Charlie Rogers, entrepreneur, community builder, and founder of undefinables, opens up about what it really means to design a life that doesn’t fit inside a neat box. Charlie shares his winding journey through national level sports, entrepreneurship, and self-discovery, highlighting the power of embracing multiple passions rather than forcing yourself into a single identity.

He talks candidly about motivation, vulnerability, emotional integration, and the surprising lessons that cycling off a cliff, rewiring academic expectations, and grinding through the book-writing process taught him. Charlie also reflects on the moments when “giving up” is actually a form of reinvention, and how community can help you rebuild with clarity and purpose.

Whether you’re multi-passionate, creatively stuck, or redefining who you want to be, this conversation offers tools for navigating change without losing yourself.

What you’ll walk away with:

• Permission to pursue multiple passions without apology
• A new understanding of motivation—and how purpose, profit, and play each fuel it
• A framework for emotional integration to support healthier mental and emotional balance
• Practical steps to build community and deeper connections through vulnerability
• Lessons from sports that can sharpen resilience and strengthen self-belief
• A grounded look at what it really takes to write a book (and how to start your own)
• A mindset shift around “giving up” as a strategic reset, not a failure
• Tools for managing your energy and mental health during seasons of reinvention
• Insight that understanding your interests is the gateway to genuine expertise and fulfillment

Follow Low to Grow

⁠⁠⁠Instagram: ⁠@lowtogrowpodcast⁠⁠⁠⁠

⁠⁠⁠YouTube: @lowtogrow⁠⁠⁠

⁠⁠Substack Newsletter⁠⁠

Connect with Charlie on his profile page on ⁠⁠our website⁠⁠!

Please Note: Low to Grow is for educational purposes only and should not be considered a substitute for professional advice. For free mental health resources, visit ⁠⁠⁠https://www.mind.org.uk⁠⁠⁠.

Chapters

00:00 Embracing theUndefinable Self

06:39 The Journey ofEntrepreneurship

10:47 Motivation andCommunity Building

11:23 Lessons fromSports and Personal Growth

11:50 ResittingA-Levels, From ACC to A*AA!

12:30 How cyclingoff a cliff got him to TEAM GB at European Triathlon

25:08 ReframingSuccess and Enjoying the Process

26:01 EmotionalThawing: A Journey of Self-Discovery

32:39 TheTransformative Process of Writing a Book

38:55 The Balance ofPerseverance and Reinvention

44:11 EnergyManagement for Better Mental Health

In this episode of Low to Grow, real estate entrepreneur AriRastegar unpacks the mindset behind building a billion-dollar portfolio and why fulfillment, not just achievement, should be the real target. He shares how a small law-school investment sparked his career, how meditation fuels his productivity, and why emotional health is non-negotiable for long-term success.

Ari also gets personal about teaching his kids to embrace failure, navigating the ups and downs of entrepreneurship, and how cultural influences shape our approach to business. The conversation wraps with a grounded look at AI’s role in the nextera of human potential.

What you’ll walk away with:

• A roadmap for turning early-career confusion into clear, forward motion
• A mindset reset that helps you prioritize real fulfillment over performative success
• A simple, repeatable meditation approach to boost focus and cut through your mental clutter
• A resilience playbook for recovering quickly when plans fall apart
• A healthier way to teach your kids about failure so you can all take bolder risks without the fear spiral
• A new lens on how your language and cultural roots quietly influence your ambition and outcomes
• A future-ready perspective on using AI to amplify your strengths

Follow Low to Grow

⁠Instagram: ⁠@lowtogrowpodcast⁠⁠

⁠YouTube: @lowtogrow⁠

Substack Newsletter

Connect with Ari on his profile page on our website!

Please Note: Low to Grow is for educational purposes only and should not be considered a substitute for professional advice. For free mental health resources, visit ⁠https://www.mind.org.uk⁠.

Chapters

00:00 Ari Rastegar on the Low to Grow Podcast - helping young professionals navigate change

00:30 Follow @lowtogrowpodcast on Instagram!

01:23 Introducing Ari Rastegar on Low to Grow Podcast

02:02 Who Ari Rastegar thinks will benefit from Low to Grow episode

02:25 How Ari Rastegar started his Real Estate Titan Career

05:51 Success vs. Fulfillment

11:24 The Power of Meditation

15:47 Resilience and Overcoming Challenges

21:04 Teaching Kids About Failure

24:18 The Importance of Emotional Resilience

28:23 Cultural Influences and Language

31:25 Meditation for Mental Health

32:43 AI: The Fourth Industrial Revolution

Step inside a special behind-the-scenes episode of Low to Grow. Annie takes you along to South Kensington for the very first Offscript Generation Summit, a fresh, future-facing gathering built for 16 to 25-year-olds who are determined to carve their own paths beyond the traditional career rulebook.

Armed with her mic and her usual dose of curiosity, Annie Wenmiao Yu sits down with Calypso Rose, the serial entrepreneur behind this brand-new venture, to explore why this moment in 2026 matters so deeply and what inspired her to create a socially meaningful space for the next generation of creatives, coders, thinkers, and doers.

But the conversations don’t stop there. You’ll also hear from:

• Matt Fosh, YouTuber and comedian, on breaking through an already crowded platform

• William Hanson, Britain’s etiquette coach, on why good manners still open surprising doors

• Charlotte Liebling (the Fluffy CEO), on building a business with heart and social impact—already partnering with Fenwick and Bloomingdale’s

• Reese Wong, Diana Award recipient and returning Low to Grow guest, on the art of personal branding for young changemakers

This bonus episode captures the energy, candour, and ambition that made the Offscript Summit such a powerful space. If you’ve ever wished for guidance that felt real, relevant, and rooted in possibility, you’ll feel right at home.

Settle in for an inspiring, intimate look at the voices shaping a less-linear, more meaningful future.