Startups grow faster and avoid costly mistakes when they learn from those who came before them. In each episode, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
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Bret Taylor is the CEO of Sierra and Chairman of the Board of OpenAI. He previously served as co-CEO of Salesforce. I sat down with Bret to explore how the AI revolution compares to previous platform shifts and what it means for both startups and incumbents navigating this transition.
(00:00) Introduction and Recent Milestone
(00:38) AI Market and Historical Comparisons
(02:30) Competitive Landscape and Business Models
(06:02) Outcome-Based Pricing and Value Creation
(13:52) Technological Shifts and Business Transitions
(26:32) Adoption Challenges and Forward Deployed Engineering
(37:21) Early Investment in Snowflake and Cloud Strategy
(38:02) Enterprise Software Market Dynamics
(38:38) AI Agents and Implementation Costs
(41:06) Democratization of Software Development
(43:35) The Future of Software Companies and AI Agents
(49:36) Consumer Behavior and AI Agents
(58:56) The Role of AI in Customer Experience
(01:01:25) Career Advice in the Age of AI
Executive Producer: Rashad Assir
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎙 Listen to the show
Apple Podcasts: https://podcasts.apple.com/us/podcast/the-logan-bartlett-show/id1606770839
Spotify: https://open.spotify.com/show/5WqBqDb4br3LlyVrdqOYYb?si=3076e6c1b5c94d63&nd=1
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About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.
Logan is joined by Marc Benioff, the legendary co-founder and CEO of Salesforce, for a wide-ranging conversation on the rise of AI in enterprises. Marc explains how Salesforce has become the testing ground for its own “agentic” technology, using AI agents to handle customer support, boost sales, and transform marketing. He also shares his perspective on what’s hype vs. reality in the AI race, the opportunities for startups, and why the future is about humans and agents working together.
(00:00) Introduction and Salesforce's Lead Management
(00:35) Reflecting on the Last Eight Months
(01:14) The Impact of AI on Salesforce Operations
(02:15) AI's Role in Customer Support and Sales
(03:45) Salesforce's Vision for an Agentic Enterprise
(05:00) Public Market Sentiment and AI Adoption
(06:15) Salesforce's Data and Application Foundations
(08:13) The Future of CRM and ITSM Markets
(12:57) Managing Agents and Human Workers
(17:45) Salesforce's Growth and AI Product Line
(19:38) Pricing Models and Customer Success Stories
(23:26) The Role of AI in Different Market Segments
(28:51) Salesforce Ventures and Startup Investments
(36:05) Advice for Young Professionals and Future Trends
(41:04) Dreamforce
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎙 Listen to the show
Apple Podcasts: https://podcasts.apple.com/us/podcast/the-logan-bartlett-show/id1606770839
Spotify: https://open.spotify.com/show/5WqBqDb4br3LlyVrdqOYYb?si=3076e6c1b5c94d63&nd=1
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🐦 Twitter - https://twitter.com/loganbartshow
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.
Joe Hudson is the founder of The Art of Accomplishment and has worked with many top leaders in Silicon Valley, including Sam Altman and executives from Apple, Google, the NBA, and more. He coaches the research and compute teams at OpenAI and works with all the major AI companies.
With a background in international stock lending and venture capital, and now a reknowned executive coach, Joe brings a unique perspective on business and the world. In this conversation, he shares many of the principles he uses to help top leaders adopt to maximize impact and achievement.
(00:00) Intro
(00:36) The Journey of Self-Inquiry
(02:30) Impact of Self-Reflection on Coaching
(03:50) Defining the Role of a Coach
(07:23) Emotional Clarity vs. Emotional Intelligence
(11:22) Achieving Emotional Clarity in Leadership
(15:20) The Art of Accomplishment
(18:33) Time Horizons and Incremental Improvements
(21:18) Common Challenges for High Achievers
(27:21) Self-Reliance and Team Dynamics
(31:10) Coaching in the AI World
(34:51) Reflections on AI and World War II
(37:07) Skepticism and Trust in AI
(42:30) Embracing Change and Transformation
(50:04) The Importance of Experimentation in Business
(57:45) Self-Awareness and Leadership
(01:02:14) Practical Steps for Personal and Organizational Growth
Learn more about Joe’s work:
- Learn more + complimentary transformation guide: artofaccomplishment.com
- Art of Accomplishment Podcast (Spotify / YouTube)
- Daily insights on Twitter: @FU_Joehudson
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎙 Listen to the show
Apple Podcasts: https://podcasts.apple.com/us/podcast/the-logan-bartlett-show/id1606770839
Spotify: https://open.spotify.com/show/5WqBqDb4br3LlyVrdqOYYb?si=3076e6c1b5c94d63&nd=1
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
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🐦 Twitter - https://twitter.com/loganbartshow
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.
Chris Degnan is one of the most legendary CROs of this generation. He joined Snowflake as employee #13 and the 1st sales hire. He scaled the sales org from 0 to over $3B in ARR, spanned four CEOs, and retired as CRO after 11 years.
In his first podcast post-retirement, Chris opened his CRO playbook, from early enablement to hiring rigor and fending off threats from competitors. He also reflects on lessons from working with leaders like Frank Slootman, John McMahon, and Sridhar Ramaswamy. If you’re a founder or running sales at a startup, this one is for you.
(00:00) Introduction to Chris's Journey at Snowflake
(01:47) Navigating Leadership Changes
(04:39) The Importance of Sales Methodology and Enablement
(10:22) Near-Death Experiences and Company Resilience
(13:39) Building a Strong Sales Organization
(27:25) Hiring and Scaling the Sales Team
(34:52) Board Dynamics and Mentorship
(44:29) The Influence of John McMahon
(46:22) Leadership Styles and Intuition
(46:56) Launching Snowflake Japan
(49:39) Learning from Leaders
(55:10) The Importance of Competitive Moats
(59:12) Snowflake vs. Databricks
(01:07:45) Public vs. Private Markets
(01:14:03) Sales and Marketing Synergy
(01:26:17) Final Thoughts and Future Plans
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎙 Listen to the show
Apple Podcasts: https://podcasts.apple.com/us/podcast/the-logan-bartlett-show/id1606770839
Spotify: https://open.spotify.com/show/5WqBqDb4br3LlyVrdqOYYb?si=3076e6c1b5c94d63&nd=1
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
Follow on Socials
📸 Instagram - https://www.instagram.com/theloganbartlettshow
🐦 Twitter - https://twitter.com/loganbartshow
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.
Logan sits down with Bipul Sinha, CEO and co-founder of Rubrik and former VC at Lightspeed and Blumberg Capital. Bipul shares what he learned transitioning from investor to founder, why intuition beats expertise, and how he built Rubrik into a category-defining business by betting on uncool ideas. They talk product-market fit in the AI era, what most VCs get wrong today, and why the enterprise IT market is still just getting started. It’s a conversation packed with hard-earned wisdom and bold takes on building lasting companies.
(00:00) Intro
(01:42) Transitioning from VC to Founder
(02:27) The Genesis of Rubrik
(03:30) Navigating Uncertainty in Business
(06:57) Product Market Fit and Early Success
(08:56) Evolving with the Market
(13:14) AI and Data Security
(18:53) Leadership and Intuition
(28:34) Building a Transparent Culture
(31:52) Handling Tough Questions in Board Meetings
(33:28) Changing Perspectives Over Time
(34:57) Traits of Successful Entrepreneurs
(36:46) The Future of Venture Capital and Startups
(40:38) Balancing Forward and Lateral Motion in Business
(42:35) The Impact of AI on Various Industries
(01:00:28) The Evolution of Work and Technology
(01:02:52) Fostering a Collaborative Company Culture
(01:04:56) Looking Ahead: The Future of Rubrik
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎙 Listen to the show
Apple Podcasts: https://podcasts.apple.com/us/podcast/the-logan-bartlett-show/id1606770839
Spotify: https://open.spotify.com/show/5WqBqDb4br3LlyVrdqOYYb?si=3076e6c1b5c94d63&nd=1
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
Follow on Socials
📸 Instagram - https://www.instagram.com/theloganbartlettshow
🐦 Twitter - https://twitter.com/loganbartshow
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.
Rick Smith (CEO, Axon) joined Logan to share the 30-year journey of building a nearly $50B public company behind the TASER, police body cameras, and now AI-powered tools like Draft One. He talks about taking Axon public in the early 2000s, navigating intense public scrutiny, and evolving from a controversial hardware startup into a software and AI pioneer. Rick also reflects on leadership lessons, regulatory battles, and his long-term mission to make the bullet obsolete. It’s a candid and compelling conversation with one of the most unconventional founders in tech.
(00:00) Intro
(01:31) Axon: Reducing Violence Through Technology
(02:12) The Evolution of Axon: From Taser to Body Cameras
(04:56) Challenges and Triumphs: Going Public and Beyond
(07:17) The Impact of Ferguson and the Rise of Body Cameras
(11:16) Navigating Cultural and Business Shifts
(17:04) The Role of AI and Future Innovations
(25:26) The Taser: Technology and Purpose
(34:17) Making the Bullet Obsolete: Future of Law Enforcement
(37:10) Consumer Market Evolution
(37:59) Proving Taser's Viability
(40:17) Targeting Gun Owners
(41:45) Taser-Related Deaths and Media Perception
(48:07) Employee Taser Experience
(50:59) Impact of Body Cameras
(52:43) AI Innovations in Law Enforcement
(56:15) Challenges in Product Development
(01:04:27) Regulatory Hurdles
(01:11:31) Leadership and Company Culture
(01:14:58) Future Vision for Axon
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎙 Listen to the show
Apple Podcasts: https://podcasts.apple.com/us/podcast/the-logan-bartlett-show/id1606770839
Spotify: https://open.spotify.com/show/5WqBqDb4br3LlyVrdqOYYb?si=3076e6c1b5c94d63&nd=1
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
Follow on Socials
📸 Instagram - https://www.instagram.com/theloganbartlettshow
🐦 Twitter - https://twitter.com/loganbartshow
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.
Logan sits down with Jeffrey Katzenberg, Hollywood legend and co-founder of DreamWorks, and Sujay Jaswa, former CFO of Dropbox - together, the duo behind WndrCo. They talk about building enduring companies, bridging tech and media, and what makes a great CEO partnership. The conversation also touches on storytelling as a business superpower and lessons from scaling at different stages. Whether you're a founder or a media nerd, there’s something here for you.
(00:00) Intro
(04:26) The Genesis of the Partnership
(13:06) Building and Investing in Companies
(20:27) The Team and Their Roles
(26:52) Decision-Making Process
(33:25) Balancing Dreams and Skepticism
(35:06) The Dynamics of Partnerships
(37:25) Transitioning to Tech
(38:45) Cultural Differences in Industries
(41:26) The Value of Failure and Success
(44:37) Excitement in Emerging Technologies
(48:23) The Venture Capital Game
(56:42) The Dropbox Talent Network
(01:01:20) AI's Impact on Media and Creativity
(01:06:18) Transitioning to CG Animation at DreamWorks
(01:08:39) Embracing Change in the Intelligence Revolution
(01:11:52) The Role of AI in Enhancing Productivity
(01:14:11) Building a Consumer Cybersecurity Business
(01:23:49) The Mission to Protect Children Online
(01:35:17) Reflections on Partnership and Innovation
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎙 Listen to the show
Apple Podcasts: https://podcasts.apple.com/us/podcast/the-logan-bartlett-show/id1606770839
Spotify: https://open.spotify.com/show/5WqBqDb4br3LlyVrdqOYYb?si=3076e6c1b5c94d63&nd=1
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
Follow on Socials
📸 Instagram - https://www.instagram.com/theloganbartlettshow
🐦 Twitter - https://twitter.com/loganbartshow
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.
In this episode, Logan is joined by Zach Weinberg (Co-Founder/CEO @ Curie.Bio) and Derek Thompson (writer at The Atlantic) for a candid discussion on the state of U.S. healthcare and scientific progress. They unpack what went right, and wrong, with COVID vaccine policy, the public backlash against mRNA technology, and the ripple effects on trust in science.
The conversation also dives into the real reasons behind NIH budget cuts, the economics of drug discovery, and the business incentives in medical R&D. It’s a sharp, thought-provoking look at the intersection of policy, innovation, and public perception.
(00:00) Introduction to Drug Pricing in the US
(00:23) Broad Healthcare Topics and Open-Ended Discussion
(02:37) COVID-19 Vaccines: Successes and Public Perception
(06:21) The Evolution of COVID-19 and Vaccine Efficacy
(07:59) Public Policy and Vaccine Mandates
(13:10) Impact of School Closures and Public Sentiment
(19:23) NIH Funding and the Importance of Basic Research
(25:04) Challenges in Science Funding and Public Perception
(35:19) Government vs. Private Investment in Science
(36:40) Operation Warp Speed: A Case Study
(39:07) Antibiotic Resistance Crisis
(43:22) The Drug Pricing Debate
(44:05) Challenges in Drug Discovery
(54:06) Regulatory Hurdles in Medical R&D
(58:06) The Future of Drug Development
(01:04:19) Concluding Thoughts
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎙 Listen to the show
Apple Podcasts: https://podcasts.apple.com/us/podcast/the-logan-bartlett-show/id1606770839
Spotify: https://open.spotify.com/show/5WqBqDb4br3LlyVrdqOYYb?si=3076e6c1b5c94d63&nd=1
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
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📸 Instagram - https://www.instagram.com/theloganbartlettshow
🐦 Twitter - https://twitter.com/loganbartshow
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.
Yotam Segev is the co-founder and CEO of Cyera, one of the fastest-growing cybersecurity startups in the world. In this episode, he joins Logan to talk about scaling Cyera from 100 to 550 employees in under two years, what it takes to operate at that speed, and why going slow can actually be riskier. They cover lessons from a tough go-to-market year, the emotional conviction behind choosing data security, and how Yotam thinks about platform expansion, hiring, and staying close to customers. It’s a candid look at the mindset and mechanics behind building an elite security company at breakneck pace.
(00:00) Intro
(01:23) Yotam's Journey in Cybersecurity
(02:30) Scaling a Company with Core Values
(05:02) Founding Cyera: From Military to Startup
(07:59) Entering the Venture Ecosystem
(18:19) Early Challenges and Lessons Learned
(22:36) Achieving Product-Market Fit
(33:01) Ambitious Goals and Rapid Growth
(37:39) The Future of Cybersecurity
(39:07) The Cybersecurity Paradigm Shift
(39:47) Entrepreneurship and Innovation in Cybersecurity
(40:25) The Cat and Mouse Game of Cybersecurity
(42:47) Traits of Effective CISOs
(43:55) Expanding the Cybersecurity Platform
(52:36) The Role of AI in Cybersecurity
(01:03:25) The Impact of the October 2023 Attack on Israel
(01:08:27) Leadership and Company Culture at Cyera
(01:12:33) Reflections on Success and Future Goals
(01:21:37) Fundraising and Partnerships
(01:26:07) Hiring and Company Growth
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎙 Listen to the show
Apple Podcasts: https://podcasts.apple.com/us/podcast/the-logan-bartlett-show/id1606770839
Spotify: https://open.spotify.com/show/5WqBqDb4br3LlyVrdqOYYb?si=3076e6c1b5c94d63&nd=1
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
Follow on Socials
📸 Instagram - https://www.instagram.com/theloganbartlettshow
🐦 Twitter - https://twitter.com/loganbartshow
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.
Ben Lamm, founder and CEO of Colossal Biosciences, joined the show to talk about the science (and business) of bringing extinct species back to life. Backed by top scientists and investors, Colossal is using advanced gene editing and synthetic biology to recreate animals like the woolly mammoth and dire wolf. Ben walks us through the technology, ethical considerations, and commercialization paths, including tech spinouts and conservation credits. It’s a wild conversation at the intersection of Jurassic Park and deep tech.
Blake Scholl, founder and CEO of Boom Supersonic, is leading the boldest effort in decades to bring back commercial supersonic flight—this time with product-market fit.
We talk about what went wrong with the world’s first try at supersonic commercial aircraft (launched in the 70s), why Boeing hasn’t introduced a new plane in over a decade, and how Blake’s startup is building a jet that flies 2x faster than today’s aircraft—without the sonic boom. This episode is a crash course in engineering ambition, regulatory dysfunction, and what it takes to defy gravity and incumbents.
(00:00) Intro
(00:40) The History and Evolution of Aviation
(01:12) The Rise and Fall of Concorde
(05:25) The Impact of Government and Founders on Innovation
(08:57) Regulatory Challenges and Business Models
(26:53) Boom's Vision for Supersonic Travel
(47:10) Building Trust with Regulators
(48:16) Challenges in the Aerospace Startup
(49:36) Recruiting Talent from Unlikely Places
(55:47) The Importance of Mission Success Events
(01:01:52) Developing a Custom Jet Engine
(01:22:54) Reindustrialization and Economic Strategy
(01:34:42) Conclusion and Final Thoughts
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎙 Listen to the show
Apple Podcasts: https://podcasts.apple.com/us/podcast/the-logan-bartlett-show/id1606770839
Spotify: https://open.spotify.com/show/5WqBqDb4br3LlyVrdqOYYb?si=3076e6c1b5c94d63&nd=1
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
Follow on Socials
📸 Instagram - https://www.instagram.com/theloganbartlettshow
🐦 Twitter - https://twitter.com/loganbartshow
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.
College sports are going through massive changes—from athlete pay drama to superconference realignment and transfer portal chaos, not to mention the giant class action lawsuit playing out now.
Matt Brown, the publisher behind Extra Points and one of the top experts on the business of college athletics, joined the show to break it all down. We walked through the full history of college sports, the current money dynamics, and where things could be headed.
(00:00) Meet Matt Brown: Expert in College Sports Business
(03:09) The Origins of College Sports
(06:31) The Evolution of College Sports Broadcasting
(14:53) Title IX and Its Impact on College Athletics
(17:53) The 1984 Supreme Court Decision and Its Aftermath
(20:03) The SMU Death Penalty Scandal
(22:19) Conference Realignment and the BCS Era
(28:22) The Rise of Conference Television Networks
(30:23) The Arms Race in College Sports Facilities
(34:41) The Role of Boosters in College Sports
(36:03) Financial Breakdown of Major College Sports Programs
(37:04) Understanding Nonprofit Accounting in College Athletics
(38:20) Revenue Generation in College Sports
(40:34) Athletics as Enrollment Management
(42:04) The Flutie Effect and University Applications
(44:37) Conference Realignment and Financial Instability
(48:58) The O'Bannon Case and Video Game Licensing
(53:59) The Northwestern Unionization Attempt
(58:19) The Alston Case and Educational Awards
(01:02:11) Name, Image, and Likeness (NIL) Marketplaces
(01:05:51) The Role of Collectives in College Sports
(01:12:08) Dependability of Young Campaign Partners
(01:13:03) Transfer Portal and Its Impact
(01:15:56) Rise of NIL Agents and Handlers
(01:17:40) Economic Incentives and Transfer Market
(01:20:37) Challenges in NIL Enforcement
(01:22:48) House Settlement and Future Implications
(01:25:38) Allocation of NIL Funds by Universities
(01:44:26) Potential Super Leagues and Investment Challenges
(01:48:07) Concluding Thoughts on College Sports
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
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About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.
In this episode, Derek Thompson (Writer, The Atlantic) delves into the tumultuous nature of Trump’s trade policies, especially regarding tariffs, and how they impact American manufacturing and global markets. They discuss the constant changes in policy, the resulting uncertainty for industries like automotive and aerospace, and the mismatch between Trump’s ‘madman strategy’ and effective industrial policy. The conversation also explores the broader economic consequences, including stock market volatility, housing affordability issues, and the role of government in promoting economic growth and innovation.
(00:00) Intro
(00:20) Trump's Trade Policy and Its Implications
(01:30) The Uncertainty of Tariff Policies
(02:12) Impact on American Manufacturing
(05:15) Stock Market Reactions
(07:00) Debating the Effectiveness of Tariffs
(10:02) Wall Street vs. Main Street
(18:44) Housing and Healthcare Challenges
(34:53) Historical Context of Housing Regulations
(41:48) The Reality of Construction Jobs
(42:35) The American Dream and Housing Costs
(42:57) The 30-Year Mortgage and Its Impact
(43:48) Comparing Home Ownership to Stock Market Investments
(45:14) Political Reception of the Book 'Abundance'
(46:17) Pro-Business Democrats and Government's Role
(48:38) The Need for Aggressive Democratic Leaders
(51:18) The Importance of Economic Growth
(01:01:26) Debating Government's Role in Industrial Policy
(01:03:34) Challenges in the Semiconductor Industry
(01:13:19) The Housing Problem in New York City
(01:15:26) Conclusion and Final Thoughts
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
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Apple Podcasts: https://podcasts.apple.com/us/podcast/the-logan-bartlett-show/id1606770839
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About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.
Debate between Keith Rabois and Zach Weinberg on what tariffs are actually trying to accomplish. One core theme: Tariffs aren’t fully about “bringing back factories,” but rather a negotiation tool to eliminate foreign trade barriers - ultimately aiming to increase free trade, not restrict it.
We also got into:
- What each of them would do if they were in charge
- Whether the trade deficit is a meaningful metric or just a misunderstood talking point
- If tariffs could be part of an initiative to replace income tax — shifting toward a more consumption-based tax system
- If tariffs could successfully be used as a non-military tool to reduce drug supply to the US
- If there’s a major disconnect between the new administration’s rhetoric and the actual economic goals behind the policy
One of the deepest economic conversations from the show’s recent history — and a rare debate where both sides had real logic behind their views.
(00:00) Introduction and Host's Biases
(00:46) Keith's Perspective on Tariffs
(03:05) Zach's Perspective and Clarifying Questions
(05:14) Debating Tariff Strategies
(07:45) Economic Implications and Free Trade
(13:31) Trump's Tariff Policies and Goals
(16:57) Global Trade and Protectionism
(25:52) Final Thoughts on Tariffs and Trade
(29:16) Discussion on Trade Tariffs and Partners
(30:17) Impact of Tariffs on GDP and Debt
(31:20) Political Coalitions and Trade Policies
(32:00) Tariffs as Consumer Taxes
(33:30) Debate on Trade Deficit and Tariff Rates
(36:53) Regulatory Reforms and Economic Policies
(47:25) Fentanyl Crisis and Trade Negotiations
(51:06) Closing Remarks and Future Topics
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎙 Listen to the show
Apple Podcasts: https://podcasts.apple.com/us/podcast/the-logan-bartlett-show/id1606770839
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About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.
In this freeform episode, Logan sits down with Zach Weinberg (Co-Founder and CEO of Curie.Bio) to break down two of the biggest storylines in tech: tariffs and AI.
They banter through the core arguments for and against tariffs, including national security, domestic employment, and negotiation power. Plus, they revisit what’s happened in past trade wars and share predictions on the real economic consequences this time around.
Logan and Zach also discuss OpenAI’s $40B raise and the broader race for AI dominance—can OpenAI maintain its lead against tech giants like Google and Apple? They debate the limits of product defensibility, the power of platform defaults, and the strategic moves OpenAI might need to make to stay ahead.
Topics include:
The arguments for and against tariffs
What happened during past U.S. tariff cycles—and how this one compares
Whether OpenAI can maintain its edge in a world of native AI platforms
A possible playbook for OpenAI to build user lock-in beyond utility
What this era of AI competition means for the U.S.—and what could derail it
https://fdra.org/wp-content/uploads/2025/03/Trade-War-Lessons-from-the-Past-2025.pdf?utm_source=newsletter&utm_medium=email&utm_campaign=newsletter_axiosmacro&stream=business
(00:00) Intro
(01:35) Liberation Day and Global Trade
(02:13) Freeform Discussion on Various Topics
(02:44) Podcasting and VC Life
(03:32) Debating Tariffs and National Security
(11:26) Arguments Against Tariffs
(22:19) Historical Context of Tariffs
(26:58) Economic Predictions and Stagflation
(33:39) The Forgotten Lessons of Recessions
(36:02) The Fixed vs. Growth Mindset in Economics
(37:17) The Democratic Party's Shift on Economic Policies
(42:33) The Rise of Populism and Its Impact
(50:28) OpenAI's Explosive Growth and Challenges
(54:28) The Competitive Landscape of AI
(58:33) The Future of AI and Consumer Behavior
(01:07:20) The Role of Social Networking in AI's Future
(01:10:43) Wildcard: The Role of XAI and Grok
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: / @redpointai
🎙 Listen to the show
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🎥 Subscribe on YouTube: / @theloganbartlettshow
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About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.
Box CEO Aaron Levie joined the show to share his perspective on how AI is reshaping the enterprise landscape. He shared what his customers are actually thinking about when it comes to AI, the shift from closed to open-source models, and why the biggest opportunities might not be in flashy consumer tools but in workflow automation and data-rich enterprise applications.
Aaron also shares his take on the changing business model dynamics in B2B, including the rise of usage-based pricing, and what it means for the next wave of software companies.
00:00 Introduction to AI in B2B and Consumer Worlds
00:32 Conversation with Aaron Levy: AI in the Enterprise
01:10 Defining a Model Company and AI's Role
02:19 Challenges and Opportunities in AI for Enterprises
03:44 Open Source vs. Commercial AI Models
05:40 The Future of AI Agents
11:42 AI's Impact on Business Models and Pricing
15:16 AI's Potential to Transform Industries
27:14 Comparing AI and Cloud Adoption
30:05 Strategizing AI Implementation
31:08 Customer Adoption and Resistance
32:59 Practical Considerations and Challenges
34:58 Building Flexible AI Architectures
37:57 Exploring Agentic Workflows
41:57 Future of AI in Enterprises
43:36 Rapid Fire Questions on AI Impact
53:20 Exciting AI Features at Box
55:53 Conclusion and Final Thoughts
After unveiling 45 new product announcements this week, Zoom CEO Eric Yuan joined the show to share how he’s thinking about the future of work. He shared how he prioritizes which features to build, his approach to rebuilding company culture, what he’d do differently if he were starting Zoom today, and much more.
(00:00) Intro
(01:14) Eric Yuan on Zoom's Recent Innovations
(02:02) AI Companion and Its Capabilities
(03:23) Zoom's Open Platform and AI Features
(04:36) Customer-Centric AI Development
(06:21) Innovative Features and Real-World Applications
(11:15) Balancing Core and Future Innovations
(13:32) Zoom's AI-First Transformation
(25:05) Security and Data Privacy in AI
(27:46) Customer Feedback Driving Innovation
(29:36) Eric Yuan's Leadership Style
(33:22) Navigating the Pandemic: Rapid Growth and Cultural Challenges
(34:44) Rebuilding Company Culture: The Culture Playbook
(35:45) Continuous Improvement: Daily Self-Reflection
(37:25) Hybrid Work: Embracing the New Normal
(40:31) Founding Zoom: Insights and Challenges
(48:50) Lessons from Early Days: Perseverance and Timing
(53:12) Hiring and Leadership: Building the Right Team
(57:05) Reflections and Future Planning
(01:01:27) Choosing the Right Investors
(01:03:04) The Future of AI and Industry Transformation
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎙 Listen to the show
Apple Podcasts: https://podcasts.apple.com/us/podcast/the-logan-bartlett-show/id1606770839
Spotify: https://open.spotify.com/show/5WqBqDb4br3LlyVrdqOYYb?si=3076e6c1b5c94d63&nd=1
Google Podcasts: https://podcasts.google.com/feed/aHR0cHM6Ly9mZWVkcy5zaW1wbGVjYXN0LmNvbS9zb0hJZkhWbg
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About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.
As tariff drama continues to heat up, Ryan Petersen, CEO of Flexport (one of the hottest freight forwarders in the world) came on the show to unpack the impact. Ryan also dives deep into the hidden world of US shipping, opportunities for AI automation in logistics, reflections on building Flexport, and some supply chain conspiracy theories.
(00:00) Intro
(01:16) Flexport's Mission and Operations
(02:28) Impact of Tariffs on Businesses
(05:15) Navigating New Duties and Regulations
(09:19) Flexport's Strategic Response
(14:39) Challenges in U.S. Shipping Policies
(28:21) Union Influence on Port Automation
(40:35) National Security and Trade Negotiations
(41:06) Tariffs and Business Planning Challenges
(42:16) Investment Opportunities in Ports
(44:02) Port Automation and AI Integration
(45:09) Flexport's Big Tech Launch
(47:02) AI's Role in Supply Chain Management
(53:14) Digitizing Freight Contracts
(58:18) Lessons from Flexport's Growth
(01:09:13) Conspiracy Theories in Shipping
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
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📸 Instagram - https://www.instagram.com/theloganbartlettshow
📱 X - https://twitter.com/loganbartshow
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
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Yamini Rangan, CEO of HubSpot (a $40 billion leader in the CRM space) shares how AI is transforming go-to-market strategies, the key lessons Yamini has learned as a first-time CEO, and the sales tactics she’s mastered.
She also discusses the challenges of navigating major business pivots, including how companies can successfully transition into AI-first businesses and what it takes to stay competitive in an evolving landscape.
(00:00) Intro
(00:56) Yamini Rangan's Background and Career Journey
(02:33) Joining HubSpot and Early Challenges
(03:49) Transition to CEO and Leadership Insights
(07:33) Strategic Planning and Long-Term Vision
(15:15) AI Transformation and Product Innovation
(18:57) AI's Impact on CRM and Future Prospects
(28:51) Content Strategy and Customer Engagement
(37:34) Contextual AI Features for Better Usage
(38:13) Human Expectations and AI
(39:36) AI in Daily Productivity
(42:54) The Art and Science of Sales
(51:05) The Role of Curiosity and Resilience in Sales
(53:23) Evolving Company Culture
(55:27) Leadership Style and Management Lessons
(58:27) Scaling Startups: Lessons from Workday
(01:02:54) The Future of AI and Incumbents
(01:14:10) Concluding Thoughts
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
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About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
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Andy is the founder of Artisanal Ventures and Artisanal Talent, one of Silicon Valley’s top search firms. He’s helped build leadership teams at companies like Databricks, Snowflake, Confluent, Abnormal Security, AcuityMD, and many more.
In this episode, he shares…
- How founders can differentiate in the talent war today
- Maximizing the success rate of executive hires
- Why interviews are a waste of time
- The best ways to do references
- How to choose the right search firm
& more
(00:00) Intro
(02:02) Andy Price's Background and Career Journey
(03:20) The Role of Founders in Hiring
(04:32) Challenges in Early Stage Hiring
(10:08) Importance of Venture Capital Brand
(12:14) Effective Search Processes and Candidate Evaluation
(23:27) Backchannel References and Networking
(29:10) Identifying Key Players in Sales Growth
(29:44) The Importance of Minimal Disruption
(30:40) Effective Founder-Executive Relationships
(30:57) The Role of Soak Time in Differentiation
(31:52) Hiring Strategies for Rapid Growth
(33:42) Common Failure Modes in Hiring
(34:32) Aligning Founder and Executive Expectations
(38:26) Building a Strong Talent Acquisition Team
(40:51) The Talent Wars and Hiring Choke Points
(44:24) Balancing Skill Sets and Company Culture
(47:29) Evaluating and Upleveling Team Members
(49:59) The Importance of Forecasting and Planning
(51:34) Handling Executive Transitions Smoothly
(59:09) The Art of Firing: Best Practices
(59:32) Handling Employee Terminations with Dignity
(01:02:19) Negotiating with Candidates: Tips and Tricks
(01:06:31) Understanding Compensation Trends
(01:08:18) Avoiding Common Founder Mistakes
(01:11:28) Scaling Operations in Hypergrowth
(01:15:00) Navigating the Current VC and Talent Ecosystem
(01:23:34) The Importance of Specialized Search Firms
(01:28:03) Adapting to the New Market Realities
(01:30:46) Final Thoughts and Reflections
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
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About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
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The recent controversy between WordPress and WP Engine put Matt Mullenweg (Co-Founder of WordPress, CEO of Automattic) under intense online scrutiny. In our conversation, he shared lessons from the controversy and managing through crisis, as well as this thoughts on the future of open source AI and more.
(00:00) Intro
(01:17) Controversy with WP Engine
(03:36) Understanding Open Source and Trademarks
(04:36) Automattic's Role and Contributions
(08:26) Navigating Legal Battles and Community Relations
(18:27) Leadership and Personal Resilience
(21:49) The Impact of Social Media on CEOs
(31:22) Future Outlook and Reflections
(32:42) Exploring the Quinn Model and Open Source Innovations
(33:17) The Evolution of AI Interfaces and User Interactions
(35:36) AI as a Writing and Coding Partner
(38:07) The Power of Open Source in AI Development
(40:00) Commoditizing Complements: A Business Strategy
(41:39) The Battle with Shopify and Open Source Models
(42:33) The Impact of Open Source on Market Dynamics
(43:55) USB-C Transition and Gadget Recommendations
(47:53) The Benefits of Sabbaticals
(53:34) The Future of WordPress and Automattic
(59:12) Employee Ownership and Liquidity Programs
(01:04:33) Conclusion and Final Thoughts
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎙 Listen to the show
Apple Podcasts: https://podcasts.apple.com/us/podcast/the-logan-bartlett-show/id1606770839
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About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode, Logan goes behind the scenes with world-class entrepreneurs and investors. If you're interested in the real inside baseball of tech, entrepreneurship, and start-up investing, tune in every Friday for new episodes.
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
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About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
Tap follow and enable notifications to stay ahead of the game.
Two weeks after Oura CEO Tom Hale started tracking and improving his sleep, he recalls, “It was like walking out of a black-and-white movie into a 4K technicolor movie… I’ve been missing this for 30 years.” The experience of feeling 20 again every day inspired him to apply for the Oura CEO role. Now, nearly 3 years into the job, he sat down to discuss what all founders and CEOs should consider when it comes to avoiding burnout and maximizing health and productivity. We covered his experiences with tools like continuous glucose monitoring, his thoughts on the future of wearables, and how AI insights will help us take better control of our health.
(00:00) Intro
(00:53) The Journey with Oura Ring
(01:47) Sleep Optimization and Health Trends
(05:06) Behavioral Changes for Better Sleep
(09:33) Tom Hale's Professional Background
(12:47) Challenges and Opportunities at Oura
(22:50) The Importance of Sleep
(26:05) Health Benefits of Quality Sleep
(28:38) Oura's Unique Position in the Market
(36:47) Consumer Choice and Healthcare Disruption
(40:59) Unexpected Insights from HSA and FSA Spending
(41:36) The Future of Insurance and Wearable Data
(44:40) Preventative Care and Employer Incentives
(47:21) The Impact of Small Choices on Health
(48:52) Artificial Intelligence in Healthcare
(54:08) The Role of Continuous Glucose Monitors
(59:50) Expanding Oura's Market and Product Strategy
(01:12:04) Navigating Leadership and Company Culture
(01:19:22) Future Opportunities and Global Expansion
(01:23:43) Closing Remarks and Reflections
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
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About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
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Jay Chaudhry is the definition of a self-starter. Born in the Himalayas with no running water or electricity until high school, Jay has now scaled Zscaler to a $30B public company. He and his wife went all in many times over—betting their life savings and quitting their jobs to launch their first venture, Secure IT, which became a huge success. Jay then parlayed that into building multiple more self-funded, successful cybersecurity companies before founding Zscaler.
In this episode, Jay shares his playbook for building disruptive companies, how he picks a market, and insights on using AI to combat modern breaches—plus his perspectives on life, family, and money.
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
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About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
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In this episode, Marc Benioff (CEO, Salesforce) responds to Satya Nadella’s recent predictions and shares his thoughts on the current reality of Agi. He dives into the rise of digital labor, the multi-trillion-dollar potential of agentic technology, and what the future split between software and agentic revenue might look like. Marc also discusses why CEOs need to stay grounded in delivering actionable solutions, and he emphasizes the moral obligation businesses have to retrain employees and invest in communities as AI continues to evolve.
(00:00) Intro
(01:45) Salesforce's AI Impact on Business
(03:03) The Future of Digital Labor
(05:28) Agentic AI and Customer Success
(07:42) Salesforce's Competitive Edge
(11:48) Marc Benioff's Response to Satya Nadella
(14:16) The Role of AI in Enterprise Software
(20:14) The Balance of AI and Human Labor
(28:34) Salesforce's Philanthropic Efforts
(36:24) The Future of AI and Regulation
(40:24) Conclusion and Farewell
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
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📸 Instagram - https://www.instagram.com/theloganbartlettshow
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🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
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Eran Zinman entered a crowded category, out-executed everyone, and scaled monday.com into a $14B public company. In my latest conversation with him, he details their unique metric tracking system (dubbed Big Brain) that allows them to do the same amount of work with ½ the people, along with their relentless focus on cash over other metrics, and the little tactics that brought significant ROI (like sending everyone—including investors—a daily SMS with yesterday’s metrics).
(00:00) Introduction to the Logan Bartlett Show
(01:12) The Philosophy Behind Monday.com
(01:29) Building a Flexible Platform
(04:12) Competing in a Crowded Market
(06:21) The Evolution of Monday.com
(13:43) The Importance of Cash Efficiency
(14:22) Big Brain: The In-House Analytics Platform
(23:54) Performance Marketing Strategies
(29:47) AI Integration and Future Prospects
(38:51) Founder Mode and Company Philosophy
(40:53) Learning from Mistakes and Adapting
(43:04) Customer Success and Service Philosophy
(46:53) Building a Strong Company Culture
(51:10) Interviewing and Hiring Best Practices
(54:49) Going Public and Investor Relations
(01:03:38) Co-CEO Model and Partnership
(01:08:34) Future Vision for Monday.com
(01:11:07) Embracing Failure and Continuous Improvement
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
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📸 Instagram - https://www.instagram.com/theloganbartlettshow
📱 X - https://twitter.com/loganbartshow
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
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Glenn Fogel, CEO of Booking Holdings, has built a $170B travel empire that includes brands like http://Booking.com, Priceline, Kayak, and OpenTable. Glenn shares insights into how Booking has grown into a global powerhouse, weathering challenges like tsunamis, wars, 9/11, and the COVID-19 pandemic. We dive into the strategy behind the transformative acquisition of http://Booking.com, which now drives 90% of the company’s revenue, and the key lessons Glenn has learned about M&A success. Glenn also discusses how AI could revolutionize travel, from automating customer service to creating seamless traveler-first experiences.
(00:00) Intro
(01:37) Overview of Booking Holdings
(02:31) Early Days of Priceline and Joining the Company
(03:33) Dot-Com Boom and Financial Challenges
(07:28) Travel Industry Resilience
(07:47) Cultural and Economic Factors in Travel
(09:17) Stock Splits and Employee Incentives
(13:34) Acquisition of Booking.com and Active Hotels
(24:20) Growth and Integration of Acquired Companies
(29:11) Artificial Intelligence in Travel
(30:57) Future of Travel and AI Integration
(38:54) The Greatest Acquirers in History
(39:16) Teamwork in Business Acquisitions
(40:48) Challenges in M&A and Regulatory Hurdles
(41:49) Patterns in Successful and Failed Deals
(46:06) Cultural Alignment in Mergers
(50:31) Brand Management and Integration
(54:14) Regulatory Environment and Smart Regulations
(01:00:11) Post-COVID Business Travel Trends
(01:08:24) Leadership Through Crises
(01:15:33) Technological Advancements in Travel
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
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🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
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Ali Ghodsi, CEO of Databricks (now a $61B company), has become one of the top minds in AI, evolving from researcher to leading one of the biggest AI-centered private companies. In our conversation, he broke down the AI hype cycle in detail and made bold predictions for the future. He also shared his biggest operating lessons from scaling Databricks to a market leader and pivotal moments in his journey.
(00:00) Introduction to AGI and AI Challenges
(01:00) Ali Ghodsi's Journey in AI
(01:38) The Evolution and Impact of AI
(03:59) AI in Enterprises and Consumer Adoption
(05:25) Specialized AI Systems and Data Advantage
(07:32) The Hype Cycle and Future of AI
(08:22) Scaling Laws and Compound AI Systems
(19:52) AI Use Cases and Industry Applications
(28:29) Early Days of Databricks and Spark
(38:43) Taking Over as Interim CEO
(39:00) Focusing on Enterprise Sales
(40:42) Innovating in Open Source
(41:08) Challenges and Pivots in 2015
(44:31) Building and Scaling New Products
(47:57) Leadership Evolution and Advice
(54:45) Hiring and Promoting Leaders
(01:10:44) Future of AI and Databricks
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
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📱 X - https://twitter.com/loganbartshow
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
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Eoghan McCabe returned to the CEO seat at Intercom with a mission to shake things up. Over the past two years, he's been reinventing the company’s culture, leading with zero apologies, and transforming Intercom into an AI-driven powerhouse.
In my latest conversation, we dive into Eoghan’s journey back to Intercom after a two-year break, his blueprint for turning a software company into an AI leader, and the tactics he uses to keep Intercom running like a high-intensity startup. Eoghan also shares his thoughts on personal freedom and his controversial endorsement of Donald Trump.
[0:00] Intro
[1:33] Eoghan McCabe's Return to Intercom
[3:01] Challenges and Learnings
[10:44] Cultural Reset at Intercom
[29:23] AI and the Future of Customer Service
[31:11] Adapting to AI and Market Changes
[43:00] Competitive Landscape and Strategy
[48:29] Future of AI in Customer Service
[50:24] The Evolution of Work
[52:18] Challenges and Rewards of Leadership
[56:45] Media and Public Perception
[1:00:40] Political Endorsements and Reactions
[1:10:11] Freedom Club and Cultural Influence
[1:12:33] HR and Company Culture
[1:29:35] Fundraising and Investor Relations
[1:33:01] Final Reflections and Advice
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
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🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
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What does it take to scale a company from an idea to a $13B industry leader? In my latest episode, Okta CEO Todd McKinnon dives into the essential lessons he’s learned on high-stakes decision-making, managing up to the board, and competing against tech giants like Microsoft.
Todd also reflects on his journey to founding Okta, his bold choice to team up with a co-founder he hardly knew, and the motivations that have fueled him for over seven years as a public company CEO. Some key takeaways…
[0:00] Intro
[0:33] Todd McKinnon's Early Career and Founding Okta
[1:38] Challenges and Psychological Shifts in Leadership
[2:49] Decision Making and Company Culture
[6:10] Milestones and Early Successes
[18:03] The Importance of Market Timing
[30:34] Hiring and Building a Strong Team
[39:22] Setting Expectations with Board Members
[40:50] The Shift in Board Dynamics
[41:41] Maintaining Context and Strategic Input
[43:15] Navigating Public Company Governance
[45:21] Trusting Instincts and Founder Mode
[47:11] Breaking Out of the Echo Chamber
[51:00] The Importance of Prioritization
[53:05] The Loneliness of Innovation
[1:05:33] The Role of a CEO in Decision Making
[1:18:17] The Journey to IPO and Beyond
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
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🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
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Nine months into his role as Snowflake’s CEO, Sridhar Ramaswamy sat down for a candid discussion on the journey so far & what’s ahead.
He uncovered details about his transition to Snowflake CEO, the operational changes he’s put in place to accelerate product development, and his bold predictions for AI’s future—along with how he’s guiding a vision for Snowflake to fit into that landscape.
Sridhar also reflects on how his leadership has evolved, from leading a major Google unit to founding Neeva (acquired by Salesforce) and now running Snowflake.
[0:00] Intro
[0:56] Sridhar’s Journey to Snowflake
[3:37] Snowflake's AI Vision and Cortex AI
[10:35] Innovative Uses of AI at Snowflake
[15:49] Challenges and Future of AI in Business
[21:27] Snowflake's Long-Term AI Aspirations
[25:04] Predictable and Unpredictable Aspects of AI
[26:20] Autonomous Agents and AI Predictions
[27:01] Market Consolidation in AI
[29:54] Journey into AI and Early Experiences
[31:21] The Evolution of AI Models
[32:06] Building Neeva and AI Search Engines
[36:16] Leadership and Product Development at Snowflake
[40:45] Setting Goals and Accountability
[43:25] Leadership Style and Cultural Foundations
[47:25] Career Advice and Finding Your Path
Executive Producer: Rashad Assir
Producer: Leah Clapper
Mixing and editing: Justin Hrabovsky
Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA
🎥 Subscribe on YouTube: https://www.youtube.com/channel/UCugS0jD5IAdoqzjaNYzns7w?sub_confirmation=1
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📸 Instagram - https://www.instagram.com/theloganbartlettshow
📱 X - https://twitter.com/loganbartshow
🎬 Clips on TikTok - https://www.tiktok.com/@theloganbartlettshow
About the Show
Logan Bartlett is a Software Investor at Redpoint Ventures - a Silicon Valley-based VC with $6B AUM and investments in Snowflake, DraftKings, Twilio, and Netflix. In each episode of The Logan Bartlett Show, we sit down with the people behind today’s most important startups and extract the tactics, lessons, and frameworks they’ve learned the hard way. Conversations span hiring to GTM, product, growth, fundraising and everything in between - collectively forming the ultimate playbook to make you a better CEO, investor or board member.
Tap follow and enable notifications to stay ahead of the game.
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