

Founder2Founder with Aaron Spivak
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!
Episodes
Mentioned books

Jan 28, 2026 • 1h 18min
Where Founders Club Is Headed in 2026 and Beyond
In this episode of Founder2Founder, Aaron Spivak returns with Chris Meade for a founder-to-founder deep dive on the biggest insights shaping business growth in 2026. After surveying over 1,000 members from inside The Founders Club, they uncovered five powerful patterns that separate the founders who are doubling their growth from those who stay stuck. The truth? It’s not about doing more, it’s about going deeper on what’s already working.Together, they unpack the mindset shifts, tactical strategies, and daily disciplines top founders are leaning into this year. From clarity of vision to committing to one channel, empowering teams, building real founder connections, and using AI as leverage (not leadership), this episode is packed with hard-earned insights and actionable takeaways. Whether you’re scaling past $10M or just trying to get momentum back, this is the playbook for founders ready to build with purposeChapters:01:03 – The Truth About Founders Who Break Through02:08 – Why Clarity and Focus Beat Chaos03:47 – Avoiding Shiny Object Syndrome in 202605:25 – The Anxiety That Comes from Lack of Vision06:44 – Ask Yourself: Is Your Business Even Scalable?08:30 – One Channel. One Plan. No Distractions.09:49 – The Founders Who Are Crushing It Aren’t Multichannel11:00 – Are You Testing a Channel or Building It?12:51 – The Difference Between Committing vs. Experimenting14:06 – The Real Reason Founders Don’t Go All In17:01 – Creating Feedback Loops to Build Momentum19:05 – Why Small Wins Shouldn’t Be Overlooked20:01 – Founder Bottlenecks and How to Eliminate Them22:04 – Panic Execution Is a Sign of Broken Systems23:42 – Giving Teams Ownership of Their "Piano"25:12 – The Power of Real-World, In-Person Connection26:10 – Your Network is Who Picks Up the Phone When It Gets Hard28:08 – Give First: The Foundation of True Founder Relationships30:02 – What Real Founder Support Looks Like33:58 – Why Your Circle Defines Your Trajectory35:35 – AI is Leverage, Not Leadership42:03 – AI for Speed and Margin, Not for Connection44:58 – Clear Strategy, Committed Team, One Goal48:35 – Inside the Vision for Founders Club 202651:17 – Why Integrity is Everything as You Scale53:24 – Designing Events That Actually Serve Founders56:09 – The Power of Physical Spaces in a Digital World58:10 – Are We Building Community the Right Way?1:06:30 – Why Gender-Specific Events Are Unlocking Deeper Growth1:08:00 – Founders Forum LA: Our Biggest Event Ever1:11:45 – Redefining Sponsorships to Actually Add Value1:14:06 – The New Perks Members Actually Use1:16:22 – 2025 Was Chaos, 2026 is ClarityGuest Links: Instagram @chrismeade & @crossnetgameWebsite: https://vivereltd.com/pages/crossnetThe Founders Club: The premier community for founders pursuing excellence in the mind, body, and business.Stay Connected!Aaron Spivak:IG: @SpivakLinkedinThe Founders ClubIG: @TheFoundersClubWebsite www.foundersclubofficial.com Founder2Founder:TikTok @Founder2FounderPodcastYoutube @Founder2Founder.Podcast

Jan 21, 2026 • 1h 48min
How Adam Wexler Bootstrapped His Way to a Multi-Billion Dollar Exit
In this episode of Founder2Founder, Aaron Spivak sits down with Adam Wexler, Founder and Executive Chairman of PrizePicks, the largest paid fantasy sports platform in North America. With a career spanning from music tech startups to influencer marketing software and now dominating the fantasy sports industry, Adam is a prime example of what it means to build with vision, grit, and resilience. Beyond PrizePicks, Adam has launched multiple ventures, served as a pioneer in fantasy sports innovation, and continues to shape the industry through his not-for-profit initiatives and leadership as an active board member.Adam opens up about his early years experimenting with product-market fit, including his first startup GoRankem, the transition into B2B SaaS with Insightpool, and the eventual creation of PrizePicks after enduring setbacks that would have stopped most founders in their tracks. He shares battle-tested lessons on resourcefulness, hiring with culture in mind, building when no one is watching, and maintaining momentum through uncertainty. This is a masterclass in entrepreneurial durability, from scrappy beginnings to strategic exits, told with honesty, clarity, and tactical wisdom.Chapters: 02:20 – Discovering the Startup Bug During Birthright Trip 06:23 – Finding His First Technical Co-Founder 08:13 – Building GoRankem and the Power of Crowdsourced Music Discovery 11:57 – The Harsh Reality of Monetizing B2C 14:39 – Using Kickstarter Before Crowdfunding Was a Word 18:58 – Becoming the First Tech Startup to Raise on Kickstarter 22:04 – Resourcefulness and the Art of Bootstrapping 25:00 – Lessons From Chapter One: Necessity Breeds Hustle 28:27 – The Canoe Test and Hiring With Intention 31:41 – Culture as a Defensible Advantage 34:33 – The Birth of Insightpool and Enterprise B2B SaaS 39:45 – Spinning Up Multiple Ventures at Once 44:09 – Identifying Influencers and Building the Next Chapter 47:36 – Scaling Insightpool Through Enterprise Clients 51:10 – Transitioning From CEO to Chief Strategy Officer 55:12 – How Letting Go of Ego Opens Bigger Doors 59:24 – The Origin of PrizePicks and Pursuing B2C Upside 1:03:42 – The Collapse of Fantasy Sports in 2015 1:16:25 – Founding PrizePicks Amid Regulatory Turmoil 1:20:45 – Navigating COVID and Keeping the Business Alive 1:29:41 – The Barbados Offsite and the ClearCo Connection 1:36:04 – Reflecting on Legacy and Impact Post-Exit 1:39:43 – What’s Next: Not-for-Profit, Special Projects, and Brand Stewardship 1:43:34 – Advice to His Younger Self: Let Adversity Mold YouGuest Links:Website: https://www.prizepicks.com/ https://thehiddenjams.org/Instagram: @thewordpainterLinkedIn: Adam WexlerThe Founders Club: The premier community for founders pursuing excellence in the mind, body, and business.Stay Connected!Aaron Spivak:IG: @SpivakLinkedinThe Founders ClubIG: @TheFoundersClubWebsite www.foundersclubofficial.com Founder2Founder:TikTok @Founder2FounderPodcastYoutube @Founder2Founder.Podcast

Jan 14, 2026 • 59min
How Jamie Crozier is Modernizing a 90-Year-Old Industry With Risk, R&D and Vision
In this episode of Founder2Founder, Aaron Spivak sits down with Jamie Crozier, owner of Thunder Bay Hydraulics and founder of Atlas Elite Autolifts. Jamie leads multiple industrial businesses based in Northern Ontario, including Custom Hydraulics, and has built a reputation for blending hands-on manufacturing with modern innovation. From hydraulic cylinder repair, to designing luxury car lift systems for high-end residential homes across North America, Jamie is reshaping what legacy manufacturing can look like today.Jamie shares how he entered entrepreneurship later in life, stepping into a blue-collar industry with no formal business background and learning everything from the ground up. He breaks down how customer feedback led to the creation of Atlas Elite, why he’s taking bold R&D risks in a 90-year-old industry, and how family, partnership, and long-term thinking continue to shape the way he builds companies that last.Chapters: 02:26 – Jamie’s Unexpected Path Into Entrepreneurship 03:36 – From Political Science to Sales and Industrial Supply 05:32 – The First Signals of Business Ownership 06:51 – The Role of His Wife and Business Partner 08:40 – Founding Atlas Elite Autolifts 10:07 – Identifying a Gap in the Luxury Car Lift Market 12:31 – Using Customer Feedback to Drive Design 13:24 – Early Mistakes With Construction Integration 15:36 – The Most Unique Projects They’ve Built 16:26 – Bringing a Car Lift Into a Living Room 18:24 – Engineering for High-Value Vehicles 19:17 – Growing Up in a Blue-Collar Household 21:06 – Why His Father Pushed Him Toward University 23:21 – Family, Motivation, and Staying Grounded 26:21 – Building a Business His Kids Can See 29:32 – Why Physical Businesses Still Matter 30:49 – Risk Tolerance as a Competitive Advantage 32:08 – Innovating Inside a 90-Year-Old Industry 34:10 – Designing for the Harshest Environments 37:02 – Where Hydraulics Is Headed Next 41:02 – Finding Purpose Later in the Journey 42:52 – The Power of an Outside Perspective 45:38 – Partnership, Belief, and Thinking Bigger 48:07 – Breaking Generational Limiting Beliefs 50:42 – Giving Back to the Northern Ontario Business Community 54:09 – Values, Integrity, and Choosing the Right People 56:17 – Commit Fully and Build With IntentionGuest Links:Website: https://www.atlaselitelifts.comLinkedIn: Jamie CrozierThe Founders Club: The premier community for founders pursuing excellence in the mind, body, and business.Stay Connected!Aaron Spivak:IG: @SpivakLinkedinThe Founders ClubIG: @TheFoundersClubWebsite www.foundersclubofficial.com Founder2Founder:TikTok @Founder2FounderPodcastYoutube @Founder2Founder.Podcast

Jan 7, 2026 • 56min
From Homeless and Burnout to a 7-Figure Ops Business Owner: Rebecca Kallaus on Starting Over
In this episode of Founder2Founder, Aaron Spivak sits down with Rebecca Sunnen Kallaus, founder of Business Done Better and creator of the 5-Engine Operating System. With over a decade in business operations, Rebecca has helped companies from solo ventures to $20M+ scale with structure, clarity, and sustainability. She’s also played a direct role in shaping tools at HighLevel to better support founder-led businesses.Rebecca shares the full story behind how she built her career, from working unpaid at a failing health clinic, to surviving financial collapse, homelessness, and personal trauma, all while launching her first business. She breaks down how she leaned into systems thinking, intuition, and self-trust to build a company that now supports some of the fastest-growing businesses in the space.Chapters: 02:26 – Early Signs Of Entrepreneurship 03:36 – How Her Upbringing Shaped Her Drive 05:32 – Wanting Structure But Needing To Build It Herself 06:51 – Why She Wasn't Allowed To Work In School 08:40 – Choosing Psychology With No Real Plan 10:07 – Studying Holistic Health And Systems 12:31 – Saving Lives At A Wellness Clinic, But Not Getting Paid 13:24 – The First Major Financial Loss 15:36 – Moving To Hawaii And Taking Another Hit 16:26 – The Relationship That Taught Her Everything 18:24 – Losing $25k+ In One Year 19:17 – Starting Her First Business While Homeless 21:06 – Meeting A Mentor Who Saved Her Life 23:21 – The Moment Everything Began To Change 26:21 – The Power Of Reframing Good Vs Bad 29:32 – Losing Hope, And What Got Her Through 30:49 – Why A Clear “Why” Matters 32:08 – Her Deeper Purpose Behind Helping Founders 34:10 – Building Trust In Yourself 37:02 – Why Intuition Never Lies 41:02 – Breaking Down Her 5-Engine Operating System 42:52 – Why Most Founders Start Backwards 45:38 – Beating Out Major Players For Big Clients 48:07 – What She'd Tell Her Younger Self 50:42 – Finding Clarity In Silence 54:09 – Final Thoughts On Intuition, Momentum, And RebuildingGuest Links:Website: https://businessdonebetter.co/LinkedIn: Rebecca KallausThe Founders Club: The premier community for founders pursuing excellence in the mind, body, and business.Stay Connected!Aaron Spivak:IG: @SpivakLinkedinThe Founders ClubIG: @TheFoundersClubWebsite www.foundersclubofficial.com Founder2Founder:TikTok @Founder2FounderPodcastYoutube @Founder2Founder.Podcast

Dec 17, 2025 • 1h 1min
Why Most Founders Are Unprepared for Privacy Laws & How to Build a Business That Survives Them with Richart Ruddie
In this episode of Founder2Founder, Aaron Spivak sits down with Richart Ruddie, serial entrepreneur, art collector, and founder of CaptainCompliance.com. Richart has built and exited multiple ventures across marketing, tech, and real estate, including one of the largest ORM agencies in the U.S.From hustling calling cards as a teen, to selling a business at 24, Richart breaks down how he built a career by spotting overlooked opportunities and outworking everyone in the room. He shares the hard lessons behind scaling, selling, hiring, and why ignoring compliance could cost your company everything.Chapters:02:26 – Growing Up in Baltimore & Entrepreneurial Roots 03:35 – First Job Punching Calling Cards at Age 12 05:39 – Why “$10M” Isn’t the End Goal 07:19 – How College Shaped His Hustle 09:41 – Graduating Debt-Free Through Work Ethic 11:01 – Grit vs. Moats: Why Outworking Wins 12:06 – Giving First: A Foundational Principle 14:16 – Books That Changed His Life 19:44 – The First Business Exit: Dumpster Rentals at 24 21:13 – Breaking Into SEO & Internet Arbitrage 23:32 – How He Scaled a Boring Business Fast 25:39 – Selling Leads in a Non-Tech Industry 26:46 – Exit Strategy: When to Sell and Why 28:06 – Building Profile Defenders From a Craigslist Ad 29:25 – Scaling to $90K/Month in Under a Year 31:00 – Private Equity Exit in 2023: How It Went Down 32:11 – Systems vs. Team: What Buyers Really Look For 33:49 – Why He Left 7x Revenue Growth on the Table 37:48 – The Compliance Opportunity Most Founders Miss 40:07 – From Removal Services to Privacy Software 41:54 – Understanding Regulatory Risk in Scaling 44:31 – Real Lawsuits: The Wake-Up Call for Founders 46:55 – How $500/Month Could Have Saved a $5M Lawsuit 49:08 – Hiring Strategy: Culture, Grit & Technical Testing 50:46 – The One Interview Question That Says It All 53:44 – Building & Exiting in a Hyper-Competitive Market 55:19 – Advice to His 15-Year-Old Self 58:08 – Why Going Deep, Not Wide, Builds Real AdvantageGuest Links: Website: https://captaincompliance.com/LinkedIn: https://www.linkedin.com/in/richartruddie/The Founders Club: The premier community for founders pursuing excellence in the mind, body, and business.Stay Connected!Aaron Spivak:IG: @SpivakLinkedinThe Founders ClubIG: @TheFoundersClubWebsite www.foundersclubofficial.com Founder2Founder:TikTok @Founder2FounderPodcastYoutube @Founder2Founder.Podcast

Dec 10, 2025 • 1h 40min
How Armstrong Williams Became One of America’s Most Powerful Minority Media Owners
In this episode of Founder2Founder, Aaron Spivak sits down with media entrepreneur, author, and political commentator Armstrong Williams. From growing up on a tobacco farm in South Carolina as one of 10 siblings, to becoming one of the most influential minority-owned media executives in the country, Armstrong shares how discipline, faith, and preparation shaped every stage of his journey. He is the founder of Howard Stirk Holdings, co-owner of The Baltimore Sun, and host of multiple nationally syndicated TV and radio shows.Armstrong breaks down how early lessons in personal finance, responsibility, and character led him to build long-term wealth and credibility. He reflects on the people and decisions that shaped his career, including his relationship with Senator Strom Thurmond, investing in real estate before 30, and why he refuses to compromise on principle, even when it costs him. His approach to relationships, leadership, and legacy is a blueprint for staying grounded while building big.Chapters02:42 – Growing Up on a Farm & Learning Discipline from His Parents05:56 – Meeting Senator Strom Thurmond: A Life-Altering Moment06:32 – Interning in DC & Discovering His Calling08:43 – Naivety, Risk & Being Ready When Opportunity Arrives11:42 – The Story of His Father Buying Their Family Farm14:56 – Early Lessons on Judging Character as Individuals, Not Groups17:29 – How His Upbringing Influenced the Naming of His Company19:12 – Getting Cut Off Financially & Learning He Was an Entrepreneur21:46 – His Father's Rule: Always Squirrel Away 20%23:09 – The $200 Check That Turned Into $42K: His First Business Win26:31 – Convincing Richard Pryor to Speak for Black History Month28:16 – Meeting His First Business Mentor Through This Event29:36 – Investing $25K That Turned Into $7M by Age 2730:35 – The Power of Long-Term Wealth & Strategic Investing34:53 – The Importance of Giving Back & Empowering Others36:25 – Why Most Young Entrepreneurs Don’t Understand Morality39:05 – Managing Hundreds of Relationships with Intention44:13 – Creating & Scaling Howard Stirk Holdings49:56 – Buying His First Network TV Stations51:12 – The Power of Local Media and Deciding Elections54:03 – Why He’ll Never Be Compromised by Advertisers57:20 – Why Revenge Is a Dangerous Game in Business & Politics59:33 – On Mistakes, Regret, and Taking Full Responsibility1:03:39 – Why He Personally Signs Every Check in His Business1:05:45 – The Power of Hard Conversations and Emotional Maturity1:10:35 – Intuition, Spiritual Currency & Reading Energy1:15:56 – Why Soul > Strategy for Long-Term Success1:23:28 – The One Thing Young Founders Need to Start Doing1:35:26 – Advice to His 17-Year-Old SelfGuest Links:Website: armstrongwilliams.comInstagram: @realarmstrongwilliamsX: @arightside The Founders Club: The premier community for founders pursuing excellence in the mind, body, and business.Stay Connected!Aaron Spivak:IG: @SpivakLinkedinThe Founders ClubIG: @TheFoundersClubWebsite www.foundersclubofficial.com Founder2Founder:TikTok @Founder2FounderPodcastYoutube @Founder2Founder.Podcast

Dec 3, 2025 • 1h 2min
How Brandon Pourmorady Built a $20M Creator Economy Business by Age 25
In this episode of Founder2Founder, Aaron Spivak sits down with Brandon Pourmorady, founder of Adhesive Media, a powerhouse influencer marketing agency that’s brokered over $20M in YouTube sponsorships to date. Based in Miami and representing over 200 creators monthly, Brandon is at the forefront of the creator economy, matching performance-driven YouTube channels with leading consumer brands. But his journey didn’t start in luxury, it began with bar mitzvah money, garage storage startups, and cold emails sent from a college dorm.Brandon opens up about the formative failures that built his grit, how selling loans at 19 gave him confidence to sell anything, and why taking an underpaid internship taught him more than college ever could. This is a masterclass in resilience, reinvention, and showing up every day even when the outcome isn’t guaranteed.Chapters: 01:17 – Brandon’s Early Drive and Childhood Goals 02:16 – Discovering “Think and Grow Rich” at 15 04:42 – Visualizing Success Before School Every Day 05:47 – Brandon’s First Business Attempt: Amazon FBA 07:31 – Launching Airbnb for Storage and Failing Fast 08:42 – Building a Party App in College That Didn’t Scale 09:20 – Why College Slowed Him Down 12:49 – Advice for Teens: Don’t Trade Learning for “Cool” 14:00 – Taking a Sales Internship at 19 17:22 – Cold Email That Got Him the Job 18:20 – Running 40% of a Pipeline at 19 19:36 – Losing Momentum After Failing at Mask Sales 21:45 – Cold Emailing a Founder and Working for Free 22:50 – Selling Sponsorships for Magic Mind’s Podcast 23:37 – First Six-Figure Deal With Miller Lite 25:00 – Quitting His Job to Go All-In on Adhesive 26:51 – How to Learn While Getting Paid 28:16 – The Real Timeline to $1M in Deals 30:31 – The Power of Apprenticeship Over Courses 31:30 – Why His Age Was an Advantage 32:24 – Using Honest Cold Emails to Land Clients 36:51 – Training Like an Athlete to Compete in Music 38:52 – Being Driven by Integrity Over Approval 40:10 – The Version of Himself He’s Avoiding 43:55 – Rejecting Who He Was at 18 45:50 – Why Reaching Your Potential Matters 47:26 – What He Wants to Be Remembered For 50:02 – Finding Deep Community at Founders Club 52:30 – The ROI of Showing Up 54:35 – Accountability and Environment Fueling Growth 56:02 – Advice to His 16-Year-Old Self 1:00:15 – What Founders Miss Most After the ExitGuest Links:https://www.adhesivemedia.comhttps://www.linkedin.com/in/brandonpourmoradyhttps://www.instagram.com/brandonpomoThe Founders Club: The premier community for founders pursuing excellence in the mind, body, and business.The Founders Club: The premier community for founders pursuing excellence in the mind, body, and business.Stay Connected!Aaron Spivak:IG: @SpivakLinkedinThe Founders ClubIG: @TheFoundersClubWebsite www.foundersclubofficial.com Founder2Founder:TikTok @Founder2FounderPodcastYoutube @Founder2Founder.Podcast

Nov 26, 2025 • 54min
How Oleg Lee Built a $60M Manufacturing Business From a Family Garage
In this episode of Founder2Founder, Aaron Spivak sits down with Oleg Lee, a serial entrepreneur, Guinness World Record holder, father of three, and founder of All About Vibe, a custom pillow company that scaled from a garage operation to generating over $60 million in revenue. Known for turning people’s favorite moments into pillows, Oleg has created products for celebrities like Snoop Dogg, Gary Vee, and Paris Hilton, and partnered with brands like Netflix and Paramount.Oleg breaks down the raw, behind-the-scenes reality of building a physical product business from scratch, how a Groupon deal triggered massive demand, working with family, and why he eventually stepped back from daily operations. He shares his goal of a $100 million exit, how he handles adversity and why focusing on health, values, and energy has been his ultimate growth strategy. This conversation is a must-listen for any founder scaling a team or navigating the chaos of entrepreneurship.Chapters: 01:17 – The Dog Pillow That Sparked the Business 02:22 – From Israel to the U.S.: Oleg’s Early Work Ethic 04:05 – The First Custom Pillow: A Tribute to His Dog 05:13 – Building the Business in His Dad’s Garage 07:41 – The Groupon Deal That Created Instant Chaos 08:51 – Fulfilling 20,000 Orders With Family Support 09:59 – From Pre-Made to Fully Custom Designs 11:59 – Transitioning From Wholesale to DTC 12:49 – Working With His Dad: The Challenges and Lessons 14:07 – How Bringing His Wife Into the Business Saved Their Marriage 16:26 – Navigating Family Boundaries in Business 17:13 – Oleg’s Vision for a $100M Exit 19:02 – What He Would Do Differently: No Manufacturing 20:01 – The Problem With Business Advice From Non-Operators 21:30 – Pillows at VCon and Understanding Brand Psychology 23:36 – Creating a Safe and Empowering Culture for Employees 25:15 – Hiring a CEO and Fully Stepping Back 26:28 – Why He Hates Numbers but Still Leads 27:20 – Growing Up in Survival Mode in Beersheba 29:04 – Fixing Machines Himself and Leading by Example 30:22 – What It Took to Build a Self-Sustaining Business 31:37 – The Cost of Listening to the Wrong People 33:13 – Setting a Clear Target for the Exit 36:07 – Aaron’s Story of Selling Hush and Knowing When to Sell 40:34 – Why Oleg Doesn’t Share Product Ideas, He Just Builds 41:31 – Managing Remote Leadership and Scaling From Boca 43:37 – Projected Revenue and the Roadmap to $50M 44:15 – When Summer Outsold Christmas and Production Broke 46:31 – Advice to His 30-Year-Old Self: Prioritize Physical and Mental Health 49:56 – Why Health, Wealth, and Family Are Tattooed Into His Values 51:00 – Surrounding Yourself With the Right EnergyGuest Links:Website: www.allaboutvibe.comInstagram: @thatpillowguyThe Founders Club: The premier community for founders pursuing excellence in the mind, body, and business.Stay Connected!Aaron Spivak:IG: @SpivakLinkedinThe Founders ClubIG: @TheFoundersClubWebsite www.foundersclubofficial.com Founder2Founder:TikTok @Founder2FounderPodcastYoutube @Founder2Founder.Podcast

Nov 19, 2025 • 1h 11min
Building a Company That Runs Without You: Kyle Matthews on Scaling Leadership at Matthews™
In this episode of Founder2Founder, Aaron Spivak sits down with Kyle Matthews, the Founder and CEO of Matthews™, one of the fastest-growing and now largest privately held commercial real estate brokerages in the U.S. Since launching the firm in 2015, Kyle has scaled the company to nearly 30 offices and over 1,000 employees, closing more than $66 billion in transaction volume. Before his rise in business, Kyle played college football at USC under Pete Carroll, learning firsthand what it meant to be part of a high-performance team, lessons that deeply shaped his leadership style and company culture.Kyle opens up about the long, uncertain road of early entrepreneurship, including the 17 months he went without earning a single dollar in commission. He shares how the pain of regret from his football days shaped a new personal standard of work ethic and intensity in business. Kyle gets honest about what it really takes to succeed as a founder, the role of a supportive partner, why he front-loaded his life for freedom later, and how he's intentionally designed both business and family life to thrive. This conversation is packed with insights on scaling, sacrifice, and staying grounded.Chapters:03:51 – From Football Benchwarmer to Business Beast05:24 – Lessons From Team Sports That Shaped Leadership06:45 – The Regret That Still Fuels Kyle Today08:32 – Building a Career With No Plan B10:02 – How Waking Up at 4:45 Became a Competitive Advantage12:41 – 14-Hour Workdays for 10 Years Straight14:21 – 17 Months Without a Paycheck and Why He Didn't Quit18:33 – When Hard Work Didn’t Translate to Results, Yet20:15 – How Early Struggles Made His Boss's Job Harder21:10 – The Real Impact of Marrying Young24:48 – The Secret to Aligned Relationships While Scaling27:01 – Would He Be as Successful Without His Wife?31:41 – Designing His Life to Be Fully Present for His Kids33:17 – How NFL Players Actually Spend Their Time34:45 – His Dad's Role Model Blueprint for Fatherhood36:59 – Coaching His Son’s Football Team While Running a Company38:30 – Why Your 20s Shouldn’t Be Spent “Enjoying Life”40:00 – The Myth of Work-Life Balance42:02 – How Matthews™ Scaled From 15 People to 1,000+45:23 – Why Kyle Left a Public Company to Start His Own46:45 – The Business Model That Made Matthews™ Explode52:47 – Scaling as a CEO: From Founder to Strategic Leader54:36 – The Intuition Trap: When Founders Need to Let Go59:08 – What Kyle Would Tell His 33-Year-Old Self1:03:29 – Buying Matthews.com From a Basement-Dwelling Domain Squatter1:06:13 – Why You Must Choose Your Hard in LifeLinks:https://www.matthews.comIG: @kylematthewsceoLinkedIn: Kyle MatthewsYouTube: Kyle MatthewsPodcast: The Matthews Mentality PodcThe Founders Club: The premier community for founders pursuing excellence in the mind, body, and business.Stay Connected!Aaron Spivak:IG: @SpivakLinkedinThe Founders ClubIG: @TheFoundersClubWebsite www.foundersclubofficial.com Founder2Founder:TikTok @Founder2FounderPodcastYoutube @Founder2Founder.Podcast

Nov 12, 2025 • 56min
Quitting a 17-Year Corporate Career to Launch a Brand: Natia Ramishvili on Rebuilding From Zero
In this episode of Founder2Founder, Aaron Spivak sits down with Natia Ramishvili, entrepreneur, empowerment coach, and founder of NR Active. Born in the country of Georgia, Natia immigrated to the U.S. as a teenager and built a thriving 17-year career in finance, ultimately overseeing more than 1,000 employees. But after experiencing deep personal loss, a divorce, and a powerful shift in purpose, she left her executive role, moved to Miami, and launched a brand rooted in authenticity and empowerment.Natia shares how the pain of losing her parents shaped her drive, what it really took to walk away from stability, and how she’s now helping women reconnect with their strength through fashion, mindset, and community. She opens up about creating NR Active, building a fearless brand from scratch, and why confidence is something you create, not something you wait to find. From single motherhood to brand building, Natia’s story is a testament to resilience, intentional living, and owning your worth.Chapters02:17 – Losing Both Parents and Finding New Purpose04:22 – Dreaming Bigger at Macy’s and Building a Career in Finance05:48 – The Role of Authenticity in Rebuilding a Life06:36 – Defining Fearlessness Through Action07:40 – The Catalyst: Losing Her Mother to Cancer09:55 – Leaving Marriage and Career to Start Fresh10:55 – Embracing the Unknown and Trusting Intuition12:09 – From People Pleasing to Self-Prioritization13:33 – Funding NR Active with Her Life Savings14:32 – “Burn the Boats” and Commit All In16:25 – Building a Brand With Vision and Discipline18:57 – Why Chemical-Free Activewear Matters20:42 – The Message Behind the Apparel: Wear Your Strength22:45 – The Birth of Born For More Coaching25:49 – The Reality of Doing It All as a Single Mom27:44 – Staying Grounded With Routine and Self-Work28:21 – Book Recommendations That Changed Her Thinking29:45 – A Lesson From Her Parents: You Can Do Anything31:18 – Overcoming Doubt With Relentless Action33:13 – Being Called “Crazy” for Choosing Reinvention36:32 – The Truth About Rejection and Redirection38:53 – The Power of a Supportive Partner|39:58 – The Long-Term Vision for NR Active42:19 – Money Buys Freedom, Not Fulfillment47:05 – Advice for Single Mothers Building a Business49:18 – What She’d Tell Her 5-Year-Old SelfGuest Links:Website: www.nractivewear.comInstagram: @nractivefounder https://wikigenius.org/wiki/Natia_RamishviliThe Founders Club: The premier community for founders pursuing excellence in the mind, body, and business.The Founders Club: The premier community for founders pursuing excellence in the mind, body, and business.Stay Connected!Aaron Spivak:IG: @SpivakLinkedinThe Founders ClubIG: @TheFoundersClubWebsite www.foundersclubofficial.com Founder2Founder:TikTok @Founder2FounderPodcastYoutube @Founder2Founder.Podcast


