Investing To Win

"Brian Smith: Building a Billion Dollar Brand"

Brian Smith, the founder of UGG, discusses his journey from launching a brand to seeing it grow into a multi-billion-dollar company. Brian shares candid insights into business partnerships, financial challenges, and the emotional rollercoaster of entrepreneurship. He also offers valuable lessons on resilience, adaptability, and defining success beyond financial wealth.

[00:00:00] Introduction – Overview of the episode and guest introduction.

[00:03:00] The Early Days of UGG – How Brian discovered the idea for UGG and took his first steps as an entrepreneur.

[00:06:00] Business Partnerships & Challenges – The struggles of scaling a fast-growing company, navigating financial pitfalls, and dealing with difficult business partners.

[00:08:00] Selling UGG & Life After the Brand – Why Brian ultimately decided to sell UGG and his perspective on the company’s massive success today.

[00:10:00] Key Takeaways – Lessons on entrepreneurship, personal growth, and Brian’s definition of success.

Brian Smith is the founder of UGG, one of the most iconic footwear brands in the world. Originally from Australia, he brought sheepskin boots to the U.S. and built a brand that became a global phenomenon. With decades of entrepreneurial experience, Brian is now a sought-after speaker, author, and business mentor, sharing his wisdom on brand-building, resilience, and leadership.

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"Alternative Investments & Wealth Building with Mike Ivancie"

Mike Ivancie is the Chief Marketing Officer (CMO) at Upmarket, an alternative investment firm specializing in private market opportunities. With a background in law and financial marketing, Mike has dedicated his career to helping investors access unique investment vehicles, including pre-IPO companies, hedge funds, and private equity. His passion for investing was sparked by his late grandfather and continues to drive his work in financial education and investor access.

[00:00:00] Introduction – Overview of the episode and guest introduction.

[00:03:00] Mike’s Career Journey – From law and government work to the world of finance and investing.

[00:15:00] Understanding Alternative Investments – What are alternative investments, and why should investors care?

[00:30:00] The Pre-IPO Market – How investors can access high-growth private companies like SpaceX and OpenAI.

[01:10:00] Key Takeaways – The importance of portfolio diversification, risk tolerance, and long-term wealth-building strategies.

We sit down with Mike Ivancie, CMO of Upmarket, to discuss the world of alternative investments. Mike shares his journey from law and Homeland Security to financial marketing, his passion for investing, and the opportunities available in private markets. We break down pre-IPO investing, private equity, and how everyday investors can access opportunities once reserved for institutions. If you're looking to diversify your portfolio and explore high-growth investment options, this episode is for you!

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"Mark Helm on Maximizing Profits in Self-Storage"

In this episode, we dive deep into the world of self-storage investing with industry expert Mark Helm. Mark shares his journey from commercial real estate to self-storage, the key factors that make this asset class so lucrative, and how investors—both big and small—can break into the market. Whether you're an experienced investor or just starting out, this episode is packed with insights you won’t want to miss!

[00:00:00] Introduction: Brief recap of what the episode covers

[00:03:00] Mark’s Background: How Mark transitioned from commercial real estate to self-storage.

[00:15:00] Understanding Self-Storage: The origins, business model, and why it’s a recession-resistant asset.

[00:30:00] Investing Strategies: How to find the right deals, analyze markets, and structure investments

[00:55:00]Key Takeaways: The biggest lessons Mark has learned, mistakes to avoid, and the future of self-storage investing

Mark Helm is a seasoned real estate investor specializing in self-storage. With decades of experience, he has built and sold multiple self-storage portfolios and now helps others enter the industry through consulting, training, and syndications. Mark is also the author of Creating Wealth Through Self Storage and runs an educational platform for aspiring investors.

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"The Debt Crisis & America's Future: A Conversation with Dave Walker"

In this episode, I sit down with Dave Walker, former U.S. Comptroller General and an expert in fiscal responsibility. Known as the "Paul Revere of fiscal responsibility," Dave shares his insights on the state of the U.S. economy, government accountability, and what needs to be done to secure America's future. We discuss the national debt crisis, the role of tariffs, and whether governments should be run like businesses.

[00:00:00] Introduction: Overview of the episode and introduction to Dave Walker.

[00:03:00] The Role of the U.S. Comptroller General: Dave explains his tenure and the impact he had on government accountability.

[00:05:30] The National Debt Crisis: Why America’s fiscal situation is worse than ever and what needs to be done.

[00:07:00] Tariffs & Trade Policies: Dave’s thoughts on tariffs, economic leverage, and international trade.

[00:09:00] Key Takeaways: The top three actions the U.S. must take in the next decade to secure its financial future.

[00:13:00]Defining Success: Dave shares his perspective on what success means to him.

Dave Walker is the former Comptroller General of the United States and led the U.S. Government Accountability Office. A respected expert in fiscal responsibility, corporate governance, and public policy, he has served in key roles such as Assistant Secretary of Labor for Pension and Welfare, Public Trustee for Social Security and Medicare, and Global Managing Director at Arthur Andersen. He is the author of Comeback America: Turning the Country Around and Restoring Fiscal Responsibility and 2040: Still a Superpower?

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"Jim Keyes on life beyond Blockbuster and 7-Eleven"

Today we sit down with Jim Keyes, former CEO of 7-Eleven and Blockbuster, to discuss leadership, navigating change, and the future of business in the digital age. Jim shares insights on the digital transformation of Blockbuster, the importance of character and confidence in leadership, and how businesses can embrace change rather than fear it. Tune in for an inspiring conversation filled with practical wisdom and forward-thinking strategies.

[00:00:00] Introduction: Host Garret Wong welcomes Jim Keyes, highlighting his background as the former CEO of 7-Eleven and Blockbuster

[00:03:00] The Blockbuster Digital Pivot – Jim reflects on Blockbuster’s attempt to transition into digital streaming with Movie Link and the challenges faced due to early Wi-Fi limitations.

[00:05:30] Leadership in Times of Crisis – The importance of adaptability in leadership, lessons from the 2008 financial crisis, and how fear can paralyze decision-making.

[00:07:00] The Three C’s: Change, Confidence, and Clarity – Jim discusses his leadership philosophy and why mastering these three traits is essential for success.

[00:09:00] The Future of Business and AI – How leaders should embrace AI, develop critical thinking skills, and foster collaboration in the digital age.

[00:13:00]Defining Success – Jim shares his personal definition of success and why a life of adventure and learning is the key to fulfillment.

Jim Keyes is a business leader, author, and philanthropist with a remarkable career. He served as the CEO of 7-Eleven and later as the CEO of Blockbuster, where he led efforts to transition the company into digital streaming. He is the author of Education is Freedom: The Future is in Your Hands and the founder of the Education is Freedom Foundation, which promotes educational opportunities for underserved youth. Throughout his career, Jim has been a passionate advocate for leadership development, innovation, and adapting to change.

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"Turning a Grass Cutting Hustle into an Eight-Figure Franchise"

Mike Andes is the founder of Augusta Lawn Care, an eight-figure international lawn maintenance franchise. Mike shares his journey from mowing lawns as a teenager to scaling a business with over 150 locations worldwide. We dive into his insights on business systems, franchising, pay-for-performance models, and the future of automation in the lawn care industry. If you're an entrepreneur looking for strategies to grow and scale your business, this episode is packed with value!

[00:00:00] Introduction: Host Garret Wong welcomes Mike as he introduces himself

[00:03:00] Mike’s Early Journey: Starting a business at 11, attending college at 13, and his pivot from medicine to lawn care.

[00:09:30] Overcoming Early Challenges: Struggles in the first few years of business, dealing with self-doubt, and near-fatal experiences that led to systematizing operations.

[00:25:00] Scaling Augusta Lawn Care: The journey from a solo operation to franchising, how Mike built systems to support 150+ locations, and why he structured the franchise model with a flat fee.

[00:45:00]Key Takeaways: Lessons in leadership, business automation, the future of the lawn care industry, and advice for aspiring entrepreneurs.

Mike Andes is the founder of Augusta Lawn Care, an eight-figure international franchise dedicated to raising professionalism in the lawn care industry. With a background in medicine and business, Mike has built a scalable model that helps small business owners succeed. He is passionate about creating efficient systems, utilizing pay-for-performance models, and preparing for the future of automation in home services.

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"From NBA Star to Mentor | Cuttino Mobley's Journey"

Today we sit down with a legend & former NBA star Cuttino Mobley to discuss his incredible journey from professional basketball to life beyond the court. Cuttino shares his experiences in the NBA, insights on personal development, and his perspective on mentorship and resilience. Whether you're a basketball fan or simply looking for inspiration, this episode is packed with valuable lessons.

[00:00:00] Introduction: Overview of Cuttino Mobley's career and what listeners can expect.

[00:01:00] : Cuttino's early NBA years and how he became a standout player.

[00:4:30] Topic 2: Overcoming challenges, including his career-ending heart condition.

[00:7:45] Interview with Guest: Cuttino discusses the five categories of life, the importance of mentors, and his transition to life post-basketball.

[009:00] Key Takeaways: Insights on resilience, finding purpose, and Cuttino's advice for aspiring athletes and entrepreneurs.

Cuttino Rashawn Mobley is a former professional basketball player who shone in the NBA from 1998 to 2008. A standout at the University of Rhode Island, he was named the Atlantic 10 Player of the Year in 1998 and later drafted by the Houston Rockets. Known for his scoring ability and leadership, Cuttino also played in the Big3 league post-NBA and continues to inspire through mentorship and public speaking.

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"From the Marines to House Hacking, Wholesaling and Flipping from a Distance"

In this episode, we sit down with Trevor Ahing, a former Marine turned real estate innovator, to discuss his creative approach to real estate investing. Trevor shares his journey from parkour athlete to Marine Corps veteran and how he transitioned into building wealth through his unique novation strategy. Learn about his win-win solutions for sellers, his passion for mentoring others, and his vision for the future of real estate.

[00:00:00] Introduction: Brief overview of Trevor's journey and the episode's focus on real estate innovations.

[00:03:00] Trevor's Background: From professional parkour to the Marine Corps and discovering real estate.

[00:09:30]Getting Started in Real Estate: How a seminar transformed his approach and led to house hacking and wholesale deals.

[00:25:00] The Novation Model: Trevor explains his collaboration-focused strategy and how it benefits sellers, agents, and investors.

[00:45:00] Key Takeaways: Insights into Trevor's process, systems for scaling remote investments, and his advice for new investors.

Trevor Ahing is a creative real estate investor and the founder of BuyerBeater.com. A former Marine with eight years of service, Trevor discovered his passion for real estate while transitioning out of the military. His specialty lies in novation deals, a collaborative approach that maximizes value for sellers while creating profitable opportunities for investors. Trevor is also the creator of Buyer Beater University, where he mentors agents, wholesalers, and flippers on innovative real estate strategies.

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"How to Protect Your Family in the Financial Crisis"

In this episode of Investing to Win, we sit down with Louis Scatigna, also known as "The Financial Physician." With over 36 years of experience as a financial planner, Louis shares his insights on how to navigate the complexities of personal finance, plan for retirement, and build a sustainable financial future. From his incredible journey into the financial world to his take on the impending economic challenges, this episode is packed with wisdom, practical tips, and compelling anecdotes.

[00:00:00] Introduction: Into to Louis and his career in finance

[00:03:00] Louis’ Career Journey: From microbiology major to financial planner and radio host.

[00:09:30]The Power of Broadcasting: How Louis leveraged his radio show to build his business

[00:25:00] Financial Literacy & Common Mistakes: Discussing debt, overspending, and saving for retirement.

[00:45:00] Key Takeaways: Strategies for financial freedom, the importance of financial literacy, and actionable steps to reduce debt and save for the future.

Louis Scatigna is a CERTIFIED FINANCIAL PLANNER™ Professional and the host of The Financial Physician podcast. Over the past 36 years, Louis has built a reputation as an expert in financial planning and literacy. He authored the book The Financial Physician and has been featured on major media outlets, including CNN, USA Today, and CNBC. Louis is passionate about simplifying complex financial concepts and helping people achieve financial independence.

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"Life After the NHL with Laurie Boschman"

Laurie Boschman, a Canadian hockey legend who played 14 seasons in the NHL and served as the first captain of the Ottawa Senators. Laurie shares his journey from playing professional hockey to navigating life after retirement, including his passion for real estate, involvement with Hockey Ministries International, and advice for young athletes. It's an inspiring conversation about resilience, community, and finding significance beyond the rink.

[00:00:00] Introduction: Laurie's illustrious hockey career

[00:03:00] Early Days: Laurie’s childhood in Western Canada and his path to the NHL.

[00:09:30]NHL Journey: Career highlights, challenges, and pivotal moments.

[00:25:00] Transitioning After Hockey: Navigating life after retirement, exploring real estate, and joining Hockey Ministries International

[00:45:00]Key Takeaways: Laurie’s advice for young athletes, his definition of success, and reflections on legacy.

Laurie Boschman is a former NHL center who played for teams such as the Toronto Maple Leaf's, Edmonton Oilers, Winnipeg Jets, New Jersey Devils, and Ottawa Senators over a 14-season career. He was the first captain of the Ottawa Senators and has since dedicated his life to impactful work, including real estate and Hockey Ministries International. Laurie also serves as President of the Ottawa Senators Alumni Association, contributing to his community through various charitable efforts.

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