Reluctant Billionaire w/ Andrew Cartwright

Hosted by Andrew Cartwright

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Jun 2026

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About the 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

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60 recent

June 3, 202657 min

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, and why Andrew believes some of the biggest opportunities in commercial property could emerge over the next few years. From buying islands and beachfront properties to finding the "red truck" motivation behind every deal, this episode is packed with real-world investing insights and entrepreneurial thinking.

May 15, 202640 min

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 annual revenue, this is an incredible story about resilience, adaptation, startups, leadership, and opportunity during one of the most difficult economic periods in modern history.The conversation covers Venezuela’s recovery, building Ridery, startup culture, Amazon’s business philosophy, entrepreneurship under pressure, AI, scaling companies, resilience, family, self-development, and why curiosity may be one of the most important traits an entrepreneur can have.An inspiring conversation about persistence, vision, and building something meaningful when the odds are against you.

May 1, 202628 min

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 advice out there lacks depth, and why letting go of who you’ve been is the only way to become something more.This isn’t surface-level motivation. This is real-world experience from someone who’s built businesses across multiple industries and understands what actually works.If you’re tired of fake advice and want something real, this is it.

April 28, 202635 min

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 payment strategy can make a massive difference. From understanding credit utilization to knowing when to pay your cards, this masterclass focuses on giving you control instead of guesswork.They also cover tools that help track your credit, identify what is hurting your score, and take direct action to fix issues, including dispute options, score tracking, and identity protection.If you have ever felt stuck with your credit or unsure how to improve it, this episode gives you a clear path forward with real examples and actionable steps.

April 21, 202631 min

Entrepreneur Talk with Founders of EBkicks

Andrew Cartwright sits down with real entrepreneurs who built something from nothing and turned passion into profitThis episode is about what actually works not theory not fake gurus not people talking without experienceFrom sneaker culture to building a product now sold in major retail stores this conversation breaks down the real process starting small learning the game creating your own brand and scaling it step by stepThey get into trust why it matters more than anything in business how most people miss opportunities right in front of them and why execution always beats talkingIf you want to turn what you love into something real this is the blueprint raw practical and proven

April 17, 202649 min

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 surface-level conversation. It’s about self-awareness, relationships, business, and understanding human behavior at a deeper level.They break down:• How early experiences shape identity• The concept of masculine and feminine energy in relationships and business• Why people present a “representative” version of themselves• The reality of gender expectations in today’s world• How balance leads to success, connection, and growthAt its core, this episode is about understanding yourself and others without judgment and why open conversations matter more than ever.Listen in and challenge the way you think.

April 14, 202654 min

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 inefficiencies to understanding risk, team structure, and repeatable processes, this conversation gives a rare inside look at how serious capital is actually deployed.Beyond investing, they explore the biggest mistake most people make with money. Behavioral decisions, poor financial habits, and short-term thinking often destroy long-term wealth. The discussion highlights why many investors underperform and how a disciplined, long-term approach can change everything.If you want to understand how professionals think about money, risk, and building lasting financial stability, this episode delivers real insight without the noise.

April 13, 202621 min

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, and surround yourself with the right people.They break down the reality of entrepreneurship, the highs and lows, and why most people are not prepared for what it actually takes. Andrew shares insights from decades of building businesses, working deals, and navigating both success and failure, while Cody opens up about his drive to compete, evolve, and find his path.The conversation explores real estate, business acquisitions, mentorship, and the importance of eliminating excuses while focusing on results. It is a raw look at what it takes to build something meaningful and why aligning passion with opportunity is the key to long term success.If you are thinking about making a big move, starting something new, or stepping into a different level of your life, this episode will challenge how you think about work, risk, and what is actually possible.

April 3, 202637 min

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 how most people don’t even realize when they’re crossing the line.They explore the difference between emotional and physical cheating, why people seek validation outside their relationship, and how insecurity, attention, and lack of connection can lead to betrayal.You’ll also hear honest perspectives on rebuilding trust, whether forgiveness is truly possible, and why many people repeat the same relationship patterns without realizing it.This isn’t a surface-level conversation. It’s raw, direct, and real.If you’ve ever questioned trust, loyalty, or what commitment really means, this episode will challenge the way you think about relationships.

April 1, 202620 min

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 hedging strategies, risk management, and how professionals think when volatility hits.You’ll learn how to protect your portfolio without exiting your positions, why most people lose money during market swings, and how experienced traders stay disciplined when others react emotionally.The discussion also exposes common tactics used by scammers who only show winning trades while hiding losses, giving you a clearer picture of what real investing actually looks like.Markets move in cycles. Corrections are normal. The difference is having a strategy before it happens.If you want to understand how to protect your gains, reduce risk, and stay in control during uncertain times, this episode is a must listen.Stay smart. Stay protected. Think long term.