announcement 22:00 — What's next The Announcement 📖 Ronnie has written a book. And before the rest of the world finds out, she wants you in the room. On March 31st from 3:00 to 4:00 PM Eastern, she's hosting a private Book Reveal and Pre-Order Launch Party on Zoom. Cover reveal. Title reveal. Pre-orders open. Book tour cities announced. Behind-the-scenes details on what's coming between now and September 15th. Surprise and delight. And yes, it's a party. This is for the insiders. The community. The people who've been here. 👉🏾 Register here (free): https://us02web.zoom.us/meeting/register/gy7TLsAyRZSYFpp_2QbVHw What's Next 🤎 100 is not an endpoint. It's the foundation. New episodes drop every Wednesday. Follow or subscribe so you don't miss what's next. Stay Connected 🤎 📩 OhHeyMonday Newsletter: ohheyjoin.com 📖 Speaking, Facilitating & Leadership Development: ohheycoach.com 💼 LinkedIn: Ronnie Dickerson Stewart 📸 Instagram: @ohheycoach
99. Don't Let Them Should on You (And Don't Should on Yourself Either) ft. Dr. Kimberly Murray
2026/03/04
Episode 99: Don't Let Them Should on You (And Don't Should on Yourself Either) featuring Dr. Kimberly Murray The Career Clinic Podcast Host: Ronnie Dickerson Stewart Episode Overview In this episode of The Career Clinic Podcast, Ronnie Dickerson Stewart is joined by psychologist, leadership coach, and TEDx speaker Dr. Kimberly Murray for a thoughtful conversation about the quiet but powerful influence of "should." The expectations about what your career should look like. Who you should become. How long you should stay. What success should feel like. These expectations often come from workplaces, industries, family members, mentors, or even our own internalized beliefs about achievement. Over time, those voices can lead us to over-edit ourselves, silence our instincts, or follow paths that no longer fit the person we are becoming. Together, Ronnie and Dr. Murray unpack how the pressure of "should" shows up in leadership, identity, and career decisions. They explore how high-capacity professionals often learn to shrink, over-accommodate, or second-guess themselves in environments where their perspective is actually needed most. This conversation is honest, grounding, and practical. It's about recognizing when expectations are shaping your decisions and reclaiming the freedom to define your path in a way that actually aligns with your voice, values, and evolution. If you've ever felt pressure to follow a script that doesn't quite fit anymore, this episode will resonate deeply. What You'll Learn in This Episode ✊🏾 Why the word "should" can quietly shape career decisions in ways that disconnect us from our truth ✊🏾 How workplace culture, family expectations, and internal narratives influence how we edit ourselves professionally ✊🏾 Why high-achieving professionals often learn to over-accommodate or silence their instincts ✊🏾 The difference between thoughtful growth and living according to someone else's blueprint ✊🏾 How to begin reclaiming your voice and making career decisions that reflect who you are becoming About Dr. Kimberly Murray Dr. Kimberly Murray is a psychologist, leadership coach, and TEDx speaker who helps high-achieving professionals design lives and careers that reflect their full identities—not just their job titles. Her work centers on sustainable ambition, integrated leadership, and helping leaders navigate overlapping roles, creativity, purpose, and professional success without abandoning parts of themselves along the way. Through her coaching, speaking, and research-informed approach, Dr. Murray supports individuals in aligning their strengths, energy, and values so they can thrive both personally and professionally. Learn more about Dr. Murray and her work: 🌐 Website: https://drkimberlymurray.com/ 🎥 TEDx Talk: https://www.youtube.com/watch?v=ANQnt40GS3k 📩 Connect: [email protected] Links & Resources 📩 Join the OhHeyMonday Newsletter: Get my insights straight to your inbox every Monday! Sign up at www.ohheyjoin.com 🎧 Ask OhHeyCoach: Have a question you'd like answered on the podcast? Submit it here: https://form.typeform.com/to/ja89DHpT 🤝 Let's Work Together: If you're a leader or organization looking for executive coaching, leadership development, or career design strategies, we'd love to partner with you. Learn more at www.ohheycoach.com 📬 Want to Connect? Reach out to our team at [email protected] 🔥 If you loved this episode, share it with a friend and tag me on LinkedIn or Instagram (@ohheycoach)! Let's keep this conversation going. 💡 Final Thought: Expectations will always exist, but they shouldn't run your life. Pay attention to the voices shaping your decisions and make sure the path you're walking actually belongs to you.
98. Don't Second Guess The Shift...It Just Takes Time
2026/02/27
Episode 98: Don't Second-Guess the Shift… It Just Takes Time The Career Clinic Podcast with Ronnie Dickerson Stewart Building on last week's conversation about the changing social contract with work, this episode sits in the tension between knowing you need to build your own security and actually doing something about it. Ronnie gets real about the gap between awareness and action — and why that gap isn't a character flaw, it's the human experience of navigating change. In this episode, Ronnie explores: Why your job isn't the enemy — and why honoring your current provision matters The real tension: the thing that provides for you also takes up the time and energy you'd need to build something beyond it Why awareness and action aren't the same thing — and why we need to stop pretending they are The mindset shift isn't a one-time event; it's a messy, nonlinear, ongoing practice Giving yourself permission to wish the old blueprint still worked and build in the landscape that actually exists Small, doable starting points for building your own coverage — without blowing anything up Key Takeaways: The constraint is never desire — it's usually capacity, and lack of capacity is real. You can hold a wish for things to be different and still take care of yourself in the world as it is. Building your own security is not a weekend project. It's a long arc that starts with small, steady moves. The goal isn't to leap into a new mindset overnight — it's to close the gap a little bit at a time. Start Here — Small Moves Ronnie Suggests: Have a coffee conversation with someone you admire Update an asset that lets people see your work (like your LinkedIn profile) Engage on LinkedIn — comment, like, share — without the pressure to post Pay attention to what's portable: skills, relationships, and value that travel with you Name the thing out loud with someone you trust What's Next 🤎 We are approaching Episode 100 in March, and something special is coming 🤎. New episodes of The Career Clinic Podcast drop every Wednesday. Make sure you follow or subscribe so you don't miss what's next. If this episode resonated, share it with someone who may be waiting on themselves. Stay Connected 🤎 📩 Join the OhHeyMonday Newsletter Weekly reflections and grounded leadership tools 👉🏾 www.ohheyjoin.com 🤝 Work With Ronnie / OhHeyCoach Executive coaching and leadership development 👉🏾 www.ohheycoach.com Final Thought 🤎 Readiness often arrives after you begin, not before. If you've been waiting for a feeling to confirm what you already know, it may be time to trust your judgment and take the next step. See you next Wednesday.
97. This Is the Year That Will Completely Change Your Relationship With Work
2026/02/20
Episode 97: This Is the Year That Will Completely Change Your Relationship With Work The Career Clinic Podcast Host: Ronnie Dickerson Stewart Episode Overview In Episode 97, Ronnie shifts the tone of the podcast to address something urgent and real: the reality that job security, as many of us once understood it, has fundamentally changed. This episode is less about tactics and more about a mindset shift. If you've felt like you're one restructure away from disruption, or you've watched talented people around you recalibrate unexpectedly, this conversation is for you. What You'll Hear in This Episode ✔️ Why job security has shifted — even at strong companies ✔️ Why this moment requires a new blueprint ✔️ How generational advice still makes sense — but needs updating ✔️ The danger of building provision in only one place ✔️ What it means to adopt a portfolio career mindset ✔️ Why this year may need to be the year you rethink your relationship with work The Mindset Shift: From Employee to "You Inc." Rather than offering a checklist of tips, Ronnie invites listeners into a deeper recalibration. What if you thought of yourself as "You Inc."? What if your primary employer was You Inc., and your job was simply one client of many possible revenue sources, identity anchors, or professional expressions? This is not just about side hustles. It's not a hustle culture pitch. It's about strategic optionality. It's about understanding that your time, skills, relationships, and brand have value beyond one organizational structure. A portfolio career mindset does not require you to quit your job. It requires you to think differently about permanence, agency, and alignment. Why This Year Matters 🤎 This episode is a call to stop pretending permanence still operates the way it once did. It is an invitation to rethink your relationship with work before something forces you to. We deserve better. And when we cannot immediately get better systems, we build better strategies for ourselves. Stay Connected 🤎 📩 Join the OhHeyMonday Newsletter Weekly reflections and leadership insight 👉🏾 www.ohheyjoin.com 🤝 Work With Ronnie / OhHeyCoach Executive coaching and leadership development 👉🏾 www.ohheycoach.com Final Thought 🤎 This may be the year that completely changes your relationship with work — not because something collapses, but because you finally choose to design it differently. See you next week!
96. Stop Waiting to Be Ready
2026/02/12
Episode 96: Stop Waiting to Be Ready The Career Clinic Podcast Host: Ronnie Dickerson Stewart Episode Overview Welcome back to The Career Clinic Podcast 🤎. In Episode 96, Ronnie addresses something that quietly stalls more careers and ideas than lack of talent ever does: the habit of waiting to feel ready. This episode explores why readiness is often a moving target, how over-preparation can become avoidance, and why clarity rarely arrives before action. Whether you're considering a pivot, launching something new, raising your hand, or finally starting the thing you've been thinking about for years, this conversation is about moving forward without the illusion of perfect timing. What You'll Learn in This Episode ✔️ Why readiness is more of a decision than a feeling ✔️ The hidden cost of waiting too long ✔️ How over-preparation can delay execution ✔️ Why waiting for permission slows momentum ✔️ The myth of perfect timing ✔️ Three practical ways to move before you feel fully ready The Readiness Trap When people say, "I'm not ready," it's rarely about actual capability. More often, it's about exposure, uncertainty, or fear of being seen before everything feels polished. Ronnie reflects on launching this podcast without a 100-episode plan, stepping away from a C-suite role without a fully mapped five-year blueprint, and beginning the process of writing a book without knowing every detail of how it would unfold. In each case, clarity followed movement. It did not precede it. The idea that you will feel completely prepared before taking action is one of the most convincing myths in professional life. The Cost of Waiting 🤎 We often overestimate the risk of starting and underestimate the cost of delaying. Waiting can erode confidence. It can shrink momentum. It can quietly chip away at self-trust. The longer you sit with something you know you want to pursue, the louder doubt becomes and the smaller your original conviction feels. At some point, the cost of waiting outweighs the discomfort of beginning. Three Common Disguises of "I'm Not Ready" Over-preparation. Taking another course, reading another book, asking five more people for input. Preparation is wise. Endless preparation that never converts to execution is avoidance. Waiting for permission. There is rarely a formal invitation to step into your next chapter. No one is coming to certify you as ready. Authority is often assumed, not granted. Perfect timing. There will always be a reorg, a busy season, a market shift, or a personal responsibility that makes now feel inconvenient. Timing matters, but perfection is not a prerequisite for progress. How to Move Before You Feel Ready ✍🏾 First, shrink the ask. Instead of taking the full leap, take the next step. Send the email. Outline the idea. Have the conversation. Test the concept. Small action builds real clarity. Second, set a decision date. If something has been circulating in your mind for months, give yourself a deadline to decide your next move. Not the entire plan — just the next move. Third, borrow belief. If your fear is louder than your confidence, talk to someone who can hold perspective with you. A trusted friend, mentor, or coach can help steady the narrative long enough for you to move. Listener Invitation 🤎 If something has been tugging at you — an idea, a pivot, a conversation, an application — consider whether you're truly unprepared or simply uncomfortable. You may not feel ready. That doesn't mean you aren't capable. What's Next We are approaching Episode 100 in March, and something special is coming 🤎. New episodes of The Career Clinic Podcast drop every Wednesday. Make sure you follow or subscribe so you don't miss what's next. If this episode resonated, share it with someone who may be waiting on themselves. Stay Connected 🤎 📩 Join the OhHeyMonday Newsletter Weekly reflections and grounded leadership tools 👉🏾 www.ohheyjoin.com 🤝 Work With Ronnie / OhHeyCoach Executive coaching and leadership development 👉🏾 www.ohheycoach.com Final Thought 🤎 Readiness often arrives after you begin, not before. If you've been waiting for a feeling to confirm what you already know, it may be time to trust your judgment and take the next step. See you next Wednesday.

Podcast reviews

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5 out of 5
44 reviews
★★★★★
unlearninglyd 2021/03/05
Authentically Refreshing
Ronnie shares her genius in the most authentic and relevant ways. Her incremental approach empowers you to feel like you can actually make transformat...
★★★★★
mhowd 2021/02/04
Serving Realness
Thank you, Ronnie, for serving realness in these times. I love the podcast and your approach! We aren’t all just about career, there’s family and othe...
★★★★★
JuliaJulesWilson 2020/04/27
The Grace Space
I love your authenticity and transparency in this episode. Working remotely full time with a toddler is very challenging. I have realized through this...
★★★★★
west_timer 2019/11/23
Shook
Being 25–working in hospitality, and taking time to listen to OhHeyCoach, has tremendously changed my view on my view on “careers”. Ronnie is a go get...
★★★★★
january~joy 2019/10/16
So Good!
I really enjoyed listening to this podcast. Ronnie is sharing so many gems to help everyone navigate their career. Thanks Ronnie for keeping it 250!
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