The Matt Chambers Show

Matt
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Welcome to The Matt Chambers Show — where global living meets high-level business, entrepreneurship, and lifestyle freedom. Hosted by Matt Chambers, this podcast brings you real conversations with founders, investors, and industry leaders building extraordinary lives around the world. From international business strategy and investing insights to mindset, mobility, and creating true personal freedom, every episode helps you design a life that’s bigger than borders.

  1. DEC 16

    Unlocking the Secrets of Multifamily Real Estate

    Send us a text In this conversation, Veena Jetti shares her journey from starting in single-family homes to building a billion-dollar multifamily real estate portfolio. She emphasizes the importance of education, networking, and partnerships in the real estate industry. Veena discusses the complexities of raising capital, the significance of understanding securities laws, and the benefits of investing in landlord-friendly markets. She also highlights the tax advantages of multifamily investments and the need for a strong team to navigate the challenges of the current market. Throughout the discussion, Veena provides valuable insights and practical advice for aspiring real estate investors. Chapters 00:00 Introduction and Background 02:48 Journey into Multifamily Investing 05:42 Raising Capital and Overcoming Misconceptions 09:22 Structuring Deals and Partnerships 13:29 Learning and Networking in Multifamily 17:07 Market Selection and Investment Strategies 28:47 Exploring Hot Real Estate Markets 30:36 The Importance of Job Diversity in Real Estate 32:19 Scaling Up: The Benefits of Larger Multifamily Deals 34:20 Tax Benefits of Multifamily Investments 36:04 Timing the Market: When to Invest in Multifamily 38:10 Understanding Financing in Multifamily Investments 40:00 Lessons Learned: Partnerships and Legal Considerations 42:41 Balancing Family Life and Business Success 44:32 Creating a Legacy in Real Estate 50:11 Outro Podcast.mp4 Support the show

    52 min

  2. DEC 11

    Unlocking Tax Savings for Entrepreneurs

    Send us a text In this conversation, Matt and Matthew Sercely delve into the intricacies of tax strategies for entrepreneurs, discussing common mistakes, the importance of understanding business structures, and maximizing deductions. Matthew shares his journey to becoming a tax advisor and emphasizes the benefits of real estate investments and 1031 exchanges. The discussion also touches on inheritance tax, estate planning, and the libertarian philosophy that influences Matthew's approach to taxation. Finally, they explore essential bookkeeping tools for entrepreneurs to streamline their financial management. Chapters 00:00 Introduction and Personal Updates 00:48 Journey to Becoming a Tax Advisor 02:28 Understanding the Role of CPAs vs. Tax Advisors 05:28 Common Mistakes Entrepreneurs Make on Taxes 07:58 The Importance of Business Structure 10:37 Maximizing Deductions and Business Expenses 13:25 Real Estate as a Tax Strategy 15:58 Understanding Depreciation and Cost Segregation 18:38 1031 Exchange and Its Benefits 21:16 Tax Strategies for Real Estate Investments 25:37 Navigating Inheritance and Estate Taxes 27:32 The Libertarian Approach to Tax Planning 34:36 Bookkeeping Essentials for Small Businesses 45:20 The Importance of Early Tax Planning 48:09 Navigating Federal and State Tax Regulations 49:12 Accessing Tax Services and Resources 49:13 Outro Podcast.mp4 Support the show

    50 min

  3. DEC 9

    Medellin vs. Bogota: Which One Fits You Best

    Send us a text In this conversation, Matt Chambers discusses the differences between Medellin and Bogota, two major cities in Colombia. He highlights the lifestyle and opportunities in Medellin, known for its pleasant climate and relaxed atmosphere, while contrasting it with Bogota's serious business environment and networking potential. Chambers emphasizes the importance of personal experience in choosing a city to live in and addresses safety concerns, particularly in Medellin. He also touches on real estate trends and the impact of tourism on both cities. Chapters 00:00 Introduction and Personal Updates 00:48 Journey to Becoming a Tax Advisor 02:28 Understanding the Role of CPAs vs. Tax Advisors 05:28 Common Mistakes Entrepreneurs Make on Taxes 07:58 The Importance of Business Structure 10:37 Maximizing Deductions and Business Expenses 13:25 Real Estate as a Tax Strategy 15:58 Understanding Depreciation and Cost Segregation 18:38 1031 Exchange and Its Benefits 21:16 Tax Strategies for Real Estate Investments 25:37 Navigating Inheritance and Estate Taxes 27:32 The Libertarian Approach to Tax Planning 34:36 Bookkeeping Essentials for Small Businesses 45:20 The Importance of Early Tax Planning 48:09 Navigating Federal and State Tax Regulations 49:12 Accessing Tax Services and Resources 49:13 Outro Podcast.mp4 Support the show

    27 min

  4. DEC 6

    Living Abroad Is Not An Escape

    Send us a text In this episodes Matt discusses the misconceptions about moving abroad, emphasizing that it's often a strategic choice rather than an escape. He shares his experiences living in Latin America for nearly 20 years, highlighting the benefits of time, financial freedom, and personal growth. Chambers also addresses the stereotypes and challenges of living abroad, encouraging listeners to explore international opportunities. Takeaways Moving abroad is often a strategic choice, not an escape. Living in Latin America offers time and financial freedom. Cultural adaptation can lead to personal growth. Stereotypes about living abroad are often misleading. International mobility provides adaptability and future-proofing. Relocation is about choosing the best environment for success. Financial breathing room is a significant benefit of living abroad. Networking in different countries can offer valuable opportunities. Living abroad can enhance one's quality of life. Exploring international opportunities can lead to personal evolution. Support the show

    22 min

  5. APR 30

    Entrepreneurship, Resilience, and Finding True Passion

    Send us a text In this conversation, Faisal Ensaun shares his journey from Afghanistan to Canada, detailing his struggles with addiction and depression, and how he found purpose through entrepreneurship. He discusses the challenges of remote podcasting, the importance of resilience in business, and the need for a deeper understanding of wealth and personal fulfillment. Faisal emphasizes the significance of knowing one's true passion and vision in life, and how this clarity can guide decisions in both personal and professional realms. In this conversation, Faisal Ensaun shares his journey from feeling unfulfilled in a corporate job to discovering his passion for entrepreneurship. He emphasizes the importance of building a shared vision with a partner, developing a strategic plan, and learning from mistakes. Faisal highlights the critical role of community and support networks in overcoming challenges and achieving personal growth. He offers valuable advice for new entrepreneurs, stressing the need for collaboration and connection with others on a similar path. Takeaways Faisal's journey reflects the challenges of adapting to a new culture.Overcoming addiction requires deep self-reflection and support.Entrepreneurship is not for everyone; it requires resilience.Finding internal freedom is as important as external freedom.Many entrepreneurs spread themselves too thin with multiple ventures.Long-term thinking is crucial for sustainable success.Understanding one's purpose can alleviate financial pressures.Life's meaning varies for each individual; self-discovery is key.Partnerships should align with personal values and vision.Deeper work is necessary to identify true passions. Many people struggle to find their true passion.Taking time to reflect on what you want is crucial.Building a shared vision with your partner is essential.A clear strategy is necessary to achieve your vision.Mistakes are part of the learning process.Community support can significantly impact your journey.Don't try to do everything alone; find a supportive network.Feedback from others can help you see blind spots.Investing in personal growth leads to long-term success.Building relationships is key to entrepreneurship. Chapters 00:00 Navigating Technical Challenges in Remote Podcasting 05:59 Overcoming Addiction and Finding Purpose 11:56 The Entrepreneurial Path: Balancing Freedom and Responsibility 17:54 Understanding Wealth: Purpose Over Pressure 23:12 Discovering Passion and Purpose 29:37 The Importance of Strategy 34:41 The Role of Community Support the show

    38 min

  6. APR 23

    Howler Magazine's Tips On Real Life in Costa Rica

    Send us a text In this conversation, Matt and Terry Carlile discuss Terry's journey to Costa Rica, his work with Howler Magazine, and the evolution of tourism in the region. They explore the diverse experiences available in Costa Rica, from adventure travel to cultural immersion, and provide insights for expats considering a move to the country. The conversation also touches on the real estate market and the importance of local knowledge when navigating property purchases. In this conversation, Terry shares insights on living in Costa Rica as an expat, emphasizing the importance of due diligence in real estate, the necessity of renting before buying, and the challenges of adapting to local culture and lifestyle. He discusses the good, bad, and ugly aspects of expat life, including everyday challenges and the significance of engaging with the local community. The conversation highlights the warmth of Latin American culture and offers practical travel tips for those considering a move or visit to Costa Rica. Sign up on for our mailing list here: https://mattchambers.blog/  Follow the show here: YouTube:    / @themattchambersshow   Other Channels:  https://linktr.ee/mattchambers 🎙 About My Channel: Welcome to The Matt Chambers Show: Connecting People, Places, and Ideas! This channel is dedicated to exploring what it means to live, travel, and do business internationally. Whether you're curious about the cultural nuances of life abroad, the logistics of global entrepreneurship, or simply the joy of discovering new places, this is the place for you. Hosted by Matt Chambers, a seasoned traveler and entrepreneur with nearly two decades of experience traveling, living, and doing business in Latin America.  What You'll Find Here: Inspiring stories and insights about living, traveling, and doing business internationally. Practical advice on navigating life and business across borders. Engaging conversations with guests who share unique perspectives from around the globe. Join us on this journey to expand our understanding of the world and build bridges that connect us all. Subscribe now, and let’s start connecting people, places, and ideas together! 📢 Let’s Connect and Support the Show! Sign Up for mailing list on our website below: https://mattchambers.blog/  Follow me on social media: https://linktr.ee/mattchambers Support the show below: Buzz Sprout  https://www.buzzsprout.com/2296085/su... Pay Pal https://www.paypal.com/ncp/payment/K7... Cash App https://cash.app/$mattchambers11 🔖 Hashtags: #RetireEarlyAndTravel #plantmedicines #depressionrelief #addictionandrecovery   Takeaways -Terry moved to Costa Rica six years ago and works with Howler Magazine. -Howler Magazine has evolved from print to a successful online platform. -Costa Rica offers a wide range of adventure activities and cultural experiences. -The magazine covers various categories including travel, real estate, and local culture. -Terry emphasizes the importance of local knowledge for tourists and expats. -There are affordable living options for retirees in Costa Rica. -Costa Rica's diverse regions offer different experiences and climates.  -Tourist trends vary based on age and interests. - Word of mouth is crucial for finding reliable services in Costa Rica.  -Researching and planning is essential for a successful trip to Costa Rica.     Do your due diligence when considering real estate.  - Renting before buying is crucial for expats.  - Understanding local climate is important for Support the show

    42 min

  7. APR 16

    How To Build Wealth In Costa Rica Real Estate: Lessons From an American Investor

    Send us a text In this conversation, Rob Christian shares his experiences and insights about traveling to and investing in Costa Rica. He discusses the beauty of the Orosi Valley, the challenges of real estate investment, and the importance of having a trusted team when navigating property purchases. Rob reflects on his journey from initial visits for adventure to becoming a seasoned investor, highlighting key lessons learned along the way. In this conversation, Rob shares his extensive experience in real estate investment in Costa Rica, detailing various successful property deals, the importance of having a trusted team, and the lessons learned from challenges faced in the market. He emphasizes the need for thorough research, understanding local dynamics, and the potential for high returns on investment. Rob also discusses the evolving nature of the real estate market in Costa Rica and offers insights into finding new opportunities while navigating the complexities of property investment in Latin America. Sign up on for our mailing list here: https://mattchambers.blog/  Follow the show here: YouTube:    / @themattchambersshow   Other Channels:  https://linktr.ee/mattchambers 🎙 About My Channel: Welcome to The Matt Chambers Show: Connecting People, Places, and Ideas! This channel is dedicated to exploring what it means to live, travel, and do business internationally. Whether you're curious about the cultural nuances of life abroad, the logistics of global entrepreneurship, or simply the joy of discovering new places, this is the place for you. Hosted by Matt Chambers, a seasoned traveler and entrepreneur with nearly two decades of experience traveling, living, and doing business in Latin America.  What You'll Find Here: Inspiring stories and insights about living, traveling, and doing business internationally. Practical advice on navigating life and business across borders. Engaging conversations with guests who share unique perspectives from around the globe. Join us on this journey to expand our understanding of the world and build bridges that connect us all. Subscribe now, and let’s start connecting people, places, and ideas together! 📢 Let’s Connect and Support the Show! Sign Up for mailing list on our website below: https://mattchambers.blog/  Follow me on social media: https://linktr.ee/mattchambers Support the show Below: Buzz Sprout  https://www.buzzsprout.com/2296085/su... Pay Pal https://www.paypal.com/ncp/payment/K7... Cash App https://cash.app/$mattchambers11 🔖 Hashtags: #RetireEarlyAndTravel #plantmedicines #depressionrelief #addictionandrecovery   Chapter Markers: 00:00 Winter Woes and Tropical Dreams 03:04 Discovering the Orosi Valley 05:59 The Journey to Costa Rica 08:55 Real Estate Insights from Costa Rica 11:50 Navigating Property Purchases 15:12 Building Challenges in Costa Rica 18:08 Investment Strategies and Successes 20:58 The Importance of a Trusted Team 23:51 Lessons Learned from Property Management 27:08 Final Thoughts on Real Estate in Costa Rica 32:17 Real Estate Success Stories 35:12 Lessons Learned in Property Investment 40:51 Navigating Large Parcels and Long Holds 44:11 Investment Strategies and Group Dynamics 49:31 Finding New Opportunities in Costa Rica 53:07 Building a Trusted Team for Real Estate 55:29 Challenges of Real Estate in Latin America 58:38 Resources for Future Investors Support the show

    54 min

  8. APR 2

    Costa Rica for Expats: Real Estate Investing Simplified

    Send us a text In this episode of the Matt Chambers Show, host Matt Chambers interviews Costa Rican attorney Gonzalo Rojas, the president and CEO of Quatro Legal. Gonzalo is also a real estate expert who shares insights into the Costa Rican real estate market. The conversation covers the expert's background, the appeal of Costa Rica for foreign investors, key regions for real estate growth, navigating transactions, building trust, financing options, tax responsibilities, and advice for new investors. Gonzalo emphasizes the importance of relationships, working with qualified professionals, and understanding the unique aspects of the Costa Rican market. Sign up on for our mailing list here: https://mattchambers.blog/  Follow the show here: YouTube: https://www.youtube.com/@themattchambersshow Other Channels:  https://linktr.ee/mattchambers Takeaways: Investing in real estate is about relationships.Costa Rica's biodiversity attracts foreign investors.Guanacaste is a prime region for real estate investment.Working with a qualified attorney is crucial.Escrow services are essential for secure transactions.Most foreign buyers purchase properties in cash.Financing options for foreigners are becoming available.Rental income is now taxed in Costa Rica.Residency can exempt you from capital gains tax.New investors should seek professional guidance. Chapters 00:00 Introduction to the Matt Chambers Show 01:06 Background and Journey into Real Estate 03:55 The Appeal of Costa Rica for Foreign Investors 08:08 Real Estate Growth Regions in Costa Rica 11:56 Navigating Real Estate Transactions in Costa Rica 16:14 Building Trust and Networks in Costa Rica 20:05 Financing Options for Foreign Buyers 23:53 Tax Responsibilities for Rental Properties 28:07 Advice for New Investors in Costa Rica Support the show

    51 min
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5
out of 5
3 Ratings

About

Welcome to The Matt Chambers Show — where global living meets high-level business, entrepreneurship, and lifestyle freedom. Hosted by Matt Chambers, this podcast brings you real conversations with founders, investors, and industry leaders building extraordinary lives around the world. From international business strategy and investing insights to mindset, mobility, and creating true personal freedom, every episode helps you design a life that’s bigger than borders.

Information

  • Creator
    Matt
  • Years Active
    2024 - 2025
  • Episodes
    43
  • Rating
    Explicit
  • Copyright
    © 2025 The Matt Chambers Show
  • Show Website
    The Matt Chambers Show