From 0 to 2,000+ Person Events: Lucy Nelles on Community, Profit, and Scale
In this episode of Founder2Founder Aaron Spivak sits down with Lucy Nelles, leading community-building expert and co-founder of Coffee & Chill Miami, the wildly popular bi-weekly sober wellness party that now draws over 1,000 guests per event. With over 100 sold-out events and collaborations with top global brands, Lucy has cracked the code on making in-person gatherings profitable, scalable, and deeply impactful.She shares how she went from feeling isolated in a new city to building a movement, and now teaches others to do the same through her program, Community Mastery. Listen in for insights on team structure, brand partnerships, pricing strategy, and how to build meaningful connections without alcohol.Chapters: 02:14 – Introducing Lucy: From Isolation to Community03:46 – The Move to Miami & Early Challenges04:34 – The First Event That Sparked It All05:10 – Ice Baths, Stock Tanks & the Rise of a Trend06:59 – How Coffee & Chill Was Born08:03 – Losing $10K on One Event (and What She Learned)09:30 – The #1 Mistake Event Hosts Make11:00 – The First Coffee & Chill: JBL Speakers & 250 Guests12:38 – Gradually Raising Ticket Prices & Building Trust13:57 – Driving Repeat Attendance Every Two Weeks16:24 – Special Collaborations: Art Basel, F1, NFL17:18 – How Lucy and Her Co-Founder Divide and Conquer19:39 – Keeping a Healthy Co-Founder Relationship21:06 – Investing in Learning for Herself and Her Team24:28 – Launching Community Mastery to Serve Others26:09 – Balancing Two Businesses Without Burnout27:37 – Time-Blocking, Non-Negotiables, and Systems30:26 – Expanding Coffee & Chill Into New Cities31:45 – How to Stand Out in a “Saturated” Market33:31 – Rethinking Nightlife: No Booze, All Wellness38:54 – Why Lucy Quit Drinking and What Changed43:07 – Overcoming Imposter Syndrome Through Results45:45 – The Bigger Mission: Building In-Person CultureGuest Links: Website: https://coffeeandchill.com/Instagram: @luceilanelles & @coffeeandchillmiamiKintsugi: The AI-powered tax compliance platform trusted by over 3,000 companies worldwideStay Connected!Aaron Spivak:Instagram @SpivakLinkedinThe Founders ClubInstagram @TheFoundersClubWebsite www.foundersclubofficial.com Founder2Founder:TikTok @Founder2FounderPodcastYoutube @Founder2Founder.Podcast
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59:34
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59:34
From a $900 Bank Account to a $50M Brand: Chris Meade on Building CROSSNET
In this episode of Founder2Founder, Aaron Spivak sits down with Chris Mead, co-founder of CROSSNET and Founders Club, for his most open and personal conversation to date. From a small Connecticut town, to building one of the fastest-growing backyard sports brands in America, Chris unpacks the highs, lows, and lessons of scaling a startup from scratch.They dive into the origins of CROSSNET, the $1M mistake during an acquisition, the toll of leadership decisions, and how those experiences shaped the vision for Founders Club. If you’re navigating the founder journey, this episode is packed with the kind of honest insights you won’t get anywhere else.Chapters: 02:49 – Growing Up in Small-Town Connecticut 04:40 – From Film School, to HBO, to Burnout 06:30 – Learning Amazon Dropshipping in College 08:26 – Fired, Broke, and Starting Over at Uber 12:49 – Inventing CROSSNET in a Backyard 15:06 – Quitting Jobs and Moving to Miami 17:49 – Going All-In with Marketing 19:21 – $87K to $9.8M: CROSSNET’s Hockey Stick Growth 21:30 – The Year Everything Went Wrong 25:19 – The Mistake of Not Cutting Fast Enough 28:10 – Trusting the Wrong CFO and Losing Sight 30:01 – The Acquisition That Fell Apart 33:50 – Picking the Wrong Buyer for the Wrong Reasons 35:10 – The Second Exit: Why Vivier Was the Right Fit 38:15 – What He’d Tell His Younger Self 42:04 – Why He Wouldn’t Change a Thing 42:46 – Building Founders Club from Scratch 46:41 – What Makes the Community Work 49:29 – There’s No Real Community for Founders… Until Now 51:07 – What a Great Member Looks Like 54:10 – Building a Life Beyond the Business 57:15 – Relationships Compound Like Capital 58:19 – Founders Forum and the Future of Events 1:00:51 – The Long-Term Vision for Founders Club 1:06:49 – Why This Will Never Be a Suit-and-Tie ClubGuest Links: Instagram: @crossnetgame & @chrismeadeWebsite: https://vivereltd.com/pages/crossnetKintsugi: The AI-powered tax compliance platform trusted by over 3,000 companies worldwideStay Connected!Aaron Spivak:Instagram @SpivakLinkedinThe Founders ClubInstagram @TheFoundersClubWebsite www.foundersclubofficial.com Founder2Founder:TikTok @Founder2FounderPodcastYoutube @Founder2Founder.Podcast
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1:11:16
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1:11:16
The 3 Traits Every High-Growth Brand Shares, According to Shopify’s President Harley Finkelstein
In this special episode of Founder2Founder, Aaron Spivak sits down with Harley Finkelstein, President of Shopify, for a no-fluff, behind-the-scenes conversation recorded live with over 100 Founders Club members. Harley unpacks the deep connection between personal identity and building lasting companies, while discussing how founders can grow smarter and why success demands unshakable character and long-term thinking.This isn’t a surface-level chat, Harley dives into the psychological drivers behind great founders, how AI is changing hiring and operations, and why you should fire yourself before it’s too late. He shares tactical insights on platform strategy, what Shopify looks for in celebrity-led brands, and how to build a company that’s authentic, resilient, and scalable. From DJing at 13, to leading one of the most iconic tech companies globally, Harley’s founder journey is packed with clarity and conviction that every entrepreneur can learn from.Chapters: 01:28 – Balancing Personal Brand vs. Business Brand 06:49 – Why Founders Must Go Direct (and Skip Legacy Media) 07:27 – 3 Traits of the Most Successful Brands 12:45 – How AI is Replacing Full-Time Roles at Shopify 14:20 – Growing Firebelly Tea with Fewer People and More Energy 15:47 – Hire Founders, Not Résumés 17:44 – Why Shopify is Run by Founders (and How That Works) 19:06 – Harley’s Grandfather & Building with Character 23:49 – Work-Life Integration & Founders in Relationships 28:11 – Daily Habits, Self-Awareness & Why Harley Meditates 31:29 – The Only Meetings Harley Never Misses 34:38 – When Shopify Builds In-House vs. Letting Apps Thrive 40:35 – What Business Are You Really In? Harley Coaches a Founder Live 46:12 – How to Stop Losing DTC Sales to Amazon 50:01 – Why It Doesn’t Matter Where the Sale Happens 50:44 – Shopify’s Celebrity Strategy (It’s Not About Fame) 55:50 – Harley’s Final Ask: Help a Founder IPOGuest Links:Instagram: @Harley & @ShopifyWebsite: https://www.shopify.comStay Connected!Aaron Spivak:Instagram @SpivakLinkedinThe Founders ClubInstagram @TheFoundersClubWebsite www.foundersclubofficial.com Founder2Founder:TikTok @Founder2FounderPodcastYoutube @Founder2Founder.Podcast
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58:13
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58:13
From $2,500 in Debt, to the World's Finest Tea Brand: Steve Schwartz on Building Art of Tea
In this episode of Founder2Founder, Aaron Spivak sits down with Steve Schwartz, Master Tea Blender, best-selling author, and founder of Art of Tea—an award-winning tea brand based in Los Angeles. After dropping out of college to care for his mother, Steve discovered Ayurvedic medicine and began a journey that would take him across the globe sourcing and blending the world’s finest teas.Starting with $2,500 in credit card debt, Steve built a vertically integrated company that now supplies iconic restaurants and hotels. He shares how he turned tragedy into purpose, created the U.S.’s first tea sommelier role, and built a legacy-focused business with intention and heart.Chapters:02:32 – Losing His Mother and the Awakening of Purpose04:11 – Discovering Ayurveda and the Art of Botanical Blending06:23 – The Truth About Supermarket Tea07:12 – The Power of Ritual: Why Tea Is Not Just a Beverage08:52 – Choosing Steady Growth Over the Hockey Stick11:03 – Building with a Multi-Generational Vision12:35 – American Flips vs. Eastern Longevity Thinking14:40 – Why Art of Tea Avoids Supermarkets16:03 – Creating the First Tea Sommelier Position in the U.S.17:22 – Expanding Art of Tea to the East Coast19:13 – Controlling Quality Through Vertical Integration21:16 – Coaching vs. Babysitting: Leadership Lessons22:12 – The Daily Work of Unlearning Scarcity25:37 – Childhood Scarcity and the Roots of Limiting Beliefs28:08 – From Rabbi Aspirations to Global Tea Advocate30:00 – Smiling as Strategy33:14 – The Power of Giving Before You Receive36:44 – Parenting, Abundance, and Entrepreneurial Mindsets39:58 – Why Entrepreneurship Is the Best Way to Live43:30 – Creating Safe Spaces for Founders to Be Real45:29 – Betting on Himself With a Baby on the Way47:09 – Filling an Org Chart by Removing Himself50:11 – DJ Fails and the Power of Vulnerability53:01 – The Real Reason People Join Founder’s Club54:06 – Building Grit in the Next Generation55:46 – One Day a Week Off: Shabbat as a Business Advantage57:12 – What His Late Mother Would Say Now59:14 – A Message to His 20-Year-Old Self1:00:33 – The Power of Trust Over Fear1:03:19 – What He Wants to Be Remembered For1:05:53 – Getting Out of Your Own Way1:07:20 – What’s Actually Going On With Matcha1:11:39 – Matcha Sourcing Crisis and the Japan Trip That Changed It1:13:55 – The Matcha Trend Explained1:18:06 – Closing Reflections on Legacy and LeadershipGuest Links: Website: https://www.artoftea.com/Instagram: @artofteala @steveschwarxLinkedIn: Art Of Tea Steve SchwartzFERMÀT: The AI native commerce platform that optimizes shopping experiences, leading to best-in-class shopper engagement and conversion. FermatCommerce.com Stay Connected!Aaron Spivak:Instagram @SpivakLinkedinThe Founders ClubInstagram @TheFoundersClubWebsite www.foundersclubofficial.com Founder2Founder:TikTok @Founder2FounderPodcastYoutube @Founder2Founder.Podcast
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1:19:30
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1:19:30
From $10 in the Bank to a $9M Beverage Brand: Megan Klein’s Unconventional Path with Little Saints
In this episode of Founder2Founder, Aaron Spivak sits down with Megan Klein, founder of Little Saints, the sugar-free, mushroom-powered non-alcoholic cocktails and spirits brand redefining the way we drink. A former environmental attorney turned two-time brand founder, Megan’s journey is one of radical pivots, personal reinvention, and unshakable self-belief. She shares how she went from shutting down her first startup to investing her last million, selling her own apartment to fund it, and scaling Little Saints to $9.6M in revenue without traditional VC backing.Megan opens up about her lowest moments, from navigating loneliness during the pandemic, to hitting $10 in her personal bank account, and the turning point that came from trusting her own intuition over outside “expert” advice. She dives into how plant medicine shaped her leadership style, the hard lessons of Shark Tank, and why aligning brand growth with personal growth has been the foundation of her success. This is an unfiltered conversation on grit, discernment, and building a category-defining CPG brand on your own terms.Chapters:02:21 – From Lawyer to Rooftop Farming04:51 – The Fog of Misalignment in Corporate Life07:41 – Equity-Only Hustle at Farmed Here08:22 – Building The Fresh Factory from a Failed Startup11:42 – Fundraising Lessons from the First Business12:35 – Investing Her Own $1M to Start Little Saints14:37 – The Solo Founder Reality During the Pandemic16:42 – Hemp Silk Cocktail Masks: The First Little Saints Product18:05 – The Dry January Experiment That Sparked the Brand21:00 – Discovering Ayahuasca and Plant Medicine’s Impact28:55 – Quitting Alcohol for Good32:39 – Going All-In with DTC36:09 – Selling Assets to Save the Business39:50 – Crisis Summer: Cancellation, Family Emergency, and Cash Shortage41:06 – Unlearning the Need for Outside Approval46:57 – Filming Shark Tank and Walking Away from the Deal51:01 – Scaling from $100K to $9.6M in Three Years53:17 – Laying the Foundation for $20M+ Growth56:53 – Using Plant Medicine to Become a Better Leader59:08 – Radical Feedback from the Team1:03:26 – Little Saints Dirty Martini Demo1:07:20 – Building in Miami and Creating the Little Saints House1:11:32 – In-Person vs. Remote Team Dynamics1:13:08 – What December 2020 Megan Would Be Most Proud Of1:16:03 – Message to a 16-Year-Old Megan1:18:39 – Blending Personal Development with Business Growth1:21:31 – Choosing Alignment Over Short-Term Gains1:22:23 – Where to Buy Little SaintsGuest Links:Website: littlesaints.comInstagram: @littlesaintscoLinkedIn: Little SaintsFully Accountable: Mention this ad and have your onboarding fees waived at https://fullyaccountable.comFERMÀT: The AI native commerce platform that optimizes shopping experiences, leading to best-in-class shopper engagement and conversion. FermatCommerce.com Stay Connected!Aaron Spivak:Instagram @SpivakLinkedinThe Founders ClubInstagram @TheFoundersClubWebsite www.foundersclubofficial.com Founder2Founder:TikTok @Founder2FounderPodcastYoutube @Founder2Founder.Podcast
Entrepreneurship isn’t just a career—it’s a relentless, all-consuming way of life.Welcome to Founder2Founder a raw and unfiltered podcast where host Aaron Spivak pulls back the curtain on what it really takes to build something from the ground up. No sugarcoating, no overnight success stories—just deep, honest conversations with some of the most driven, underrated, and game-changing founders of our time. From brutal setbacks to game-changing mindset shifts, Aaron goes beyond the polished success stories to uncover the unglamorous, deeply personal side of building a business.As a seasoned entrepreneur himself, Aaron goes beneath the surface and gets into the nitty-gritty of what it truly takes to succeed. He’ll dive into the habits, behaviors, and routines that set elite founders apart, the tactics and strategies that are working today, and the mindset shifts required to push through the hardest moments. Through raw personal stories, late-night struggles, and breakthrough moments, guests open up about what it really means to grow, not just as a founder, but as a person.Each week, Aaron sits down with visionary entrepreneurs from high-growth startup founders to seasoned CEOs, for real, unfiltered conversations about the highs, lows, and everything in between. Whether you're scaling a company, launching your first venture, or just looking for inspiration, this podcast will give you the insights, motivation, and real-world advice you won’t get just anywhere. If you're ready to strip away the illusion and get real about what it means to build, sacrifice, and thrive, this is the podcast for you. Join us every Wednesday!
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