Best Working Classy Podcasts (2025)

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EP29: Why Work Friendships Feel So Intense — And What to Do When They Don’t Last 1:05:34

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19d ago1:05:34

1:05:34

We’re diving into the world of office BFFs, coffee run confidants, and that work bestie who might just be your real bestie… or not. In this episode, we’re talking all about work friendships — why they form so fast, what happens when promotions or quitting throw them for a loop, and how to tell the difference between a forever friend and a proximity…

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Reinventing Careers: Journey from Marketing to Fashion, with Dianne Boyer, Founder Dianne in Style 25:20

2d ago25:20

25:20

What if the career you’ve already built is the perfect foundation for something completely new? In this inspirational conversation, host Natalie Benamou talks with Dianne Boyer, who made a bold move in her 60s from a successful career in corporate marketing to becoming a fashion stylist helping women over 50 feel confident. She describes how uplift…

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EP31: The Art of the Relationship Launch: Meeting Your Partner’s Friends (and Vice Versa) 1:02:11

5d ago1:02:11

1:02:11

Starting a new relationship is thrilling—but introducing them to your carefully curated circle of friends? That’s an entirely different game. In this episode, we’ll guide you through the art of seamlessly weaving your partner into your social fabric (and how to handle it if the vibes are… complicated). Whether you’re the one bringing your new love …

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The Secret Power Behind Women-Led Business Growth with Jackie Joy, Chief Strategy, Development Officer, Executive Trainer, The Perfect Plan 25:50

11d ago25:50

25:50

What happens when women lead — not just in business, but in the global economy? In this energizing conversation, host Natalie Benamou sits down with Jackie Joy, Chief Strategy Officer at The Perfect Plan, to uncover the exciting data behind the economic surge that is about to take place fueled by women’s leadership. Hear how women-led businesses co…

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EP30: Reality TV and Emotional Intelligence: Why We Can’t Look Away 1:01:09

12d ago1:01:09

1:01:09

In this episode, we’re peeling back the layers of reality TV... the shows we love to call “trash,” but can’t stop watching. From Love Is Blind to Vanderpump Rules, we’re exploring why these chaotic storylines hook us, what they reveal about our own friendships, and how they shape the way we navigate loyalty, jealousy, and vulnerability. We’ll unpac…

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The Future of Career Coaching in an AI-Driven World 13:56

13d ago13:56

13:56

Feeling overwhelmed by AI's impact on the job market? You're not alone! My latest Classy Career Girl podcast episode drops today, and we're addressing the BIG question: Is there still a need for career coaching in an AI-driven world? (Hint: The answer is a resounding YES!) I share crucial insights on how career coaches are more important than ever …

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Don't Miss Your Chance to Thrive in '25 with Erin Gallagher, Founder, Ella and The Hype Women's Movement 30:59

18d ago30:59

30:59

If you’ve been waiting for the right moment to step into what’s next—you just found it. Host Natalie Benamou is joined by Erin Gallagher, founder of Ella and the Hype Women Movement, who shares why Thrive in 2025 Women's Conference is unlike any event. Erin isn’t just delivering the keynote—she’s staying, engaging, and co-creating an immersive expe…

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Dream Bigger: Why Now Is the Time to Go All In, with Natalie Benamou, Founder, HerCsuite® 14:45

25d ago14:45

14:45

When was the last time you had an idea—but something stopped you? Maybe it was doubt, timing, or the belief that someone else was already doing it. Take a listen as Host Natalie Benamou, Founder of HerCsuite®, encourages you to reclaim your vision and imagine what’s possible—especially if you're in the second half of your career. This episode was i…

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EP28: 'Am I the A*hole': When Friends Expect Too Much — And Give Too Little 1:07:08

26d ago1:07:08

1:07:08

What do you do when a friend asks for too much, or you’re caught in the middle of a family secret? In this ‘Am I the Ahole?’ episode of The Art of Classiness Podcast, we’re breaking down four sticky scenarios where boundaries, loyalty, and friendship collide. From being labeled the ‘rich friend’ to feeling pressured to reveal a devastating secret, …

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Lessons Learned: Pivot Any Problem Into a Solution with Natalie Benamou, Founder, HerCsuite® 17:10

1M ago17:10

17:10

Have you ever thought something was too good to be true—but moved forward anyway? Ignoring your instincts happens to all of us—and what you do next matters most. Host Natalie Benamou shares real-world lessons from navigating major business challenges and how she turned setbacks into powerful solutions. As a lifelong problem solver, Natalie reveals …

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EP27: Rich Friend, Poor Friend: When Money Gets Messy in Friendships 54:19

1M ago54:19

54:19

What happens when one of you is living that bottomless brunch life and the other is barely making rent? In this episode of The Art of Classiness Podcast, we’re diving into the sometimes awkward, often unspoken tension of money and friendship — and why no one wants to talk about it. What You’ll Learn: How money can quietly shift friendship dynamics …

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Is Inaction Costing You More Than Starting Your Business? 19:53

1M ago19:53

19:53

Ready to start your business but feeling held back by market fears or a tight budget? 🤔 You're not alone! So many aspiring women entrepreneurs stay stuck, scared to invest. But here's the truth bomb 💣: The biggest risk isn't investing a little; it's not starting at all. In the latest Classy Career Girl podcast episode, I'm sharing how to launch you…

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[Top Podcast Replay] 4 C-suite Strategies to Amplify Your Success with Dr. Ronicka Briscoe, Founder, Winning on the Road LLC 27:01

1M ago27:01

27:01

[Top Podcast Replay] What makes a great leader and how can you advance career while staying true to your values? In this insightful conversation, Dr. Ronicka Briscoe shares the strategies and mindset shifts that have helped her and women she interviewed step into high-impact leadership roles. Join Host Natalie Benamou as she talks with Dr. Briscoe,…

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EP26: We’ll Raise Our Kids Together! (And Other Lies We Told Ourselves) 1:00:57

1M ago1:00:57

1:00:57

You said you'd raise your kids together, plan matching playdates, and still text every day… and then real life happened. In this Mother’s Day episode of The Art of Classiness Podcast, we’re digging into how friendships evolve—and sometimes drift—when one of you becomes a mom and the other doesn’t. What You’ll Learn: Why motherhood can create both d…

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Why Career Coaching is the Most In-Demand Business Right Now 13:46

1M ago13:46

13:46

🚨 Calling all women ready for a purposeful, profitable business! 🚨 The workforce is shifting in a HUGE way. People are facing layoffs, burnout, and realizing they can't spend one more year in a job that doesn't light them up. They're feeling lost and NEED guidance more than ever before. This isn't just a trend – in 2025, the demand for specific, re…

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Why Now Is the Perfect Time to Launch Your Portfolio Career with Natalie Benamou, Founder, HerCsuite® 16:40

2M ago16:40

16:40

If you’ve been thinking, “I want more flexibility, but I still need financial security,” this episode is for you. Across every conversation with women leaders right now, one topic keeps coming up: portfolio careers. Whether you’re still in your corporate role, recently retired, or navigating a pivot, the idea of creating multiple income streams has…

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EP25: The TV That Raised Us: Can Men and Women Really Just Be Friends? 1:07:04

2M ago1:07:04

1:07:04

TV taught us a lot—but did it totally screw up how we see friendship between men and women? In this episode of The Art of Classiness Podcast, we’re kicking off a new kind of conversation with The TV That Raised Us: a look at the shows that shaped how we think about friendship, romance, and everything in between. From Friends to New Girl to HIMYM, w…

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Practical Advice for Starting a 7-Figure Business with Kym Insana Founder and CEO, AlwaysOn Digital 25:45

2M ago25:45

25:45

What if flexibility at work wasn’t a luxury—but the very thing that made your business successful? In this episode, host Natalie Benamou, Founder of HerCsuite®, talks with Kym Insana, a CEO who didn’t just build a 7-figure company—she built it around her life. After stepping away from a corporate career to raise her family, Kym knew she still wante…

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EP24: 'Am I the A*Hole': Navigating Friendship Friction 51:16

2M ago51:16

51:16

What happens when your friend never has time for you—but still expects you to wait around? In this episode of The Art of Classiness Podcast, we're diving into real friendship dilemmas from Reddit’s “Am I The A-Hole” thread. From calling out flaky behavior to navigating post-divorce boundaries, we’re unpacking the moments where friendship etiquette …

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Paychecks to Profits 25:06

2M ago25:06

25:06

🎙️ WE'RE BACK LIVE! 🎙️Anna Runyan from Classy Career Girl is kicking off brand new podcast episodes, recorded live! This week, get ready for some serious inspiration as Anna shares her entire journey: ✨ From a steady paycheck as a corporate consultant (crunching numbers she didn't love!)... ✨ ...to taking the leap into entrepreneurship & building C…

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Why CEOs Need Grit — And How to Develop It with Aviva Leebow Wolmer, CEO Empower Leadership, LLC 20:25

2M ago20:25

20:25

Being a CEO requires more than just strategy and experience—it takes grit. The kind that gets you through uncertainty, setbacks, loneliness at the top, and the pressure to always have the answers. Take a listen to this conversation with Host Natalie Benamou and Aviva Leebow Wolmer, executive coach, Vistage Chair, and CEO of Empower Leadership LLC, …

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EP23: Living with Your Best Friend: Tips, Truths, and What to Expect 55:36

2M ago55:36

55:36

Living with your best friend might sound like a 24/7 sleepover dream—but what happens when someone leaves dishes in the sink or hogs the bathroom mirror? In this episode of The Art of Classiness Podcast, we’re exploring the beautiful chaos of bestie roommates, and how to navigate friendship and cohabitation without losing your mind (or your bond). …

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Time Management Strategies To Find Balance and Not Feel Guilty (Replay) 29:55

2M ago29:55

29:55

Feeling pulled in a million directions? 🤯 Stop chasing the myth of perfect 50/50 balance! This episode shares Christy Wright's game-changing idea: balance is about doing the right things at the right time [06:34]. Learn how to prioritize effectively, ditch the guilt [15:00], and take back control of your schedule [25:50].…

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Introducing: What We Spend 11:36

2M ago11:36

11:36

Imagine if you could ask someone anything you wanted about their finances. On What We Spend, people from across the country and across the financial spectrum are opening their wallets—and their lives—to tell you everything: what they make, what they want, and—for one week—what they spend. Listen to and follow What We Spend, available now, on Apple …

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EP22: When Burnout Makes You a Bad Friend (And What to Do About It) 1:00:57

2M ago1:00:57

1:00:57

Burnout doesn’t just affect your job—it affects your friendships, too. In this episode of The Art of Classiness Podcast, we’re diving into the emotional exhaustion so many millennials are feeling, and how it quietly reshapes our social lives. What You’ll Learn: Why burnout makes it hard to show up for friends (and why that’s okay) Signs you're in a…

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AI Tools and Financial Strategies Every Entrepreneur Needs to Grow with Carlyn Bushman, CEO, CMB Brands, LLC 25:09

2M ago25:09

25:09

Are you always be launching or ready to always be learning? In this energizing episode of Women Leaders on the Move, host Natalie Benamou sits down with powerhouse entrepreneur and educator Carlyn Bushman to unpack what every service-based business owner needs to know right now. From using AI to build custom SOPs and track strategy KPIs to navigati…

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EP21: Golden Retriever, Black Cat, or Chaos Goblin: The 3 Friendship Types Explained 46:35

2M ago46:35

46:35

Ever wondered what kind of friend you are—or how your bestie would be classified in the wild world of friendship dynamics? In this episode of The Art of Classiness Podcast, we’re diving into the viral friendship personalities: Golden Retriever, Black Cat, and Chaos Goblin. What You’ll Learn: What each friendship archetype really means How to identi…

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Your Next Board Seat is Closer Than You Think: Here's How You Get it with Natalie Benamou, Founder HerCsuite® 20:28

3M ago20:28

20:28

Do you know what the number one myth about landing a board position is? It’s the belief that you need to be in the C-suite to qualify. The truth is, you don’t need to be in the C-suite to land a corporate board. But here’s the catch: Many women struggle to navigate the board readiness process. The good news is, you’re not alone, and there’s a clear…

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12 Daily Habits for Success and Happiness (Replay) 22:02

3M ago22:02

22:02

Alright, let's get real for a minute. I’m spilling the beans on my very real attempt at 12 daily habits for success and happiness. And let me tell you, it's a journey, not a destination! Look, I'm a mom, I run a business, and life is…well, it’s a beautiful chaos. I used to think I had to be this super-achiever, nailing every single thing, every sin…

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Master Your Mindset: Overcoming Adversity & Leveling Up | Todd Durkin | Stay Classy Podcast Ep. 104 51:59

3M ago51:59

51:59

In this deeply inspiring episode of the Stay Classy Podcast, we’re joined once again by the legendary Todd Durkin—an internationally acclaimed strength, speed, and conditioning coach, motivational speaker, and the CEO of IMPACT-X Performance. Todd is no stranger to success, having trained elite athletes including NFL MVPs, Super Bowl Champions, Hei…

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Leading Innovation: How to Drive Change at Every Level with Robyn Bolton, Founder and Chief Navigator, Mile Zero 25:54

3M ago25:54

25:54

Innovation can feel like a leap into the unknown—especially when everything around us already feels uncertain. In this conversation, host Natalie Benamou talks with Robyn Bolton, Founder and Chief Navigator of Mile Zero and author of Unlocking Innovation. Robyn shares practical insights that make innovation feel more possible—and more urgent—than e…

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EP20: 'Am I the A*Hole': Boundaries, Betrayals & Birthday Blunders 51:52

3M ago51:52

51:52

Friendship etiquette isn’t always black and white—and sometimes, it’s wildly messy. In this episode we’re diving into real “Am I The A-Hole?” stories where boundaries, expectations, and social norms clash in surprising ways. From strict house rules to awkward birthday energy, we’re weighing in and calling out what’s classy… and what’s not. If you'v…

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Art of Classiness Introduction 1:08

3M ago1:08

1:08

Hey there! Welcome to the Art of Classiness podcast, where we dive into the world of friendships with a sprinkle of humor, a dash of honesty, and a whole lot of class. Whether you're figuring out how to keep your besties around for the long haul or managing the awkward 'did that just happen?' moments, we're here to help you master the art of friend…

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How To Grow a Side Hustle From Home (Replay) 14:47

3M ago14:47

14:47

Today I'm re-releasing a highly requested podcast episode on "How to Grow a Side Hustle From Home." It's a topic I'm deeply passionate about, as I've walked this path myself. One of the most important lessons I've learned is: "Don't attach yourself to a person, a project, a company, or an organization. Instead, attach yourself to a goal, a calling,…

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Changing the Future of Women’s Heart Care with Dr. Simin Lee, Founder and CEO, Systole Health 29:15

3M ago29:15

29:15

Women’s heart health is often overlooked —but Dr. Simin Lee, board-certified cardiologist and CEO of Systole Health, is on a mission to change that. In this powerful episode of Women Leaders on the Move, host Natalie Benamou talks with Dr. Lee about the urgent need for better cardiac care for women, the power of group medical visits, and how she’s …

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EP19: The Ripple Effect: How Divorce Affects Friendships and How to Cope 54:39

3M ago54:39

54:39

Breakups and divorces don’t just impact romantic relationships—they change friendships, too. Have you ever lost a friend in the split, struggled to support someone through heartbreak, or felt like your friendship dynamic was never the same? In this episode, we’re breaking down how breakups reshape friendships, how to navigate these shifts, and how …