What if the fear that’s been holding you back could actually become your fuel?

In this deeply vulnerable and eye-opening conversation, Carly sits down with Michal Oshman—former Big Tech executive, author of What Would You Do If You Weren’t Afraid?, and founder of Maximize Consultancy — to explore how fear has shaped her life…and how she learned to stop letting it lead.

They dive into:

• How fear became Michal’s first language—and how she rewrote that story
• The turning point that led her to reconnect with her spiritual heritage and sense of purpose
• Why your résumé may look impressive but still leave you feeling empty
• How to transform imposter syndrome into a superpower
• Tactical tools to discover what you truly care about (and how others see you)
• How aging, self-awareness, and service helped her finally feel at home in her skin

This episode is a masterclass in redefining fear, finding your voice, and showing up in the world with intention.

🎧 Connect with Carly ⁠⁠@carelesswithcarly ⁠⁠and [email protected]

🍷 Connect with Michal ⁠@michaloshman and here: www.michaloshman.com

What do you get when you mix bold ideas with a spicy twist on tradition? Kristen Knapp is here to tell us like it is! Kristen is the founder of Heartbeat Rosé - the world’s first spicy rosé - and she joins Carly to talk about what it’s really like to build a brand from scratch. With zero experience in the wine industry and nothing but a concept she was excited about, Kristen turned a quarantine passion project into a buzzy beverage brand that’s shaking up store shelves.

In this refreshingly real conversation, we get into:

• Why being “unqualified” can actually be your biggest superpower

• The behind-the-scenes hurdles no one warns you about

• How to push past the cringe and start showing up online

• Using personal taste as your branding secret weapon

• Learning to care less about what people think—and more about what lights you up

  
  

🎧 Connect with Carly ⁠@carelesswithcarly ⁠and [email protected]

🍷 Follow Heartbeat Rose @moreheartbeat and order your bottles here: https://moreheartbeat.com/

What happens when you spend years climbing the corporate ladder only to realize it was never meant for you? In this inspiring episode, Carly sits down with Yasmin Nouri - host of Behind Her Empire and co-founder of the hormone health brand Beeya - to talk about the gut-check moment that led her to walk away from a high-paying finance job in search of deeper purpose.

Yasmin opens up about the messy middle between success and self-doubt, the identity shift of becoming an entrepreneur, and how she built two brands from scratch once she stop chasing validation and start trusting her voice. You’ll hear about her relationship with burnout, how perfectionism nearly held her back, and why now, more than ever, she’s committed to doing things differently.

Whether you’re craving clarity, confidence, or a career change — this episode will remind you that the magic happens after you leap!

🎧 Connect with Carly ⁠@carelesswithcarly ⁠and [email protected]

🔗 Connect with Yasmin @yasminknouri and listen to Behind Her Empire at  hhttps://www.behindherempire.com

💌 Check out Beeya @beeyawellness

What if your biggest unraveling led to your greatest impact? Chris Magleby and Caitlin Hansen, co-founders of Mindless Labs, join Carly to share how their personal journeys through mental health struggles, spiritual shifts, and identity breakdowns inspired a radically new approach to healing - one that merges free care resources with bold, conversation-starting streetwear.

Together, they dive into the concept of feeling radically alive, the power of wearable advocacy, and why showing up with honesty is the first step toward change. You’ll hear about their launch-day emotions, some of the mental health resources they love, and how they’re working to remove stigma and barriers around getting help.

🎧 Connect with Carly ⁠@carelesswithcarly ⁠or get in touch at [email protected]

🔗 Check out Mindless Labs at  https://mindless.org/ and @mindlesslabs 

💌 Connect with Chris Magleby & Caitlin Hansen @chris_magleby @caitlinhansen

In this deeply inspiring episode, Carly sits down with Brilliant Liu, founder of the wildly popular Instagram account ⁠@houseofleaders.co⁠, to explore the real journey behind the quotes and content.

Brill opens up about his transformation from a shy, rebellious teen with no clear path to a purpose-driven leader building a community of over 1.5 million people! He shares how mentorship, vulnerability, and a powerful mindset shift changed everything and how you can tap into those same tools to create a life of impact.

We talk about:

• The mentor who asked the question that changed his life
• How Brill overcame fear of judgment and showed up online
• Why leadership starts with healing and self-awareness
• Building @houseofleaders.co with integrity, intention, and heart
• What to do if you feel stuck or unsure of your purpose

🎧 Connect  with Carly
Instagram: @carelesswithcarly or get in touch at [email protected]

🔗 Connect with Brilliant Liu
Instagram: @houseofleaders.co @brilliant.liu

What happens when you walk away from the title, the paycheck, and the seat at the table — and decide to build your own?

Carly sits down with Cate Luzio, Founder & CEO of Luminary, a global, inclusive platform for women and their allies. After 20 years in corporate banking, Cate made the bold leap into entrepreneurship with no VC funding and no playbook.

In this episode, they talk about:

• The identity shift of leaving a big role behind to start something new
• Why Cate refused to create another exclusionary space and why Luminary's motto is "Come Sit At Our Table"
• The reality and challenges of being a founder (even 7 years in)
• Why women must get louder about their wins and how to start
• How traveling to 130 countries shaped Cate's leadership lens

Whether you’re building something, rebuilding yourself, or rethinking what success means to you — you wont want to miss this episode!

🎧 Connect  with CarlyInstagram: @carelesswithcarly or get in touch at carelesswithcarly.com

🔗 Connect with Cate LuzioInstagram: @cateluzioLearn more about Luminary: @weareluminary

In this episode of Care Less with Carly, Carly sits down with her best friend and powerhouse creator, Sammi Cohen (@sammicohentalks), for a deep and honest conversation about leaving corporate life to go all in on building a social media empire. 

From Amazon logistics to recently launching her hit podcast Social Currency, Sammi shares how she developed her online voice by blending her passion for business with insights, brand strategy, with storytelling. We talk confidence, cringe, viral growth, and what it really takes to build something meaningful online.

Whether you're a creator, entrepreneur, or just craving more meaning in your work, this episode will leave you inspired to bet on yourself 🎰

🎧 Connect  with Carly
Instagram: @carelesswithcarly or get in touch at carelesswithcarly.com

🔗 Connect with Sammi Cohen
Instagram: @sammicohentalks
Social Currency Podcast: @socialcurrency

What if chasing success the way we’ve been taught is exactly what’s keeping us stuck?

This week, I’m joined by the brilliant Amina AlTai — holistic leadership coach and author of The Ambition Trap — for a conversation that invites you to rethink your relationship with ambition and worthiness.

We talk about the moment Amina realized she was living by someone else’s definition of success, the messy (and magical) healing that followed, and how she redefined what it means to lead with purpose.

If you’ve ever felt like you’re doing everything “right” but something still feels off — this one’s for you.

🎧 Follow Care Less with Carly:
Instagram: @carelesswithcarly or get in touch at carelesswithcarly.com

🔗 Connect with Amina AlTai:
Instagram: @aminaaltai
Website: www.aminaaltai.com

Check out her book HERE

What do you do when the comfort zone you’ve built starts to feel like the scariest place to stay?

In this powerful episode, I sit down with my dear friend of 15 years (!) James Philipp — certified Integral Coach, grief educator, and somatics practitioner — to talk about what it really means to stop hiding, start healing, and live life on your own terms.

We explore how grief cracked James open, how he found his voice (literally), and why the most transformational moments often come from the turbulence we try to avoid. This one’s for anyone standing at the edge of change, wondering if it’s time to finally say yes to themselves.

Follow Carly on Instagram, Facebook and YouTube or get in touch at [email protected]

Follow James on Instagram and learn more about his work at theturbulencecoach.com

Care Less with Carly is the podcast for anyone tired of holding themselves back. Host Carly Lynn brings bold, honest conversations with entrepreneurs and experts who’ve learned to move through fear and self-doubt with radical self-trust. You’ll hear stories, mindset shifts, and actionable tools to help you trade perfection for purpose and live life on your own terms.

If you’ve been waiting for a sign to start living fully — this is it.

New episodes drop weekly. Follow @carelesswithcarly on Instagram to join the journey!