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Episodes
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Today, we are replaying my conversation with Brad Jacobs. Brad’s resumé is remarkable. He has founded seven companies, all of which are billion-dollar or multibillion-dollar businesses. He has done 500 M&A transactions and raised $30 billion dollars of debt and equity capital. Currently, he is the Executive Chairman of XPO, a commercial trucking company that he started in 2011 and has grown into one of the largest logistics businesses in the world. He has also written a book that will be out in January, titled “How to Make a Few Billion Dollars”. Brad’s energy is infectious and our conversation unpacks his strategies for M&A, his propensity for speed, and methods for earning team buy-in. Please enjoy my great conversation with Brad Jacobs.
Sign up for the Alphasense panel discussion hosted by Patrick.
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Ramp. Ramp’s mission is to help companies manage their spend in a way that reduces expenses and frees up time for teams to work on more valuable projects. Ramp is the fastest growing FinTech company in history and it’s backed by more of my favorite past guests (at least 16 of them!) than probably any other company I’m aware of. It’s also notable that many best-in-class businesses use Ramp—companies like Airbnb, Anduril, and Shopify, as well as investors like Sequoia Capital and Vista Equity. They use Ramp to manage their spending, automate tedious financial processes, and reinvest saved dollars and hours into growth. At Colossus and Positive Sum, we use Ramp for exactly the same reason. Go to Ramp.com/invest to sign up for free and get a $250 welcome bonus.
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This episode is brought to you by Alphasense. AlphaSense has completely transformed the research process with cutting-edge AI technology and a vast collection of top-tier, reliable business content. Imagine completing your research five to ten times faster with search that delivers the most relevant results, helping you make high-conviction decisions with confidence. AlphaSense provides access to over 300 million premium documents, including company filings, earnings reports, press releases, and more from public and private companies. Invest Like the Best listeners can get a free trial now at Alpha-Sense.com/Invest and experience firsthand how AlphaSense and Tegas help you make smarter decisions faster.
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Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Show Notes
(00:00:00) Welcome to Invest Like the Best
(00:07:11) Identifying key factors in a market before investing
(00:10:07) Gleaning insights from early acquisition experiences
(00:13:43) Delving into the seller's mindset during a business sale
(00:17:51) Weighing pre-built against organic growth strategies in acquisitions
(00:27:49) Engaging constructively with Wall Street
(00:29:36) Discussing the substantial buyback of XPO shares
(00:33:16) Ambition as a recurring theme in entrepreneurial success
(00:35:17) Emphasizing the need to facilitate team agility
(00:37:35) Highlighting the joys of post-acquisition integration
(00:41:09) Drawing lessons from Ludwig Jesselson's principles
(00:45:34) Comparing the risks and rewards of early versus late adoption
(00:49:09) Reflecting on errors made in trend analysis
(00:53:59) Strategies for implementing new technologies in enterprises
(00:56:59) The significance of thought experiments in strategic decision-making
(01:01:00) Recalling transformative events from his early years
(01: 02:22) Outlining what makes a meeting 'electric'
(01: 06:53) Sharing experiences with exemplary leadership
(01:12:37) Deciding the right time to step away from a business
(01:23:45) Philosophies for leading a fulfilling life
(01:27:53) The kindest thing anyone has ever done for Brad -
My guest today is Ernie Garcia. Ernie is the co-founder and CEO of Carvana. Ernie joined me on Founder’s Field Guide in 2021 and despite all that the business has gone through since that conversation, you’ll hear how he has the exact same demeanor and crystal clear vision for the business and its operations today. Carvana is one of the most remarkable business turnaround stories in recent history, and Ernie gives us a raw and candid explanation of navigating through a 99% stock price decline and ultimately emerging stronger on the other side. I don’t know many leaders who could survive this. He credits his team of A players again and again for successfully weathering the storm and maintaining morale. We discuss leading through crisis, building for the long term, and a focus on ruthless prioritization and efficiency gains. Please enjoy my conversation with Ernie Garcia.
Check out our new print publication Colossus Review.
My guests today For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Ramp. Ramp’s mission is to help companies manage their spend in a way that reduces expenses and frees up time for teams to work on more valuable projects. Ramp is the fastest growing FinTech company in history and it’s backed by more of my favorite past guests (at least 16 of them!) than probably any other company I’m aware of. It’s also notable that many best-in-class businesses use Ramp—companies like Airbnb, Anduril, and Shopify, as well as investors like Sequoia Capital and Vista Equity. They use Ramp to manage their spending, automate tedious financial processes, and reinvest saved dollars and hours into growth. At Colossus and Positive Sum, we use Ramp for exactly the same reason. Go to Ramp.com/invest to sign up for free and get a $250 welcome bonus.
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This episode is brought to you by Tegus, where we're changing the game in investment research. Step away from outdated, inefficient methods and into the future with our platform, proudly hosting over 100,000 transcripts – with over 25,000 transcripts added just this year alone. Our platform grows eight times faster and adds twice as much monthly content as our competitors, putting us at the forefront of the industry. Plus, with 75% of private market transcripts available exclusively on Tegus, we offer insights you simply can't find elsewhere. See the difference a vast, quality-driven transcript library makes. Unlock your free trial at tegus.com/patrick.
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Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
Show Notes:
(00:00:00) Welcome to Invest Like the Best
(00:06:00) Carvana's Journey
(00:07:38) Facing the COVID-19 Challenge
(00:08:12) The Rise and Fall: Carvana's Rollercoaster
(00:10:05) Leadership and Resilience in Tough Times
(00:14:32) Handling Drawdowns and Communication
(00:16:58) Maintaining Calm and Leadership
(00:18:19) The True Story of Carvana's Journey
(00:20:36) Navigating Market Challenges
(00:23:40) Learning to Say No
(00:30:35) Project Management and Accountability
(00:34:22) The Importance of Player-Coach Leadership
(00:35:53) The Importance of Vertical Integration
(00:40:43) Customer Experience and Vertical Integration
(00:41:41) Navigating Economic Variables
(00:43:52) Building Resilience in Business
(00:45:27) Balancing Personal and Professional Life
(00:48:57) Efficiency and Growth in Carvana
(00:59:02) Insights on Investors and Entrepreneurship
(01:02:42) Lessons from Family and Origins of Carvana
(01:11:22) The Kindest Thing Anyone Has Done For Ernie -
My guests today are Andrew Homan and Chris Miller. Andrew has spent two decades at Maverick Capital and is a managing partner at Maverick Silicon, where he leads the firm’s technology investments. Chris is a professor at Tufts and the author of the New York Times best-selling book “Chip War,” which details the geopolitical battle to control the semiconductor industry. Together we get into a comprehensive discussion on the semiconductor ecosystem and the silicon backbone of our digital age. Andrew and Chris share insights on how venture capital is navigating this complex industry and what it means for the future of computing. We discuss the AI-driven revolution in chip demand, the geopolitics of semi-manufacturing, and the next wave of innovation beyond NVIDIA. Please enjoy my conversation with Andrew Homan and Chris Miller.
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Ramp. Ramp’s mission is to help companies manage their spend in a way that reduces expenses and frees up time for teams to work on more valuable projects. Ramp is the fastest growing FinTech company in history and it’s backed by more of my favorite past guests (at least 16 of them!) than probably any other company I’m aware of. It’s also notable that many best-in-class businesses use Ramp—companies like Airbnb, Anduril, and Shopify, as well as investors like Sequoia Capital and Vista Equity. They use Ramp to manage their spending, automate tedious financial processes, and reinvest saved dollars and hours into growth. At Colossus and Positive Sum, we use Ramp for exactly the same reason. Go to Ramp.com/invest to sign up for free and get a $250 welcome bonus.
—
This episode is brought to you by Tegus, where we're changing the game in investment research. Step away from outdated, inefficient methods and into the future with our platform, proudly hosting over 100,000 transcripts – with over 25,000 transcripts added just this year alone. Our platform grows eight times faster and adds twice as much monthly content as our competitors, putting us at the forefront of the industry. Plus, with 75% of private market transcripts available exclusively on Tegus, we offer insights you simply can't find elsewhere. See the difference a vast, quality-driven transcript library makes. Unlock your free trial at tegus.com/patrick.
-----
Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
Show Notes:
(00:00:00) Welcome to Invest Like the Best
(00:06:28) Intel's Historical Success and Current Challenges
(00:08:22) The Paradigm Shift in Technology
(00:11:44) AI and the Future of Semiconductors
(00:19:02) Political and Economic Considerations in Chip Manufacturing
(00:29:28) Investment Perspectives and Market Dynamics
(00:45:46) The Mobile Paradigm Shift: Apple vs. AT&T
(00:46:49) Corporate Strategies in the AI Transition
(00:48:02) NVIDIA's Dominance and Potential Vulnerabilities
(00:51:27) The Future of Edge AI
(00:57:02) Powering the Data Centers of Tomorrow
(00:59:42) The Semiconductor Startup Ecosystem
(01:05:08) The Role of Government and Global Dynamics
(01:07:28) Investment Strategies and Market Dynamics
(01:10:57) The Future of the Semiconductor Industry
(01:25:52) The Kindest Thing Anyone Has Ever Done For Chris And Andrew -
My guest today is Boyd Varty. Boyd is a lion tracker, life coach, and storyteller who grew up in the South African wilderness, living amongst and tracking wild leopards. This is his fourth time on Invest Like the Best but the first in six years. Boyd is a perfect follow-up to my episode with Lulu Meservey unpacking the intricacies of storytelling and why it's such an essential for founders. Boyd walks us through different mechanisms of cultivating storytelling and becoming a meaning-maker. He encourages everyone to become somebody who stories happen around and be a character who finds characters. We discuss his concept of “story hunting,” leveraging stories in business, and continuously finding new meaning in life. Please enjoy my discussion with Boyd Varty.
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Ramp. Ramp’s mission is to help companies manage their spend in a way that reduces expenses and frees up time for teams to work on more valuable projects. Ramp is the fastest growing FinTech company in history and it’s backed by more of my favorite past guests (at least 16 of them!) than probably any other company I’m aware of. It’s also notable that many best-in-class businesses use Ramp—companies like Airbnb, Anduril, and Shopify, as well as investors like Sequoia Capital and Vista Equity. They use Ramp to manage their spending, automate tedious financial processes, and reinvest saved dollars and hours into growth. At Colossus and Positive Sum, we use Ramp for exactly the same reason. Go to Ramp.com/invest to sign up for free and get a $250 welcome bonus.
—
This episode is brought to you by Alphasense. AlphaSense has completely transformed the research process with cutting-edge AI technology and a vast collection of top-tier, reliable business content. Imagine completing your research five to ten times faster with search that delivers the most relevant results, helping you make high-conviction decisions with confidence. AlphaSense provides access to over 300 million premium documents, including company filings, earnings reports, press releases, and more from public and private companies. Invest Like the Best listeners can get a free trial now at Alpha-Sense.com/Invest and experience firsthand how AlphaSense and Tegas help you make smarter decisions faster.
-----
Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
Show Notes:
(00:00:00) Welcome to Invest Like the Best
(00:05:27) The Power of Storytelling
(00:06:08) Lessons from Safari Stories
(00:08:37) Finding Meaning and Purpose
(00:09:18) Becoming a Story Hunter
(00:13:27) The Role of Fear in Storytelling
(00:15:31) Crafting and Sharing Your Narrative
(00:17:04) Building a Strong Culture Through Stories
(00:23:42) The Importance of Storytelling in Business
(00:32:41) Meeting Chris Bacchus
(00:34:14) Living Authentically: Following Your Internal Pulls
(00:35:34) The Tension of Reinvention: Beyond Your Greatest Hits
(00:36:46) The Art of Self Reinvention
(00:39:49) Crafting a Great Story: Key Components
(00:41:45) Solitude and Self-Knowledge: The Path to Originality
(00:45:00) The Role of High Stakes in Finding Meaning
(00:47:49) The Endurance Hunt: A Journey with the Kalahari Bushmen
(00:52:56) Simplicity and Abundance: Lessons from the Bushmen
(00:54:37) Becoming a Character: Traits of Remarkable People
(00:59:35) Life's Work: Expressing Yourself in Service of Others -
My guest today is Tobi Lutke, the co-founder and CEO of Shopify. I have spoken to Tobi on this podcast twice before, first in 2020 and then again in 2022. Needless to say, a lot has changed since we last spoke, and we start by talking about the biggest change of all: AI. But I’ll remember this conversation for the next set of ideas we discuss: Founder mode, raising the temperature of an organization, and the importance of building on an island that’s distinct from the mainstream. Tobi embodies the concept of Life’s Work that I believe so much in, and this episode is a shining example of it. He, along with nine other leaders we believe are doing their life’s work, will also be featured in the first issue of an upcoming print publication we’ve been working on. If you’re interested in hearing first when pre-orders go on sale, head to joincolossus.com/print. For now, please enjoy this great conversation with Tobi Lutke.
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Ramp. Ramp’s mission is to help companies manage their spend in a way that reduces expenses and frees up time for teams to work on more valuable projects. Ramp is the fastest-growing FinTech company in history and it’s backed by more of my favorite past guests (at least 16 of them!) than probably any other company I’m aware of. It’s also notable that many best-in-class businesses use Ramp—companies like Airbnb, Anduril, and Shopify, as well as investors like Sequoia Capital and Vista Equity. They use Ramp to manage their spending, automate tedious financial processes, and reinvest saved dollars and hours into growth. At Colossus and Positive Sum, we use Ramp for exactly the same reason. Go to Ramp.com/invest to sign up for free and get a $250 welcome bonus.
—
This episode is brought to you by Alphasense. AlphaSense has completely transformed the research process with cutting-edge AI technology and a vast collection of top-tier, reliable business content. Imagine completing your research five to ten times faster with search that delivers the most relevant results, helping you make high-conviction decisions with confidence. AlphaSense provides access to over 300 million premium documents, including company filings, earnings reports, press releases, and more from public and private companies. Invest Like the Best listeners can get a free trial now at Alpha-Sense.com/Invest and experience firsthand how AlphaSense and Tegas help you make smarter decisions faster.
-----
Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
Show Notes:
(00:00:00) Welcome to Invest Like the Best
(00:05:38) Technological Innovations and AI
(00:07:13) Experimenting with AI in Real-World Scenarios
(00:15:04) The Role of Founders and Company Culture
(00:24:24) Navigating Business Changes and Strategic Decisions
(00:31:15) The Concept of Islands in Innovation
(00:36:38) The Essence of Open Source Marketplaces
(00:37:10) Building Shopify: From Personal Project to Public Company
(00:38:42) Philosophy of Product Development
(00:42:38) Marketing and Mainstream vs. Island Approach
(00:46:52) The Glory of Entrepreneurship
(00:54:17) AI and the Future of Human-Computer Interaction
(01:00:30) Trust and Principles in Organizational Culture
(01:04:31) Investor Insights and Long-Term Vision -
My guests today are Matt Perelman and Alex Sloane, Co-founders and Managing Partners of Garnett Station Partners. GSP invests in the trillion-dollar franchise and consumer services industries. Matt and Alex started the firm in 2014 as MBA students when they bought 23 Burger King restaurants. Since then, they've invested in 26 other multi-unit businesses, from gyms to car washes to funeral homes. GSP is now a leader in its field.
This discussion is a masterclass in franchise investing. We explore GSP's playbook for creating value, the power of Matt and Alex's partnership, and their approach to scaling businesses for successful exits.
This conversation is special for another reason. For the last year, we've been working on a print publication that will share the very best of what we've encountered and learned every quarter. GSP, along with many others, are profiled in our first issue to be revealed next month. We are going to print a limited edition of them to start, so if you are interested in hearing first when pre-sale launches, go to joincolossus.com/print.
Please enjoy this excellent and incredibly fun discussion with Matt Perelman and Alex Sloane.
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Ramp. Ramp’s mission is to help companies manage their spend in a way that reduces expenses and frees up time for teams to work on more valuable projects. Ramp is the fastest growing FinTech company in history and it’s backed by more of my favorite past guests (at least 16 of them!) than probably any other company I’m aware of. It’s also notable that many best-in-class businesses use Ramp—companies like Airbnb, Anduril, and Shopify, as well as investors like Sequoia Capital and Vista Equity. They use Ramp to manage their spending, automate tedious financial processes, and reinvest saved dollars and hours into growth. At Colossus and Positive Sum, we use Ramp for exactly the same reason. Go to Ramp.com/invest to sign up for free and get a $250 welcome bonus.
—
This episode is brought to you by Alphasense. AlphaSense has completely transformed the research process with cutting-edge AI technology and a vast collection of top-tier, reliable business content. Imagine completing your research five to ten times faster with search that delivers the most relevant results, helping you make high-conviction decisions with confidence. AlphaSense provides access to over 300 million premium documents, including company filings, earnings reports, press releases, and more from public and private companies. Invest Like the Best listeners can get a free trial now at Alpha-Sense.com/Invest and experience firsthand how AlphaSense and Tegas help you make smarter decisions faster.
-----
Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
Show Notes:
(00:00:00) Welcome to Invest Like the Best
(00:07:02) The KFC Rejection and Burger King Opportunity
(00:08:36) Living with Ray Meeks and Business Growth
(00:12:08) Understanding Franchise Economics
(00:16:12) Challenges and Lessons Learned
(00:38:37) Navigating COVID-19
(00:54:37) Challenges of Rollups and Integration
(00:56:01) The Importance of Culture in Business Consolidations
(00:58:01) Strategies for Successful Exits
(01:01:49) The Fun and Challenges of Partnership
(01:09:53) Innovation in Business Operations
(01:13:44) Real Estate and Financial Engineering
(01:16:34) Managing Labor and Turnover
(01:19:36) Investment Themes and Criteria
(01:23:36) Selling to Larger Private Equity Firms
(01:27:11) Maintaining Culture and Sourcing Deals
(01:33:41) The Importance of Cycles and Capital Structure
(01:37:18) Partnership Dynamics and LP Relationships
(01:40:26) The Kindest Thing Anyone Has Ever Done For Matt & Alex -
My guest today is Kareem Zaki. Kareem is a General Partner at Thrive Capital and has been at the firm for a decade. In an episode last year, Thrive's founder, Josh Kushner, told me he is the best healthcare investor in the world. Kareem has co-founded three healthcare businesses worth over one billion dollars. He also has expertise in financial services, where he's led the firm's investments in companies like Ramp and Robinhood.
It's a timely moment to have this discussion, with Thrive announcing a new $5 billion fund in August. We talk about how Thrive identifies category-defining companies, what concentration means to them, and how startups should approach the healthcare industry. Please enjoy this great discussion with Kareem Zaki.
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Ramp. Ramp’s mission is to help companies manage their spend in a way that reduces expenses and frees up time for teams to work on more valuable projects. Ramp is the fastest growing FinTech company in history and it’s backed by more of my favorite past guests (at least 16 of them!) than probably any other company I’m aware of. It’s also notable that many best-in-class businesses use Ramp—companies like Airbnb, Anduril, and Shopify, as well as investors like Sequoia Capital and Vista Equity. They use Ramp to manage their spending, automate tedious financial processes, and reinvest saved dollars and hours into growth. At Colossus and Positive Sum, we use Ramp for exactly the same reason. Go to Ramp.com/invest to sign up for free and get a $250 welcome bonus.
—
This episode is brought to you by Tegus, where we're changing the game in investment research. Step away from outdated, inefficient methods and into the future with our platform, proudly hosting over 100,000 transcripts – with over 25,000 transcripts added just this year alone. Our platform grows eight times faster and adds twice as much monthly content as our competitors, putting us at the forefront of the industry. Plus, with 75% of private market transcripts available exclusively on Tegus, we offer insights you simply can't find elsewhere. See the difference a vast, quality-driven transcript library makes. Unlock your free trial at tegus.com/patrick.
-----
Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
Show Notes:
(00:00:00) Welcome to Invest Like the Best
(00:06:02) Early Days and Consistent Strategy
(00:07:10) Personal Journey and Reconnecting with Josh
(00:08:36) Investing Philosophy and Strategy
(00:11:04) Building a Supportive Structure
(00:12:10) Generalist Approach and Market Trends
(00:13:45) Life Cycle Investing and Concentration
(00:16:16) The Builders Mentality
(00:17:52) Raising a Huge Fund and Its Implications
(00:20:40) Understanding Category Defining Companies
(00:37:48) The Changing Nature of Investment Categories
(00:49:03) Evaluating Business Durability and Market Quality
(00:51:30) Understanding Healthcare Challenges
(00:53:46) Approaching Healthcare Innovation
(00:59:18) The Role of Competition in Healthcare
(01:04:17) AI's Transformative Potential
(01:07:35) Advice for Aspiring Entrepreneurs
(01:09:46) Thrive's Investment Philosophy
(01:22:55) The Kindest Thing Anyone Has Ever Done For Kareem -
My guest today is Ray Ozzie, one of the great technologists, software developers, and entrepreneurs of our time. Ray is perhaps best known as the creator of Lotus Notes, a collaboration tool that revolutionized business communication in the 1990s. He later succeeded Bill Gates as Chief Software Architect at Microsoft, where he played a key part in the development of Azure, Microsoft's cloud computing platform. Ray's work has earned him numerous accolades, including induction into the Computer History Museum Hall of Fellows and the National Academy of Engineering. Throughout his career, Ray has been at the forefront of technology innovation and paradigm shifts, founding multiple companies, including Iris Associates, Groove Networks, and most recently, Blues Wireless, which focuses on connectivity in the physical world. His insights on cloud computing, collaboration tools, and the future of technology have shaped the industry for decades. In our conversation, we explore Ray's journey through the evolving landscape of software development, his perspectives on the current state of technology, and his vision for the future of connectivity and collaboration. Please enjoy this fascinating discussion with Ray Ozzie.
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For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Ramp. Ramp’s mission is to help companies manage their spend in a way that reduces expenses and frees up time for teams to work on more valuable projects. Ramp is the fastest growing FinTech company in history and it’s backed by more of my favorite past guests (at least 16 of them!) than probably any other company I’m aware of. It’s also notable that many best-in-class businesses use Ramp—companies like Airbnb, Anduril, and Shopify, as well as investors like Sequoia Capital and Vista Equity. They use Ramp to manage their spending, automate tedious financial processes, and reinvest saved dollars and hours into growth. At Colossus and Positive Sum, we use Ramp for exactly the same reason. Go to Ramp.com/invest to sign up for free and get a $250 welcome bonus.
—
This episode is brought to you by Tegus, where we're changing the game in investment research. Step away from outdated, inefficient methods and into the future with our platform, proudly hosting over 100,000 transcripts – with over 25,000 transcripts added just this year alone. Our platform grows eight times faster and adds twice as much monthly content as our competitors, putting us at the forefront of the industry. Plus, with 75% of private market transcripts available exclusively on Tegus, we offer insights you simply can't find elsewhere. See the difference a vast, quality-driven transcript library makes. Unlock your free trial at tegus.com/patrick.
-----
Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
Show Notes:
(00:00:00) Introduction to Ray's Story
(00:06:44) The Role of Technology in Modern Warfare
(00:10:26) The RadNote Device Explained
(00:15:32) The Origin of SafeCast
(00:22:26) Challenges in Building Intelligent Machines
(00:32:23) The Evolution of IoT and Blues
(00:39:01) The Future of Connected Machines
(00:46:03) Technology Paradigm Shifts and Azure
(00:50:56) The Birth of Azure
(00:52:08) The Unique Dynamics of Bill and Steve
(00:56:54) AI and the Future of Use Cases
(00:59:00) Real-world Applications of IoT
(01:05:31) The Evolution of AI and IoT
(01:20:03) The Importance of Systems Thinking
(01:28:52) Advice for Young Entrepreneurs
(01:32:55) The Kindest Thing Anyone Has Ever Done For Ray -
My guest today is Ted Seides. Ted is the host of the Capital Allocators podcast and an investment industry expert. It’d been seven years since Ted and I last talked on the record, as he was one of my very first guests on Invest Like the Best. Now that Ted has a full-time focus on all things Capital Allocators and has stepped away from traditional investing roles, he shares with us the wisdom he has gained from being a neutral third party with in conversations with countless industry experts. We discuss the evolution of the LP and GP relationship, the scale of institutional investing, and the nuance of asset allocation, and much more. Please enjoy my conversation with Ted Seides.
I’m excited to announce that we are hiring an Editor in Chief at Colossus. This will be a critical and central role in our growing media platform and in our quest to find and showcase the best people, businesses, and ideas in the world. This person will work on existing shows like Invest Like the Best and Founders, our soon-to-be-announced print publication, and more. We aim to be the dominant media company exploring business and investing frontiers, so this person needs to be obsessed with these topics and bring serious operational chops. I firmly believe this role can help define someone’s career. Go to joincolossus.com/eic to apply.
Subscribe to Glue Guys!
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Ridgeline. Ridgeline has built a complete, real-time, modern operating system for investment managers. It handles trading, portfolio management, compliance, customer reporting, and much more through an all-in-one real-time cloud platform. I think this platform will become the standard for investment managers, and if you run an investing firm, I highly recommend you find time to speak with them. Head to ridgelineapps.com to learn more about the platform.
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This episode is brought to you by Alphasense. AlphaSense has completely transformed the research process with cutting-edge AI technology and a vast collection of top-tier, reliable business content. Imagine completing your research five to ten times faster with search that delivers the most relevant results, helping you make high-conviction decisions with confidence. AlphaSense provides access to over 300 million premium documents, including company filings, earnings reports, press releases, and more from public and private companies. Invest Like the Best listeners can get a free trial now at Alpha-Sense.com/Invest and experience firsthand how AlphaSense and Tegas help you make smarter decisions faster.
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Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
Show Notes:
(00:00:00) Welcome to Invest Like the Best
(00:08:21) Innovative Approaches in Portfolio Management
(00:10:29) Challenges in the LP-GP Relationship
(00:16:58) Categorizing and Understanding LPs
(00:21:12) Pros and Cons of Different Capital Pools
(00:28:44) Trends and Future of Asset Management
(00:35:14) The Sensational Economy
(00:37:37) Competitive Frontiers in Private Equity
(00:39:44) The Yellowstone Club Deal
(00:42:19) The Burger King Success Story
(00:46:49) Collaborative Deals in Private Equity
(00:51:27) The Importance of Communication
(00:56:14) Capital Allocator Summits
(01:00:31) The Kindest Thing Anyone Has Done For Ted -
My guest today is Lulu Meservey. Lulu is the Founder and CEO of Rostra, a company that partners with founders to level up their communications around all strategic initiatives, from hiring to fundraising. She is also on the board at Shopify. I have been recently fascinated by the challenge of founders telling their story and Lulu is an expert in comms and a believer in creative problem-solving through effective communication and compelling storytelling. We discuss the evolution of media and its pitfalls, innovative methods for managing crises, and the power of going direct with your communication. Please enjoy my conversation with Lulu Meservey.
I’m excited to announce that we are hiring an Editor in Chief at Colossus. This will be a critical and central role in our growing media platform and in our quest to find and showcase the best people, businesses, and ideas in the world. This person will work on existing shows like Invest Like the Best and Founders, our soon-to-be-announced print publication, and more. We aim to be the dominant media company exploring business and investing frontiers, so this person needs to be obsessed with these topics and bring serious operational chops. I firmly believe this role can help define someone’s career. Go to joincolossus.com/eic to apply.
Subscribe to Glue Guys!
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Ridgeline. Ridgeline has built a complete, real-time, modern operating system for investment managers. It handles trading, portfolio management, compliance, customer reporting, and much more through an all-in-one real-time cloud platform. I think this platform will become the standard for investment managers, and if you run an investing firm, I highly recommend you find time to speak with them. Head to ridgelineapps.com to learn more about the platform.
—
This episode is brought to you by Alphasense. AlphaSense has completely transformed the research process with cutting-edge AI technology and a vast collection of top-tier, reliable business content. Imagine completing your research five to ten times faster with search that delivers the most relevant results, helping you make high-conviction decisions with confidence. AlphaSense provides access to over 300 million premium documents, including company filings, earnings reports, press releases, and more from public and private companies. Invest Like the Best listeners can get a free trial now at Alpha-Sense.com/Invest and experience firsthand how AlphaSense and Tegas help you make smarter decisions faster.
-----
Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
Show Notes:
(00:00:00) Welcome to Invest Like the Best
(00:06:48) The Evolution of Media and Communication
(00:11:25) The Importance of Direct Communication for Founders
(00:20:20) Choosing the Right Partners and Clients
(00:25:20) The Art of Launching a Product
(00:34:01) Fundraising Tips for Entrepreneurs and Investors
(00:35:32) The Pitfalls of Inauthentic Fundraising
(00:36:05) Crafting a Compelling Macro Narrative
(00:37:54) Crisis Management Strategies for Founders
(00:42:41) Lessons from Counterinsurgency
(00:44:24) The Rugby Analogy for Founders
(00:49:34) The Power of K-Pop Marketing
(00:56:30) Vision and Future of Rostra
(01:01:17) The Importance of Direct Communication
(01:10:36) The Kindest Thing Anyone Has Done For Lulu -
My guest today is Ric Elias. Ric is the CEO and co-founder of Red Ventures, which has a portfolio of fast-growing digital businesses like Lonely Planet, The Points Guy, Bankrate, and large investments in a variety of other businesses across industries. He began the business in 2000 and has grown it to now a global company with thousands of employees. Ric walks us through the early struggles that have led to what is now a flourishing investing platform, but mostly this episode is a masterclass on cultural values and philosophies that transcend mere financial gain. We discuss the difference between living good and well, the power of forgiveness, and compounding more than just your capital. Ric’s story is one of resilience, humility, and grace. His story about being in the front row of the plane that Captain Sully landed in the Hudson is singular and very moving. Please enjoy my conversation with Ric Elias.
Subscribe to Glue Guys!
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Ridgeline. Ridgeline has built a complete, real-time, modern operating system for investment managers. It handles trading, portfolio management, compliance, customer reporting, and much more through an all-in-one real-time cloud platform. I think this platform will become the standard for investment managers, and if you run an investing firm, I highly recommend you find time to speak with them. Head to ridgelineapps.com to learn more about the platform.
—
This episode is brought to you by Alphasense. AlphaSense has completely transformed the research process with cutting-edge AI technology and a vast collection of top-tier, reliable business content. Imagine completing your research five to ten times faster with search that delivers the most relevant results, helping you make high-conviction decisions with confidence. AlphaSense provides access to over 300 million premium documents, including company filings, earnings reports, press releases, and more from public and private companies. Invest Like the Best listeners can get a free trial now at Alpha-Sense.com/Invest and experience firsthand how AlphaSense and Tegas help you make smarter decisions faster.
-----
Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.
Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
Show Notes:
(00:00:00) Welcome to Invest Like the Best
(00:04:29) Understanding Red Ventures: Origin and Evolution
(00:06:44) Early Challenges and Turning Points
(00:10:15) Operational Success and Company Culture
(00:16:10) Insights on Motivation and Growth
(00:25:35) Reflections on Money and Personal Well-being
(00:32:39) The Hudson River Plane Crash Experience
(00:42:25) Reconnecting with Puerto Rico and New Ventures
(00:47:10) Underdogs to Champions
(00:49:56) Building Trust and Team Dynamics
(00:52:19) Balancing Speed and Sustainability
(00:56:05) The Role of Confidence and Courage
(01:00:49) The Pursuit of Purpose Over Profit
(01:06:39) Recruitment and Company Culture
(01:11:20) Future of Business and AI
(01:23:20) The Kindest Thing Anyone Has Ever Done For Ric -
This week's episode is special because it marks the launch of a new Colossus show: Glue Guys. My guests this week are the hosts of the new show, Shane Battier, Alex Smith, and Ravi Gupta.
Shane, Ravi, and Alex’s stories are remarkable. Each has been at the very top of their profession. Shane as an NCAA and NBA champion. Alex as the first pick in the NFL draft, 3 time-pro bowler, and 16-year NFL veteran. Ravi as a leader at KKR, and then as a critical leader turning around & building Instacart, and now as a partner at Sequoia. But those parts of their stories pale in comparison to the stories you’ll hear on Glue Guys.
Glue Guys is an unfolding manual for HOW to be a professional, a teammate, a leader, and even a friend and family member. In this episode of ILtB, we explore the general concept of glue guys—the people who are obsessed with helping the team win, whether they are the leader or newest member of the team. Please enjoy this conversation with Shane, Alex, and Ravi.
Subscribe to Glue Guys!
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Ridgeline. Ridgeline has built a complete, real-time, modern operating system for investment managers. It handles trading, portfolio management, compliance, customer reporting, and much more through an all-in-one real-time cloud platform. I think this platform will become the standard for investment managers, and if you run an investing firm, I highly recommend you find time to speak with them. Head to ridgelineapps.com to learn more about the platform.
—
This episode is brought to you by Tegus, where we're changing the game in investment research. Step away from outdated, inefficient methods and into the future with our platform, proudly hosting over 100,000 transcripts – with over 25,000 transcripts added just this year alone. Our platform grows eight times faster and adds twice as much monthly content as our competitors, putting us at the forefront of the industry. Plus, with 75% of private market transcripts available exclusively on Tegus, we offer insights you simply can't find elsewhere. See the difference a vast, quality-driven transcript library makes. Unlock your free trial at tegus.com/patrick.
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Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.
Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
Show Notes:
(00:00:00) Welcome to Invest Like the Best
(00:05:06) Talent vs. Teamwork: A Business Perspective
(00:06:56) Talent vs. Teamwork: A Sports Perspective
(00:09:40) Personal Stories of Overcoming Adversity
(00:12:50) The Importance of Trust and Mission Focus
(00:21:09) Facing Rock Bottom and Rising Again
(00:34:59) The Hardest Moments and Lessons Learned
(00:42:39) Unsung Heroes of Special Teams
(00:45:01) Mentorship and Team Dynamics
(00:46:49) Lessons from Duke Basketball
(00:49:25) Instacart and the All-In Mentality
(00:51:52) Building Successful Teams
(00:55:42) Family Legacy and Personal Sacrifice
(01:05:02) Strength and Vulnerability in Leadership
(01:10:36) The Urge to Dominate and Winning
(01:14:41) The Kindest Thing Anyone Has Ever Done For Alex -
My guest today is Bret Taylor. His resume is absurd. He built google maps--famously rewriting the whole thing in a weekend. He was the CTO of Facebook in critical years. He founded Quip. He was the chair of the board at Twitter. He was the co-CEO of Salesforce...the incredible list goes on. Now, Bret is the co-founder of Sierra, a conversational AI platform for businesses, and he is the chairman of the board at OpenAI. We discuss the past, present, and future of AI agents: new programs that will begin doing incredible amounts of work for us humans in astonishing ways that are a thrill to talk about. Bret believes agents will become a meaningful part of the future and transform the ways in which we interact with technology. We discuss a strategic approach to AI integration, the different categories of agents and their scopes, and the essentials of craftsmanship. Please enjoy this discussion with Bret Taylor.
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Ridgeline. Ridgeline has built a complete, real-time, modern operating system for investment managers. It handles trading, portfolio management, compliance, customer reporting, and much more through an all-in-one real-time cloud platform. I think this platform will become the standard for investment managers, and if you run an investing firm, I highly recommend you find time to speak with them. Head to ridgelineapps.com to learn more about the platform.
—
This episode is brought to you by Tegus, where we're changing the game in investment research. Step away from outdated, inefficient methods and into the future with our platform, proudly hosting over 100,000 transcripts – with over 25,000 transcripts added just this year alone. Our platform grows eight times faster and adds twice as much monthly content as our competitors, putting us at the forefront of the industry. Plus, with 75% of private market transcripts available exclusively on Tegus, we offer insights you simply can't find elsewhere. See the difference a vast, quality-driven transcript library makes. Unlock your free trial at tegus.com/patrick.
-----
Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.
Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
Show Notes:
(00:00:00) Welcome to Invest Like the Best
(00:04:27) The Dynamics of Small Teams in Software Development
(00:05:46) Challenges of Large Teams and Bureaucracy
(00:06:27) The Google Maps Legendary Rewrite Story
(00:13:59) Introduction to AI Agents
(00:16:48) Types of AI Agents and Their Applications
(00:22:15) Building Robust AI Agents for Customer Experience
(00:33:28) The Future of AI Agents and Customer Interaction
(00:45:12) Impact of AI on Productivity and Inequality
(00:51:05) Technological Evolution and Societal Changes
(00:56:25) The Role of Multimodal Models in AI
(00:57:19) The Future of Human-Computer Interaction
(01:00:15) Building Companies in the AI Era
(01:05:36) OpenAI's Unique Structure and Mission
(01:11:22) Insights on Sales and Customer Success
(01:20:06) Balancing Ambition and Personal Life
(01:21:35) Preparing for the Agent Era
(01:26:20) The Kindest Thing Anyone Has Ever Done for Bret -
My guest this week is Gavin Baker. Gavin is the managing partner and CIO of Atreides Management, and he has been on the show many times before. He is one of my favorite investors to talk to and this may be my favorite conversation with him. Gavin first started covering Nvidia as an investor at the turn of the millennium, making him the perfect guest to discuss all things AI and investing. There is so much detail in this discussion and I’m incredibly grateful to Gavin for sharing his wisdom with us again. Please enjoy this fantastic conversation with Gavin Baker.
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Ramp. Ramp’s mission is to help companies manage their spend in a way that reduces expenses and frees up time for teams to work on more valuable projects. Ramp is the fastest-growing FinTech company in history and it’s backed by more of my favorite past guests (at least 16 of them!) than probably any other company I’m aware of. It’s also notable that many best-in-class businesses use Ramp—companies like Airbnb, Anduril, and Shopify, as well as investors like Sequoia Capital and Vista Equity. They use Ramp to manage their spending, automate tedious financial processes, and reinvest saved dollars and hours into growth. At Colossus and Positive Sum, we use Ramp for exactly the same reason. Go to Ramp.com/invest to sign up for free and get a $250 welcome bonus.
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This episode is brought to you by Tegus, where we're changing the game in investment research. Step away from outdated, inefficient methods and into the future with our platform, proudly hosting over 100,000 transcripts – with over 25,000 transcripts added just this year alone. Our platform grows eight times faster and adds twice as much monthly content as our competitors, putting us at the forefront of the industry. Plus, with 75% of private market transcripts available exclusively on Tegus, we offer insights you simply can't find elsewhere. See the difference a vast, quality-driven transcript library makes. Unlock your free trial at tegus.com/patrick.
-----
Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.
Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
Show Notes:
(00:00:00) Welcome to Invest Like the Best
(00:04:42) The Magnificent Seven and Tech Competition
(00:06:29) Generative AI and Scaling Laws
(00:08:36) Challenges in AI Infrastructure
(00:15:02) The Future of AI and Data Centers
(00:17:51) Efficiency in AI Models
(00:35:14) Synthetic Data and AI Training
(00:42:37) Inference and the Role of Smartphones
(00:48:35) Investment Implications in AI
(00:49:09) Opportunities for New Companies
(00:51:20) Challenges at the Application Layer
(00:52:25) AI's Impact on Advertising
(00:53:40) AI ROI Debate
(00:54:39) SaaS Metrics and AI Disruption
(00:55:59) AI-First Application Companies
(01:00:50) The Future of Robotics
(01:14:01) Leadership in Tech Giants
(01:24:05) The Evolution of Investing -
Today, we’re replaying a conversation between John Collison and Charlie Munger that we first aired on 5 December 2023. Charlie said, “The best thing a human being can do is to help another human being know more.” He does just that in this interview. Please enjoy, and may Charlie Rest in Peace.
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Ridgeline. Ridgeline has built a complete, real-time, modern operating system for investment managers. It handles trading, portfolio management, compliance, customer reporting, and much more through an all-in-one real-time cloud platform. I think this platform will become the standard for investment managers, and if you run an investing firm, I highly recommend you find time to speak with them. Head to ridgelineapps.com to learn more about the platform.
—
This episode is brought to you by Tegus, where we're changing the game in investment research. Step away from outdated, inefficient methods and into the future with our platform, proudly hosting over 100,000 transcripts – with over 25,000 transcripts added just this year alone. Our platform grows eight times faster and adds twice as much monthly content as our competitors, putting us at the forefront of the industry. Plus, with 75% of private market transcripts available exclusively on Tegus, we offer insights you simply can't find elsewhere. See the difference a vast, quality-driven transcript library makes. Unlock your free trial at tegus.com/patrick.
-----
Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Show Notes
(00:00:00) Welcome to Invest Like the Best
(00:03:52) The fixation on evaluating business quality
(00:05:58) Learning the big ideas across various disciplines
(00:10:03) The issue of adverse selection in legal services
(00:11:42) Societal solutions for the opioid crisis
(00:17:34) Reasons for not investing in Amazon
(00:20:38) Explaining Costco's model
(00:29:08) Discussing the increasing challenges in investing
(00:32:08) Ingredients for long-term success in business
(00:33:18) Debating cryptocurrency
(00:37:37) Offering guidance for navigating a potential recession
(00:38:56) Reflecting on the state of American society
(00:45:20) Sharing a passion for architecture
(00:54:13) “Win-win” business
(00:57:53) Countering arguments against capitalism
(00:60:42) The origins of Poor Charlie's Almanack
(01:05:14) Building a productive partnership
(01:08:55) Opining on the SEC
(01:12:22) Highlighting investment concerns
(01:16:31) Reasons for optimism about China
(01:32:14) The unique aspects of Berkshire Hathaway -
My guest today is Vlad Tenev. Vlad is the CEO and co-founder of Robinhood. It was such a treat to sit down with him and discuss the behind-the-scenes of a revolutionary business we all know well. He details Robinhood’s journey to zero-cost trading and what it means to build a consumer-centric financial product. Vlad believes in finding the harmonies across mathematics and art and applies this lens to everything he builds. We discuss Robinhood’s new credit card and more products on the horizon, the company’s toughest moments, including the Gamestop episode, and the compelling future of AI in financial services. Please enjoy this conversation with Vlad Tenev.
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Ridgeline. Ridgeline has built a complete, real-time, modern operating system for investment managers. It handles trading, portfolio management, compliance, customer reporting, and much more through an all-in-one real-time cloud platform. I think this platform will become the standard for investment managers, and if you run an investing firm, I highly recommend you find time to speak with them. Head to ridgelineapps.com to learn more about the platform.
This episode is brought to you by Tegus, where we're changing the game in investment research. Step away from outdated, inefficient methods and into the future with our platform, proudly hosting over 100,000 transcripts – with over 25,000 transcripts added just this year alone. Our platform grows eight times faster and adds twice as much monthly content as our competitors, putting us at the forefront of the industry. Plus, with 75% of private market transcripts available exclusively on Tegus, we offer insights you simply can't find elsewhere. See the difference a vast, quality-driven transcript library makes. Unlock your free trial at tegus.com/patrick.
-----
Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.
Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
Show Notes:
(00:00:00) Welcome to Invest Like the Best
(00:03:56) The Next Frontier in AI: Reasoning and Logical Deductions
(00:06:19) Challenges and Approaches in AI Development
(00:09:08) Formal Mathematics and AI Integration
(00:11:23) Practical Applications of Mathematical Superintelligence
(00:17:30) Robinhood's Journey to Zero-Cost Trading
(00:24:38) Building a Consumer-Friendly Trading Platform
(00:28:52) Robinhood Gold and the Future of Financial Services
(00:35:51) Understanding Robinhood's Business Model
(00:42:34) Navigating the GameStop Crisis
(00:49:17) Improving Customer Satisfaction
(00:52:43) Reputation Repair
(00:54:52) The Future of Financial Services
(00:59:06) Crypto and AI in Finance
(01:08:09) Building a High-Performance Culture
(01:11:42) The Kindest Thing Anyone Has Ever Done for Vlad -
My guest today is Sarah Guo. Sarah is the founder and CEO of Conviction, an early-stage venture capital firm built to serve AI companies. She started Conviction in 2022 after 9 years at Greylock because she believes AI is the most important technological advancement of our lifetime. In our conversation, Sarah discusses the challenges and rewards of leaving an established investing firm to start her own venture. She shares her unique perspective on the AI landscape and reveals her predictions for what we should expect on the AI frontier. Please enjoy this great conversation with the very impressive Sarah Guo.
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Ridgeline. Ridgeline has built a complete, real-time, modern operating system for investment managers. It handles trading, portfolio management, compliance, customer reporting, and much more through an all-in-one real-time cloud platform. I think this platform will become the standard for investment managers, and if you run an investing firm, I highly recommend you find time to speak with them. Head to ridgelineapps.com to learn more about the platform.
-----
This episode is brought to you by Tegus, where we're changing the game in investment research. Step away from outdated, inefficient methods and into the future with our platform, proudly hosting over 100,000 transcripts – with over 25,000 transcripts added just this year alone. Our platform grows eight times faster and adds twice as much monthly content as our competitors, putting us at the forefront of the industry. Plus, with 75% of private market transcripts available exclusively on Tegus, we offer insights you simply can't find elsewhere. See the difference a vast, quality-driven transcript library makes. Unlock your free trial at tegus.com/patrick.
-----
Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.
Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
Show Notes:
(00:00:00) Our Partners: Ridgeline and Tegus
(00:03:30) Welcome to Invest Like the Best
(00:04:30) Introduction & Recruiting in Venture Capital
(00:05:06) Key Traits for Early-Stage Venture Capitalists
(00:06:57) Lessons from Early Investments
(00:07:47) The Journey of Building a Company
(00:09:01) The Decision to Start Conviction
(00:11:36) Launching Conviction and Initial Steps
(00:13:43) First Investment at Conviction
(00:14:00) Evaluating AI Application Companies
(00:16:29) Challenges and Opportunities in AI Applications
(00:23:57) Minimum Viable Quality in AI Products
(00:33:19) Future of AI and Frontier Models
(00:38:56) The Unpredictable Future of AI
(00:40:16) The Importance of Efficiency in AI Models
(00:44:28) The Business of AI: Costs and Margins
(00:45:47) Infrastructure and Hardware Challenges
(00:48:54) The Competitive Landscape of AI Chips
(00:54:24) The Future of AI and Society
(00:56:34) Opportunities and Innovations in AI
(01:02:09) Concerns and Ethical Considerations
(01:03:36) Debates and Research in AI
(01:09:01) Personal Reflections and Closing Thoughts -
My guest today is Hemant Taneja. Hemant is the CEO and Managing Director of General Catalyst, the global venture capital firm you’ll hear us refer to as GC. GC has set out to build resiliency across critical industries worldwide. The firm leverages technology to retool sectors such as healthcare, energy, defense, and manufacturing and explores innovative capital structures to support founders and businesses. Hemant discusses how the firm is positioned to respond to the aftermath of crises, including the pandemic, wars, energy issues, and beyond. We also discuss the building of a category-defining healthcare company, Livongo and much more. Please enjoy this conversation with Hemant Taneja.
Listen to Founders Podcast
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Ramp. Ramp’s mission is to help companies manage their spend in a way that reduces expenses and frees up time for teams to work on more valuable projects. Ramp is the fastest growing FinTech company in history and it’s backed by more of my favorite past guests (at least 16 of them!) than probably any other company I’m aware of. It’s also notable that many best-in-class businesses use Ramp—companies like Airbnb, Anduril, and Shopify, as well as investors like Sequoia Capital and Vista Equity. They use Ramp to manage their spending, automate tedious financial processes, and reinvest saved dollars and hours into growth. At Colossus and Positive Sum, we use Ramp for exactly the same reason. Go to Ramp.com/invest to sign up for free and get a $250 welcome bonus.
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This episode is brought to you by Tegus, where we're changing the game in investment research. Step away from outdated, inefficient methods and into the future with our platform, proudly hosting over 100,000 transcripts – with over 25,000 transcripts added just this year alone. Our platform grows eight times faster and adds twice as much monthly content as our competitors, putting us at the forefront of the industry. Plus, with 75% of private market transcripts available exclusively on Tegus, we offer insights you simply can't find elsewhere. See the difference a vast, quality-driven transcript library makes. Unlock your free trial at tegus.com/patrick.
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Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.
Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
Show Notes:
(00:00:00) Our Partners: Ramp and Tegus
(00:03:00) Welcome to Invest Like the Best
(00:03:57) Introducing Hemant Taneja and General Catalyst
(00:04:17) Global Resilience and Innovation Post-Pandemic
(00:05:56) Re-Globalization and Manufacturing
(00:07:03) Building Livongo: A 20-Year Overnight Success
(00:13:23) Aligning Incentives in Healthcare
(00:15:40) Re-imagining the Investment Business
(00:20:54) Evolution of General Catalyst
(00:27:04) Succession and Trust in Asset Management
(00:35:00) Founder-Centric Capital Goals
(00:36:32) Balancing Growth and Liquidity
(00:41:39) AI and Onshoring Productivity
(00:47:10) Defense Investments and Ethics
(00:50:11) Geopolitics and Regulation
(00:53:16) Reflections on Leadership and Strategy
(01:01:14) Hemant's Future Plans
(01:02:55) The Kindest Thing Anyone Has Ever Done for Him -
Today we are replaying one of our most popular episodes from last year with Jeremy Giffon. I spend all my time trying to find people who have some “singularity” to them. People who seem like they can do an N of 1 something. Having spent many days with Jeremy, he strikes me as one of those people. He was the first employee and general partner at private equity firm/holding company Tiny, which buys and holds internet and technology-focused businesses. Prior to that, he was on the founding team of MediaCore, which was acquired by Workday.
The focus of our discussion is on esoteric opportunities that exist in private markets and how misaligned incentives and coordination problems create special situations for people like Jeremy to invest in. The rest of the conversation is wide-ranging and covers everything from compensation advice to meeting your heroes. Please enjoy my discussion with Jeremy Giffon.
Listen to Founders Podcast
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Tegus, where we're changing the game in investment research. Step away from outdated, inefficient methods and into the future with our platform, proudly hosting over 100,000 transcripts – with over 25,000 transcripts added just this year alone. Our platform grows eight times faster and adds twice as much monthly content as our competitors, putting us at the forefront of the industry. Plus, with 75% of private market transcripts available exclusively on Tegus, we offer insights you simply can't find elsewhere. See the difference a vast, quality-driven transcript library makes. Unlock your free trial at tegus.com/patrick.
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Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.
Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
Show Notes
(00:00:00) Welcome to Invest Like the Best
(00:03:15) What defines the nature of a perfect business in his mind
(00:05:21) Key characteristics he’d look for in a perfect investment
(00:09:58) Coordination problems that excite him
(00:14:02) Raising funds and ghostship companies
(00:16:17) Examples of a special situations transaction in private markets
(00:18:55) Building up a sourcing mechanism
(00:22:18) The biggest mistakes he’s seen in buying and selling companies
(00:25:42) Refining the underwriting process
(00:28:57) Thoughts about minimum rates of return and multiples on capital for the investments he makes
(00:30:44) Being lazy enough to wait for good deals on enduring businesses
(00:33:32) Why people do things they don’t like
(00:35:47) Whether or not he feels like he knows what he wants in life
(00:42:58) Hiring CEOs
(00:44:54) Really good respective returns in low risk companies and why those opportunities continue to persist
(00:47:05) Tactics for negotiating with and sourcing CEOs
(00:50:37) Binaries - pre and post fall
(00:55:58) Being hard to kill
(00:59:15) His favorite interview question
(01:06:07) Having an audience is incredibly underpriced
(01:10:13) What else is significantly underpriced
(01:12:14) Things he feels are overpriced today writ large
(01:15:54) Criticisms of the cult of learning
(01:20:21) The one call that everyone needs to make
(01:27:18) Meeting your heroes and having mentors
(01:30:48) Notable differences between the business environments of Canada and the US
(01:33:13) Lessons learned from people he admires and models for seeing the world
(01:35:35) Views he holds that would make people scratch their heads
(01:40:02) The kindest thing anyone has ever done for Jeremy -
Today, we are replaying what we call a forever episode, which are the few episodes of our show that we think will be as popular a decade from now as they are today. Every time I re-listen to this episode with David Senra, I leave wildly energized and wanting to share that feeling. So we are re-releasing it today for anyone who missed it the first time or hadn't yet discovered Invest Like the Best.
David Senra has studied history’s great founders and entrepreneurs in more depth than anyone I’ve ever met, and I’d wager more than anyone else alive. In this conversation, we cover many of the most common themes he’s discovered studying hundreds of entrepreneurs like Estée Lauder, John Rockefeller, Enzo Ferrari, and Edwin Land. Please enjoy this great conversation with David Senra.
Listen to Founders Podcast
For the full show notes, transcript, and links to mentioned content, check out the episode page here.
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This episode is brought to you by Tegus, where we're changing the game in investment research. Step away from outdated, inefficient methods and into the future with our platform, proudly hosting over 100,000 transcripts – with over 25,000 transcripts added just this year alone. Our platform grows eight times faster and adds twice as much monthly content as our competitors, putting us at the forefront of the industry. Plus, with 75% of private market transcripts available exclusively on Tegus, we offer insights you simply can't find elsewhere. See the difference a vast, quality-driven transcript library makes. Unlock your free trial at tegus.com/patrick.
-----
Invest Like the Best is a property of Colossus, LLC. For more episodes of Invest Like the Best, visit joincolossus.com/episodes.
Past guests include Tobi Lutke, Kevin Systrom, Mike Krieger, John Collison, Kat Cole, Marc Andreessen, Matthew Ball, Bill Gurley, Anu Hariharan, Ben Thompson, and many more.
Stay up to date on all our podcasts by signing up to Colossus Weekly, our quick dive every Sunday highlighting the top business and investing concepts from our podcasts and the best of what we read that week. Sign up here.
Follow us on Twitter: @patrick_oshag | @JoinColossus
Editing and post-production work for this episode was provided by The Podcast Consultant (https://thepodcastconsultant.com).
Show Notes
[00:00:00] Welcome to Invest Like the Best
[00:03:01] First question - When he first fell in love with reading
[00:07:01] What’s rooted in his own history that’s made him obsessive about studying history’s great entrepreneurs and founders - Founders Podcast
[00:10:34] The first time he connected with someone as a positive role model that he was reading about
[00:13:45] How often obsession is apparent in the founders he’s studied across hundreds of biographies
[00:18:08] What is often behind obsession and how people listening can apply the lessons to their own lives
[00:22:45] The dynamic and relationship between inspiration and perspiration
[00:27:11] Commonalities between the layers of leadership and support underneath founders
[00:31:52] Where else he’s seen ego rear its head in good and bad ways
[00:38:34] How often do great founders break the law or enter gray areas of it
[00:41:22] The role constant learning and listening plays in success
[00:45:12] Talking about how anything worth doing is worth doing to excess
[00:52:18] Describing the soul of founders and businesses
[00:58:39] What he’s learned about all of these founders as it relates to marketing
[01:04:38] A common story that process is often art
[01:08:10] Who David's idols are in podcasting
[01:14:55] Major aspects of people he’s studied that haven’t been discussed yet
[01:19:55] The kindest thing anyone has ever done for David - Montre plus
![Brad Jacobs - Think Big and Move Fast - [Invest Like the Best, REPLAY]](https://is5-ssl.mzstatic.com/image/thumb/Podcasts116/v4/57/02/66/570266c2-9e24-a734-a59b-ca2d459879e4/mza_11791704660172946098.jpeg/80x80bb.jpg)