Reluctant Billionaire w/ Andrew Cartwright
by Andrew Cartwright
Are you a Reluctant Billionaire? Discover the blueprint to achieving success and scaling your business on Reluctant Billionaire with Andrew Cartwright. Dive into strategies for business, loans, grants, and investing. expanding your customer base, and fostering long-term loyalty. Join Andrew Cartwright, a founder of 32 startups, in 17 Industries, 17 acquisitions, and 5 exits. Uncover insights from his experience as an investor, author, public speaker, actor, and content creator. Learn from Andrew's failures on the journey towards a $1 billion net worth. Seen: A&E, CBS, NBC, ABC, FOX, CNN
Episodes
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Andrew Cartwright vs. Farmers Insurance | The Flood, the Evidence & His Testimony
Andrew Cartwright takes viewers inside his courtroom battle against Farmers Insurance following a devastating flood at his Las Vegas commercial property. In this 70-minute compilation of courtroom proceedings from April and May 2024, witnesses, insurance representatives, and Andrew himself…
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BOLD: Building Out Loud Demo Day | Episode 2
BOLD: Building Out Loud is back for Episode 2. This time, the team takes you behind the scenes of building real technology in real time, including the problems, mistakes, testing, and breakthroughs that happen along the way. From preventing duplicate transactions and building AI-powered grant…
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BOLD: What Works Is All That Matters
In this episode of BOLD: Building Out Loud, Andrew Cartwright sits down with a group of entrepreneurs and builders for an open conversation about business, decision-making, personality, and what it actually takes to turn ideas into action. BOLD is about having the conversations that happen while...
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The Hidden Cost of AI: Losing Purpose
In this conversation, Andrew Cartwright sits down with Dr. Alan Barnhart to explore the economic and human consequences of artificial intelligence, automation, and robotics. They discuss what happens when companies can accomplish more with fewer employees, why technological progress could...
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From Pizza Shop to 1,000+ Units: Gino Barbaro on Scaling, Wealth & Real Estate
Andrew Cartwright sits down with Gino Barbaro of Jake & Gino for a wide-ranging conversation about real estate, entrepreneurship, money, and what it actually takes to build something that can scale. Gino shares how he went from spending nearly 20 years running a family pizza restaurant to…
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How Founders Get Funded, Grow Faster & Build Real Community | Silicon Valley Impact
Dr. Anna Zukowski joins Silicon Valley Impact to talk about her journey from building a distressed-mortgage portfolio of more than $1 billion under management to startup investing through Dragons & Angels and creating new ways for early-stage founders to access capital. The conversation also...
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AI Changes Everything: The Future of Work, Business & Opportunity
In this episode, Andrew Cartwright and guests dive into AI agents, automation, the future of work, and the shift from managing people to managing intelligent systems that can dramatically accelerate production. They discuss how companies are already turning weeks of work into days, what...
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AI Is Building AI: Who Controls What Comes Next?
AI is evolving fast — and now AI is helping build the next generation of AI. Andrew and his guests dive into autonomous agents, robotics, privacy, the future of work, and the bigger question of who ultimately controls these systems as they become more powerful. From AI agents building other…
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AI Changes Everything: The Future of Work, Business & Opportunity
AI is changing more than software, it’s reshaping how businesses operate, how teams work, how ideas are built, and where the next generation of opportunity may come from. In this episode, Andrew Cartwright sits down with Maria and Justin for a wide-ranging conversation about artificial...
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THE PRICE OF SUCCESS with Andrew Cartwright
Andrew Cartwright sits down for a wide-ranging conversation about business, leadership, entrepreneurship, technology, community, and the ideas shaping the future. From building stronger business communities and recognizing individual strengths to storytelling, AI, personal experience…
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AI, Business & What It Takes to Win with Andrew Cartwright
In this episode of The Reluctant Billionaire, Andrew Cartwright sits down with Justin for a wide ranging conversation about business, AI, capital, entrepreneurship and what it really takes to execute. They break down the idea behind a results driven business boot camp, why accountability matters,...
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YouTube Took Everything: Andrew Cartwright on Big Tech, AI & Digital Freedom
Andrew Cartwright sits down with Justin for a wide-ranging conversation about what happens when creators build their businesses on platforms they don’t control. Andrew shares the story of losing his YouTube channel after years of building thousands of videos, the personal and financial impact…
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The Power Hour: Real Estate Opportunities & Thinking Bigger
Andrew Cartwright shares exciting news about an upcoming trip to Richard Branson's private Necker Island, where he'll be speaking alongside high-level entrepreneurs and investors. The conversation then shifts into real estate, distressed assets, creative deal structuring, investor relationships,...
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From Economic Collapse To Building A $100M Tech Company
What does entrepreneurship look like during economic collapse? In this episode, Andrew sits down with Gerson Gómez, founder of Ridery, one of Venezuela’s fastest-growing mobility and tech companies. From hyperinflation and $30 monthly salaries to building a company generating tens of millions in...
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The Truth About Success Nobody Wants to Hear
Most people are chasing success the wrong way. They want the outcome without the process. The result without the failures. The identity without the growth. In this conversation, Andrew Cartwright breaks down what it actually takes to build something real—why failure isn’t optional, why most…
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Take Control of Your Credit - Jimena Cortes
In this episode, Andrew Cartwright walks through a practical way to improve your credit score without relying on expensive credit repair services. He sits down with a credit expert to break down how credit actually works, what impacts your score the most, and how small changes in timing and…
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Entrepreneur Talk with Founders of EBkicks
Andrew Cartwright sits down with real entrepreneurs who built something from nothing and turned passion into profit This episode is about what actually works not theory not fake gurus not people talking without experience From sneaker culture to building a product now sold in major retail stores...
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A&A Show: Gender, Discrimination, Masculinity & Femininity
In this episode, Andrew Cartwright and Ana dive deep into polarity, psychology, and the balance between masculine and feminine energy. From childhood conditioning to modern workplace dynamics, they explore how identity is shaped, suppressed, and expressed over time. This is not just a…
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How the Wealthy Actually Think About Money and Risk
In this episode, Andrew sits down with a private, high-level investment professional to break down what really matters when it comes to managing money. They dive into trust, fiduciary responsibility, and how top firms evaluate investment opportunities at scale. From identifying market...
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From Comfort Zone to Opportunity
In this episode, Andrew sits down with Cody to talk about taking risks, chasing opportunity, and what it really means to step into an entrepreneurial life. From leaving your comfort zone to moving to a new city like Las Vegas, this conversation dives into the mindset required to grow, compete…
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A&A Show Episode 6 - Cheating
In this episode, Andrew Cartwright and Anya go deep into one of the most uncomfortable but important topics in relationships—cheating, both emotional and physical. From personal experiences to real statistics, this conversation breaks down what cheating actually looks like, why it happens, and…
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How to Profit From a Stock Market Crash
What if the market crashes tomorrow… would you be ready? In this episode, Andrew Cartwright sits down with an experienced trader to break down how smart investors protect and even profit during market downturns. Instead of panic selling or trying to time the market, this conversation focuses on...
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The Lazy Way to Make Money Online That Actually Works
What if making money online didn’t require long hours, complicated skills, or starting from scratch? In this episode, Andrew Cartwright breaks down how everyday people are generating real income using simple “copy and paste” strategies. By leveraging existing content like Private Label Rights...
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Inside the Rick James Documentary and The Business of Legacy and Entertainment
Andrew sits down with insiders behind the upcoming Rick James documentary to break down not just the story behind the film, but the business of entertainment, legacy, and building long-term value. From a private preview of the documentary to a deep conversation with banking and entertainment...
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Build smarter. Invest smarter. Live smarter.
In this episode, Andrew Cartwright breaks down the full process of building a dream home while creating equity and long term wealth. Drawing from real world experience developing neighborhoods, custom homes, and large scale projects, he explains how timing the market and understanding…
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🎙️ Business, Power, and a Deal Gone Wrong
In this intense conversation, we uncover what happens when business deals, government decisions, and high-stakes negotiations collide. From a $27.5 million offer to a potential $50 million valuation, this story dives deep into a controversial deal involving the Utah Motorsports Campus, raising...
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The Mindset Behind Success, Relationships, and Opportunity
In this powerful conversation, Andrew Cartwright sits down with entrepreneur Trey Roth to explore the mindset, philosophy, and experiences that shape successful people. The two first connected at Tony Robbins’ Unleash the Power Within (UPW) event, where thousands of people gather with one goal in...
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The Truth About Credit Scores Most People Never Learn - Romina Cortez
In this episode, Andrew sits down with credit expert Romina Cortez to break down the hidden system behind credit scores, debt, and financial access. Romina shares her personal journey from building strong credit at a young age, losing it after a failed business partnership, and rebuilding it into...
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Build an AI Agent to Find and Analyze Real Estate Deals
In this talk, Dr. Anna Zakowska explains how AI Agents can automate the most time-consuming parts of real estate investing. Instead of spending hours underwriting deals, investors can build AI-powered systems that: • Find real estate opportunities • Analyze property data • Underwrite investments…
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THE WEALTH STRATEGY│They Don’t Teach You │Anthony Ficarra
In this episode, we break down the truth about borrowing money in business, and why entrepreneurs are actually expected to use leverage. Banks don’t lend based on emotion. They lend based on structure, profitability, and risk modeling. We discuss: • SBA loans up to $5 million • Fix and flip…
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UNLEASH THE POWER WITHIN – AS A COUPLE (HONEST REVIEW)
We attended UPW with Tony Robbins, and this is our raw, unfiltered experience. No affiliate links. No promotion. No “you have to go.” Just a real conversation about what happens when two people are deeply committed to personal development, and what that does to a relationship. In this episode we...
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From Idea to Action: The Reality of Entrepreneurship and Opportunity
Andrew Cartwright sits down with Cody for an honest conversation about opportunity, entrepreneurship, and making the leap toward a new chapter in Las Vegas. The discussion explores what draws people to environments where growth feels possible, the realities behind becoming an entrepreneur, and…
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Naivety, Love Blueprints & Breaking Relationship Patterns
In this episode, Andrew Cartwright and Anna dive into a sensitive but powerful topic: naivety in relationships. Why do we ignore red flags? Why do we believe we can change someone? And how do childhood patterns shape the way we experience love? They explore: The difference between change and true...
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The A&A Show | Masculine vs Feminine Energy, Relationships, and Modern Gender Conversations
In this episode of The A&A Show, Andrew and Anna dive into a thoughtful conversation about masculine and feminine energy, how psychology and upbringing shape identity, and how these dynamics play out in relationships, business, and modern society. From childhood conditioning and social…
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$220,000 Hedge Decision
What does it really look like when real money is on the line? From bulletproof limos and moving millions a day, to seeing how scammers actually operate, this conversation pulls back the curtain on trading, risk, and survival in the market. You’ll hear why most people get wiped out, how fake...
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From Promises to Performance - How Leadership Gets Results
In this episode, I sit down with Martha Fane at the Jetson Capital fundraising event to talk about politics, power, leadership, and what is actually changing right now in the world. We discuss why President Trump is one of the few leaders in modern history to actually deliver on his promises, how...
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Money Monday with Andrew Cartwright: The Real Reason Prices Go Up And Down
In this episode, Andrew Cartwright breaks down the real reason prices rise and fall and it has nothing to do with headlines or hype. You will learn how money is actually created, why debt drives the entire system, and how inflation, deflation, and recessions are built into the structure of modern...
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Prosperity, Currency, and How Money Really Works
In this episode of Money Mondays, Andrew Cartwright dives deep into how money actually works, not just on paper, but in the real world. Fresh off a trip to Peru, Andrew shares firsthand experiences that reveal how fragile, misunderstood, and uneven global currency systems really are. From damaged...
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Rich vs Wealthy: The Difference That Can Change Your Life | Money Mondays
Money Mondays is here, and we’re starting with a question that sounds simple… but can change your entire life: Rich vs Wealthy. In this episode, Andrew Cartwright breaks down the real distinction most people miss: Rich can be loud, flashy, and unstable Wealthy is quiet, strategic, and built to…
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The Founder Room - Where Thinking Turns into Execution
In this episode, Andrew walks through how he actually thinks and works day to day, from analog brainstorming with pen and paper to capturing every idea digitally and running it through AI tools like ChatGPT and Claude. He shares how his environment, routine, and creative process are intentionally...
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Andrew Cartwright & Ryan Umina - Fixing Law Through Communication
In this episode, Andrew Cartwright sits down with attorney Ryan J. Umina to explore how law, communication, and power shape the systems we all live inside. They break down why communication failures are at the root of so many legal and business problems, from broken vendor relationships to...
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The Creator Grind: Real Talk on YouTube, Community, and Growth
In this episode, Andrew Cartwright sits down with Docs for a raw, unscripted conversation about what it really takes to build something meaningful on YouTube. This isn’t about fake gurus, clickbait fame, or chasing viral moments. It’s about showing up every day, doing the work, and building a…
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The Biggest Fitness Myths Explained
🎙️ WELCOME BACK TO THE RELUCTANT BILLIONAIRE — and if this is your first time, you’re in for a 🔥 deep dive. In this episode, we sit down with Ben Thinking — certified personal trainer, powerlifter, endurance athlete, supplement formulator, and lifelong student of human performance. What starts…
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Andrew Cartwright Invests in MagicDoor
In this episode, Andrew breaks down why he just made the largest single investment of his life into a startup he doesn’t control and why the product is completely free to use. Recorded live at the Las Vegas Convention Center, during one of the largest apartment and rental industry shows in the...
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The Power of Sovereignty: How Tribes Build Wealth
In this episode, Andrew Cartwright sits down in Washington DC with Chairman Gonzales of the Caddo Nation for a powerful conversation about leadership, sovereignty, and rebuilding from the ground up. Chairman Gonzales shares what it was like stepping into office during a moment of total collapse...
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Instantly Improve Your Real Estate Investing Skills with Andrew Cartwright
A young investor started with no money, four rentals, and zero credibility. Then he found a 38-unit property that had sat on and off the market for 12 years, a building so bad banks refused to touch it: failed septic systems, collapsing collections, elderly owners, and endless fallout contracts....
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White Label Conference Keynote: Andrew Cartwright
In this keynote from the White Label Conference, Andrew Cartwright breaks down one of the most powerful and overlooked business models: white labeling, where you put your brand on proven back-end systems and let experts do the heavy lifting. Andrew shares how he started 32 companies, rebuilt…
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Brian Davila: From Addiction to Millions
In this episode, Andrew Cartwright sits down with real estate investor and entrepreneur Brian Davila, a self-made multimillionaire who went from addiction and failure to flipping success and financial freedom. They talk about real estate, resilience, the California market, immigration, politics,...
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🎙️ Melissa Perlman | Building a Brand That Lasts
In this episode of The Reluctant Billionaire Podcast, Andrew Cartwright sits down with Melissa Perlman, Founder & President of BlueIvy Communications, to talk about the power of storytelling, public relations, and personal brand building in today’s fast-moving media landscape. Melissa shares how...
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Gino Barbaro: From Pizza Shop to $350M Portfolio | The Power of Scaling and Money Mindset
In this episode of The Reluctant Billionaire Podcast, Andrew Cartwright sits down with Gino Barbaro, co-founder of Jake & Gino, multifamily investor, mentor, and author, to talk about the mindset, systems, and discipline behind building a $350 million real estate portfolio. From running a small...
About this show
Are you a Reluctant Billionaire? Discover the blueprint to achieving success and scaling your business on Reluctant Billionaire with Andrew Cartwright. Dive into strategies for business, loans, grants, and investing. expanding your customer base, and fostering long-term loyalty. Join Andrew Cartwright, a founder of 32 startups, in 17 Industries, 17 acquisitions, and 5 exits. Uncover insights from his experience as an investor, author, public speaker, actor, and content creator. Learn from Andrew's failures on the journey towards a $1 billion net worth. Seen: A&E, CBS, NBC, ABC, FOX, CNN
Hosted by
Andrew Cartwright
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