Podcasts about Redpoint

Follow me @samirkaji for my thoughts on the venture market, with a focus on the continued evolution of the VC landscape.In this episode, I sat down with Logan Bartlett, Managing Director of Redpoint Ventures. We explore the evolving landscape of venture capital and startup investing and dive deep into the challenges facing unicorn companies post-2021, the transformative potential of AI, and the critical factors for successful startup investments. Logan shares insights on identifying promising founders, navigating market uncertainties, and the importance of adaptability in both founding teams and venture capital. Key takeaways include the need for founders with rapid learning capabilities, the potential disruption and opportunities in AI, the changing dynamics of startup valuations and exits in a challenging market environment, and so much more.About Logan BartlettLogan Bartlett is a Managing Director at Redpoint Ventures, where he leads early-growth investments in enterprise software, with a focus on infrastructure, SaaS, and AI. Since joining Redpoint in 2020 after six years at Battery Ventures, Bartlett has backed high-growth companies such as Ramp, Cribl, Cyera, Monte Carlo, FloQast, Crossbeam, and Workato. His work has earned him recognition on both the Forbes 30 Under 30 and the Midas Brink lists.Beyond investing, Bartlett hosts The Logan Bartlett Show, a podcast featuring in-depth conversations with top founders, operators, and investors. The show offers insights into startup growth, market cycles, and venture capital strategies, and has become a respected resource within the tech ecosystem.Redpoint Ventures, founded in 1999, is a venture capital firm that partners with visionary founders to create and redefine markets. The firm invests in startups across various stages, from seed to growth, and has backed over 578 companies, including industry giants like Snowflake, Looker, Kustomer, Twilio, and Netflix. With 181 IPOs and M&A exits and managing $7.2 billion across multiple funds, Redpoint's expertise in guiding businesses toward success is well-established.Timestamps:In this episode, we discuss:* Logan Bartlett's Path into Venture Capital (1:46)* The 2021 Unicorn Logjam and Future Outlook (4:38)* AI's Role in Reshaping Legacy Companies (8:32)* Liquidity Challenges and Growth Stage Investing (11:16)* Portfolio Construction and Risk Balance (17:16)* Underwriting Series B Investments (22:41)* Portfolio Composition and Risk Appetite (26:36)* Evaluating AI Companies and Revenue Durability (30:01)* Forecasting and Macro Underwriting (35:32)* Key Investment Decision Criteria (40:11)* Traits of Successful Venture Investors (45:28)* Final Thoughts and Takeaways (49:58)I'd love to know what you took away from this conversation with Logan. Follow me @SamirKaji and give me your insights and questions with the hashtag #ventureunlocked. If you'd like to be considered as a guest or have someone you'd like to hear from (GP or LP), drop me a direct message on X. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit ventureunlocked.substack.com

Ion Stoica helped define the modern data stack. Now he's coming for AI evaluation. From co-founding Databricks and Anyscale to launching LMArena, Ion has shaped the infrastructure underlying some of the biggest shifts in computing. In this conversation, he unpacks what most people get wrong about model evaluation, the infrastructure challenges ahead for agents and heterogeneous compute, and why he believes the U.S. is structurally disadvantaged in open-source AI compared to China. (0:00) Intro(0:49) Launching a New Startup: LMArena(1:01) The Origin of the Vicuna Model(1:54) Challenges in Model Evaluation(6:33) Becoming a Company(7:47) Expanding Evaluation Capabilities(13:48) The Importance of Human-Based Evaluations(18:56) Open Source vs. Proprietary Models(23:05) Infrastructure and Collaboration Challenges(28:22) China's Strategic Advantages in Technology(29:54) Opportunities in AI Infrastructure(31:50) Challenges in AI Model Optimization(35:49) The Role of Data in AI Enterprises(39:31) Reflections on AI Progress and Predictions(50:40) Quickfire With your co-hosts: @jacobeffron - Partner at Redpoint, Former PM Flatiron Health @patrickachase - Partner at Redpoint, Former ML Engineer LinkedIn @ericabrescia - Former COO Github, Founder Bitnami (acq'd by VMWare) @jordan_segall - Partner at Redpoint

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

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

Brendan Foody is the co-founder and CEO of Mercor, a company building the infrastructure for AI-native labor markets. Mercor's platform is already used by top AI labs to label data, evaluate human and AI candidates, and make performance-driven hiring decisions.  They're operating at the intersection of recruiting, evals, and foundation model development—helping companies shift from intuition to measurable prediction. Brendan and his team recently raised $100M and are working with some of the most advanced players in the AI ecosystem today. (0:00) Intro(1:17) State of AI in Talent Evaluation(1:54) Improvements in AI Models(4:07) Mercor Background and Mission(5:09) AI Use Cases in Hiring(13:43) Data Labeling Landscape(16:48) Expanding Beyond Coding(18:39) Company Vision and Market Strategy(21:11) Meeting with xAI(23:47) Does Mercor Use Their Own Product?(25:41) Exploring Multimodal Capabilities(28:03) Skills for the Future: Embracing AI(29:29) The Demand for Software Engineers(34:55) Foundation Model Landscape(38:42) AI Regulations(39:57) Quickfire With your co-hosts: @jacobeffron  - Partner at Redpoint, Former PM Flatiron Health  @patrickachase  - Partner at Redpoint, Former ML Engineer LinkedIn  @ericabrescia  - Former COO Github, Founder Bitnami (acq'd by VMWare)  @jordan_segall  - Partner at Redpoint

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

Jacob and Logan sit down with Max Junestrand, founder and CEO of Legora - a rapidly growing legal AI platform (and Redpoint portfolio company). After announcing their Series B last week, Max joined the show to discuss why law is uniquely suited for AI, what it takes to scale an enterprise-ready product across global markets, and a few crazy moments from Legora's journey so far. They dig into product strategy, lessons on evolving alongside foundational models, and how AI is reshaping the future of law firms. Whether you're building in AI or just curious how it's being applied in complex industries, this one's packed with practical insights. (0:00) Intro(1:30) The Evolution of AI in Law(2:43) AI's Impact on Legal Processes(8:28) Advantages Over Other Players in the AI Law Space(12:19) Challenges in Educating Users(17:28) The Hardest Part of Building Legora(18:46) Pricing Models and Cost Management(25:42) YC Experience and Commercial Focus(28:11) Being Patient When Releasing Products(30:58) Maintaining a Fast-Paced Work Culture(33:24) Rapid Growth and Market Penetration(36:59) Quickfire With your co-hosts: @jacobeffron - Partner at Redpoint, Former PM Flatiron Health @patrickachase - Partner at Redpoint, Former ML Engineer LinkedIn @ericabrescia - Former COO Github, Founder Bitnami (acq'd by VMWare) @jordan_segall - Partner at Redpoint

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

Sholto Douglas, a Member of Technical Staff at Anthropic, joined Unsupervised Learning to break down why coding is the clearest early signal of model progress, how AI agents are already accelerating research, and what it'll take to unlock real-world breakthroughs in fields like biology and robotics. (0:00) Intro(0:48) Claude 4(1:30) Capabilities and Improvements(2:29) Practical Applications and Advice(3:04) Future of AI in Coding(4:38) Managing Multiple AI Models(11:20) The Barrier to Agents is Reliability(16:35) Agents Conducting Research(19:54) Impact of Models on World GDP(25:14) Most Important Metrics in Model Improvement(29:53) Stories of Model Creativity(32:45) How Often Will New Models Be Shipped in the Future?(39:51) Day-to-Day Work of AI Researchers(46:46) The Future of AI and Society(51:26) Quickfire With your co-hosts: @jacobeffron - Partner at Redpoint, Former PM Flatiron Health @patrickachase - Partner at Redpoint, Former ML Engineer LinkedIn @ericabrescia - Former COO Github, Founder Bitnami (acq'd by VMWare) @jordan_segall - Partner at Redpoint

Roman Gershman is Co-Founder & CTO of Dragonfly, the drop-in Redis replacement for heavy data workloads that has significant performance, cost, and scale benefits. Their open source dragonflydb has 28K stars on GitHub. Dragonfly has raised $21M from investors including Quiet Capital and Redpoint. In this episode, we dig into:The challenges with Redis The users that have really benefitted from Dragonfly (high scale + real-time needs - gaming, B2C) The benefits of being multi-threaded How they got some of their bigger users / customers like Twilio, SoFi, and Spotify

The recent AI 2027 report sparked widespread discussion with its stark warnings about the near-term risks of unaligned AI.Authors @Daniel Kokotajlo (former OpenAI researcher now focused full-time on alignment through his nonprofit, @AI Futures, and one of TIME's 100 most influential people in AI) and @Thomas Larsen joined the show to unpack their findings.We talk through the key takeaways from the report, its policy implications, and what they believe it will take to build safer, more aligned models. (0:00) Intro(1:15) Overview of AI 2027(2:32) AI Development Timeline(4:10) Race and Slowdown Branches(12:52) US vs China(18:09) Potential AI Misalignment(31:06) Getting Serious About the Threat of AI(47:23) Predictions for AI Development by 2027(48:33) Public and Government Reactions to AI Concerns(49:27) Policy Recommendations for AI Safety(52:22) Diverging Views on AI Alignment Timelines(1:01:30) The Role of Public Awareness in AI Safety(1:02:38) Reflections on Insider vs. Outsider Strategies(1:10:53) Future Research and Scenario Planning(1:14:01) Best and Worst Case Outcomes for AI(1:17:02) Final Thoughts and Hopes for the Future With your co-hosts: @jacobeffron - Partner at Redpoint, Former PM Flatiron Health @patrickachase - Partner at Redpoint, Former ML Engineer LinkedIn @ericabrescia - Former COO Github, Founder Bitnami (acq'd by VMWare) @jordan_segall - Partner at Redpoint

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

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 GrowthExecutive Producer: Rashad AssirProducer: Leah ClapperMixing and editing: Justin HrabovskyCheck out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

In this episode, I sit down with Michelle Pokrass, who leads post-training at OpenAI and played a key role in the launch of GPT-4.1 and their upcoming RFT offering. We unpack how OpenAI prioritized instruction-following and long context, why evals have a 3-month shelf life, what separates successful AI startups, and how the best teams are fine-tuning to push past the current frontier.If you've ever wondered how OpenAI really decides what to build, and how it affects what you should build, this one's for you. (0:00) Intro(1:03) Deep Dive into GPT-4.1 Development(2:23) User Feedback and Model Evaluation(4:01) Challenges and Improvements in Model Training(5:54) Advancements in AI Coding Capabilities(9:11) Future of AI Models and Fine-Tuning(20:44) Multimodal Capabilities(22:59) Deep Tech Applications and Data Efficiency(24:14) Preference Fine Tuning vs. RFT(26:29) Choosing the Right Model for Your Needs(28:18) Prompting Techniques and Model Improvements(32:10) Future Research and Model Enhancements(39:14) Power Users and Personalization(40:22) Personal Journey and Organizational Growth(43:37) Quickfire With your co-hosts: @jacobeffron - Partner at Redpoint, Former PM Flatiron Health @patrickachase - Partner at Redpoint, Former ML Engineer LinkedIn @ericabrescia - Former COO Github, Founder Bitnami (acq'd by VMWare) @jordan_segall - Partner at Redpoint

When Khan Academy launched Khanmigo, Salman Khan thought they might reach 100k users by 2025. Today, they're at 1.4 million. 

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 ThoughtsExecutive Producer: Rashad AssirProducer: Leah ClapperMixing and editing: Justin HrabovskyCheck out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

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 SportsExecutive Producer: Rashad AssirProducer: Leah ClapperMixing and editing: Justin HrabovskyCheck out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

Aidan joined this week's Unsupervised Learning for a wide-ranging conversation on model architectures, enterprise adoption, and what's breaking in the foundation model stack. If you're building or investing in AI infrastructure, Aidan is worth listening to. He co-authored the original Transformer paper, leads one of the most advanced model labs outside of the hyperscalers, and is now building for real-world enterprise deployment with Cohere's agent platform, North. Cohere serves thousands of customers across sectors like finance, telco, and healthcare — and they've made a name for themselves by staying model-agnostic, privacy-forward, and deeply international (with major bets in Japan and Korea) (0:00) Intro(0:32) Enterprise AI(3:23) Custom Integrations and Future of AI Agents(4:33) Enterprise Use Cases for Gen AI(7:02) The Importance of Reasoning in AI Models(10:38) Custom Models and Synthetic Data(17:48) Cohere's Approach to AI Applications(23:24) Future Use Cases and Market Fit(27:11) Building a Unified Automation Platform(27:34) Strategic Decisions in the AI Journey(29:19) International Partnerships and Language Models(31:05) Future of Foundation Models(32:27) AI in Specialized Domains(34:40) Challenges in Data Integration(35:06) Emerging Foundation Model Companies(35:31) Technological Frontiers and Architectures(37:29) Scaling Hypothesis and Model Capabilities(42:26) AI Research Culture and Team Building(44:39) Future of AI and Societal Impact(48:31) Addressing AI Risks With your co-hosts:  @jacobeffron  - Partner at Redpoint, Former PM Flatiron Health  @patrickachase  - Partner at Redpoint, Former ML Engineer LinkedIn  @ericabrescia  - Former COO Github, Founder Bitnami (acq'd by VMWare)  @jordan_segall  - Partner at Redpoint

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 ThoughtsExecutive Producer: Rashad AssirProducer: Leah ClapperMixing and editing: Justin HrabovskyCheck out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

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 policyOne 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 TopicsExecutive Producer: Rashad AssirProducer: Leah ClapperMixing and editing: Justin HrabovskyCheck out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

At Redpoint's annual meeting with investors, Redpoint partners Scott Raney, Alex Bard, Patrick Chase and Jacob Effron shared unfiltered thoughts on some of the most topical questions in AI today, where value will accrue, which industries are best positioned for defensibility at the application layer, and more. [0:00] Intro[0:39] AI Investment Landscape[1:30] Market Projections[3:25] Strategic Imperatives in AI[6:04] AI Model Layer Insights[10:06] Infrastructure Layer[11:46] Application Layer[15:04] Vertical AI SaaS Opportunities[21:45] Evaluating Early-Stage Founders[23:39] First Mover Advantage and Competitive Dynamics[25:28] Domain Expertise vs. AI Expertise[26:58] Why AI Startups Fail[29:41] Startups vs. Incumbents[35:15] Navigating High AI Valuations With your co-hosts: @jacobeffron - Partner at Redpoint, Former PM Flatiron Health @patrickachase - Partner at Redpoint, Former ML Engineer LinkedIn @ericabrescia - Former COO Github, Founder Bitnami (acq'd by VMWare) @jordan_segall - Partner at Redpoint

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 tariffsWhat happened during past U.S. tariff cycles—and how this one comparesWhether OpenAI can maintain its edge in a world of native AI platformsA possible playbook for OpenAI to build user lock-in beyond utilityWhat this era of AI competition means for the U.S.—and what could derail ithttps://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=business00:00 Intro01:35 Liberation Day and Global Trade02:13 Freeform Discussion on Various Topics02:44 Podcasting and VC Life03:32 Debating Tariffs and National Security11:26 Arguments Against Tariffs22:19 Historical Context of Tariffs26:58 Economic Predictions and Stagflation33:39 The Forgotten Lessons of Recessions36:02 The Fixed vs. Growth Mindset in Economics37:17 The Democratic Party's Shift on Economic Policies42:33 The Rise of Populism and Its Impact50:28 OpenAI's Explosive Growth and Challenges54:28 The Competitive Landscape of AI58:33 The Future of AI and Consumer Behavior01:07:20 The Role of Social Networking in AI's Future01:10:43 Wildcard: The Role of XAI and GrokExecutive Producer: Rashad AssirProducer: Leah ClapperMixing and editing: Justin HrabovskyCheck out Unsupervised Learning, Redpoint's AI Podcast: / @redpointai

To unpack some of the most topical questions in AI, I'm joined by two fellow AI podcasters: Swyx and Alessio Fanelli, co-hosts of the Latent Space podcast. We've been wanting to do a cross-over episode for a while and finally made it happen.Swyx brings deep experience from his time at AWS, Temporal, and Airbyte, and is now focused on AI agents and dev tools. Alessio is an investor at Decibel, where he's been backing early technical teams pushing the boundaries of infrastructure and applied AI. Together they run Latent Space, a technical newsletter and podcast by and for AI engineers.To subscribe or learn more about Latent Space, click here: https://www.latent.space/ [0:00] Intro[1:08] Reflecting on AI Surprises of the Past Year[2:24] Open Source Models and Their Adoption[6:48] The Rise of GPT Wrappers[7:49] Challenges in AI Model Training[10:33] Over-hyped and Under-hyped AI Trends[24:00] The Future of AI Product Market Fit[30:27] Google's Momentum and Customer Support Insights[33:16] Emerging AI Applications and Market Trends[35:13] Challenges and Opportunities in AI Development[39:02] Defensibility in AI Applications[42:42] Infrastructure and Security in AI[50:04] Future of AI and Unanswered Questions[55:34] Quickfire With your co-hosts: @jacobeffron - Partner at Redpoint, Former PM Flatiron Health @patrickachase - Partner at Redpoint, Former ML Engineer LinkedIn @ericabrescia - Former COO Github, Founder Bitnami (acq'd by VMWare) @jordan_segall - Partner at Redpoint

Two weeks ago, OpenAI released its set of tools to help developers build agentic systems. Today on Unsupervised Learning, Nikunj Handa (Product Lead) and Steve Coffey (Eng Lead) answer some of the biggest questions around how developers should be thinking about building in the agentic paradigm in 2025. [0:00] Intro[0:53] OpenAI's Vision for Consumer Interaction[4:51] Building Multi-Agent Systems for Business Solutions[6:53] Challenges and Innovations in AI Fine-Tuning[13:20] Exploring Computer Use Cases and Applications[17:20] Advanced Use Cases and Developer Insights[25:29] Challenges with Context Storage and Chat Completions[26:09] Introducing the Responses API and MCP[27:16] AI Infrastructure Companies and Their Role[29:35] Building the Tools Ecosystem[30:17] Exploring Computer Use Models[31:47] The Future of AI and Developer Tools[38:36] Quickfire With your co-hosts: @jacobeffron - Partner at Redpoint, Former PM Flatiron Health @patrickachase - Partner at Redpoint, Former ML Engineer LinkedIn @ericabrescia - Former COO Github, Founder Bitnami (acq'd by VMWare) @jordan_segall - Partner at Redpoint

On the latest episode of Unsupervised Learning, Jacob is joined by two of the most influential minds in AI today. 

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 AssirProducer: Leah ClapperMixing and editing: Justin Hrabovsky Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

On today's Unsupervised Learning, Mike Schroepfer (ex-CTO of Meta and founder of Gigascale Capital) reveals why energy is a key bottleneck holding AI progress back. Mike discusses how we can scale energy production to democratize AI globally and explores AI's role in climate change. He also reflects on a decade as Meta's CTO and how AI coding is transforming the CTO role. Finally, he offers predictions on the future of AI developer tools, VR, and open-source models. [0:00] Intro[0:43] AI's Role in Energy and Climate Change[4:32] Innovative Energy Solutions[14:50] Open Source and AI Development[22:35] Challenges in Chip Design[24:04] Balancing Data Center Capacity[25:55] The Future of VR and AI Integration[29:41] AI's Role in Climate Solutions[31:41] AI in Material Science and Beyond[34:31] Personal AI Assistants and Their Impact[38:47] Reflections on AI and Future Predictions[41:23] Quickfire With your co-hosts: @jacobeffron - Partner at Redpoint, Former PM Flatiron Health @patrickachase - Partner at Redpoint, Former ML Engineer LinkedIn @ericabrescia - Former COO Github, Founder Bitnami (acq'd by VMWare) @jordan_segall - Partner at Redpoint

This week on Turpentine VC, we're re-releasing Erik Torenberg's interview with Logan Bartlett, partner at Redpoint and host of The Logan Bartlett Show. They discuss Redpoint's approach to venture, patterns in the VC ecosystem, and the strategies of venture's most consequential firms. — 

Becky Lawlor (Head of Content and Research, Redpoint) on how to discover what content drives B2B buyers to act. Becky emphasizes the importance of original research-based content in B2B marketing. She also outlined the key pitfalls to avoid, revealed which content formats are valued by buyers, and offered some practical tips on conducting interviews and crafting customer stories.

Waymo is an autonomous driving technology company with the mission to be the world's most trusted driver. The company operates a 24/7 public ride-hail service and provides over 150,000 trips each week across San Francisco, Los Angeles, Phoenix, and Austin, making mobility more accessible, sustainable, and safer for everyone.In this week's episode of Unsupervised Learning, we dive deep into the frontier where AI meets hardware — and there's no better guide than Vincent Vanhoucke, Distinguished Engineer at Waymo and former Head of Robotics at DeepMind. [0:00] Intro[0:50] Waymo's Technological Evolution[2:40] The Role of LLMs in Autonomous Driving[6:02] Vincent's Journey to Waymo[9:17] Challenges in Autonomous Driving[11:58] Simulation and World Models[27:44] Future Milestones and Expansion[30:10] Broader Robotics and AI[36:12] Future of General Robotics Models[38:14] Hardware vs. Software Approaches in Robotics[40:19] Challenges in Robotic Data Acquisition[40:38] Simulation vs. Real-World Data in Robotics[43:02] Human-Robot Interaction for Data Collection[45:03] Advancements in Multimodal Models[47:08] Unanswered Questions in Robotics[52:02] Reasoning Capabilities in AI[54:57] Future of Robotics and AI[1:00:51] Quickfire With your co-hosts: @jacobeffron - Partner at Redpoint, Former PM Flatiron Health @patrickachase - Partner at Redpoint, Former ML Engineer LinkedIn @ericabrescia - Former COO Github, Founder Bitnami (acq'd by VMWare) @jordan_segall - Partner at Redpoint

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 AssirProducer: Leah ClapperMixing and editing: Justin Hrabovsky Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

David is an OG in AI who has been at the forefront of many of the major breakthroughs of the past decade. His resume: VP of Engineering at OpenAI, a key contributor to Google Brain, co-founder of Adept, and now leading Amazon's SF AGI Lab. In this episode we focused on how far test-time compute gets us, the real implications of DeepSeek, what agents milestones he's looking for and more.[0:00] Intro[1:14] DeepSeek Reactions and Market Implications[2:44] AI Models and Efficiency[4:11] Challenges in Building AGI[7:58] Research Problems in AI Development[11:17] The Future of AI Agents[15:12] Engineering Challenges and Innovations[19:45] The Path to Reliable AI Agents[21:48] Defining AGI and Its Impact[22:47] Challenges and Gating Factors[24:05] Future Human-Computer Interaction[25:00] Specialized Models and Policy[25:58] Technical Challenges and Model Evaluation[28:36] Amazon's Role in AGI Development[30:33] Data Labeling and Team Building[36:37] Reflections on OpenAI[42:12] Quickfire With your co-hosts: @jacobeffron - Partner at Redpoint, Former PM Flatiron Health @patrickachase - Partner at Redpoint, Former ML Engineer LinkedIn @ericabrescia - Former COO Github, Founder Bitnami (acq'd by VMWare) @jordan_segall - Partner at Redpoint

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 AssirProducer: Leah ClapperMixing and editing: Justin Hrabovsky Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

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 AssirProducer: Leah ClapperMixing and editing: Justin Hrabovsky Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA 

Are brands that lack a robust Customer Data Platform strategy losing the ability to deliver seamless, personalized customer experiences in an increasingly data-driven world? Today, we're joined by Beth Scagnoli, Vice President of Product Management at Redpoint Global, a company at the forefront of data-driven customer experience solutions. Beth's expertise spans Customer Data Platforms (CDPs), data quality, and marketing automation, making her uniquely positioned to discuss how organizations can harness the power of clean, observable, and composable data to create transformative customer experiences. ABOUT BETH SCAGNOLI Beth Scagnoli is a seasoned technology executive with over 20 years of cross-functional experience driving innovation, growth, and product adoption in the marketing technology space. As Vice President of Product Management at Redpoint Global, Beth spearheads the development and execution of product strategies that empower organizations to connect with their audiences through data-driven insights and personalized engagement. Prior to Redpoint Global, Beth held leadership positions at the Smithsonian Institution as well as Blackbaud. With a proven track record of launching successful platforms and fostering cross-functional collaboration, Beth combines deep technical expertise with a passion for solving customer challenges. A frequent speaker and thought leader in the MarTech industry, Beth is committed to advancing the capabilities of modern marketing tools. Beth resides with her family north of Boston and in her free time enjoys fitness, dance, and obsessively honing her skills in Wordle and other NYT Games. RESOURCES Redpoint Global website: https://www.redpointglobal.com  Connect with Greg on LinkedIn: https://www.linkedin.com/in/gregkihlstrom Listen to The Agile Brand without the ads. Learn more here: https://bit.ly/3ymf7hd Don't miss a thing: get the latest episodes, sign up for our newsletter and more: https://www.theagilebrand.show Check out The Agile Brand Guide website with articles, insights, and Martechipedia, the wiki for marketing technology: https://www.agilebrandguide.com The Agile Brand podcast is brought to you by TEKsystems. Learn more here: https://www.teksystems.com/versionnextnow The Agile Brand is produced by Missing Link—a Latina-owned strategy-driven, creatively fueled production co-op. From ideation to creation, they craft human connections through intelligent, engaging and informative content. https://www.missinglink.company

Arvind Narayanan is one of the leading voices in AI when it comes to cutting through the hype. As a Princeton professor and co-author of AI Snake Oil, he's one of the most thoughtful voices cautioning against both unfounded fears and overblown promises in AI. In this episode, Arvind dissects the future of AI in education, its parallels to past tech revolutions, and how our jobs are already shifting toward managing these powerful tools. Some of our favorite take-aways: [0:00] Intro[0:46] Reasoning Models and Their Uneven Progress[2:46] Challenges in AI Benchmarks and Real-World Applications[5:03] Inference Scaling and Verifier Imperfections[7:33] Agentic AI: Tools vs. Autonomous Actions[12:07] Future of AI in Everyday Life[15:34] Evaluating AI Agents and Collaboration[24:49] Regulatory and Policy Implications of AI[27:49] Analyzing Generative AI Adoption Rates[29:17] Educational Policies and Generative AI[30:09] Flaws in Predictive AI Models[31:31] Regulation and Safety in AI[33:47] Academia's Role in AI Development[36:13] AI in Scientific Research[38:22] AI and Human Minds[46:04] Economic Impacts of AI[49:42] Quickfire With your co-hosts: @jacobeffron - Partner at Redpoint, Former PM Flatiron Health @patrickachase - Partner at Redpoint, Former ML Engineer LinkedIn @ericabrescia - Former COO Github, Founder Bitnami (acq'd by VMWare) @jordan_segall - Partner at Redpoint

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 AssirProducer: Leah ClapperMixing and editing: Justin Hrabovsky Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

In this episode of Unsupervised Learning, we sit down with Dylan Patel, Chief Analyst at SemiAnalysis, to break down what these sweeping changes really mean. From how they consolidate power among Big Tech to China's narrowing options for AI dominance, we unpacked the impact of this regulatory shift.Follow SemiAnalysis: https://semianalysis.com/ [0:00] Intro[1:07] Grading the AI Diffusion Rule[3:48] What Will Happen to the Malaysian Data Centers?[7:23] How do the Regulations Favor Giant Tech Companies?[9:07] Pre-Regulation AI Landscape[13:00] Where Does Chinese AI Go From Here?[22:00] The Goldie Locks Approach to Regulation[24:16] Size of Cluster Buildouts Today[37:47] How Big Will Cluster Buildouts Get?[43:00] Are Open-Source Models Falling Behind?[47:51] Questions Dylan Wants the Answer To[51:30] Hardware Startups[1:01:05] The Future of Enterprise AI[1:05:10] What Made CoreWeave So Successful?[1:19:28] Quickfire With your co-hosts: @jacobeffron - Partner at Redpoint, Former PM Flatiron Health @patrickachase - Partner at Redpoint, Former ML Engineer LinkedIn @ericabrescia - Former COO Github, Founder Bitnami (acq'd by VMWare) @jordan_segall - Partner at Redpoint

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 AssirProducer: Leah ClapperMixing and editing: Justin Hrabovsky Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

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 AssirProducer: Leah ClapperMixing and editing: Justin Hrabovsky Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

Nathan Sobo is the Founder of Zed, the next-gen code editor that enables high-performance collaboration - powered by AI. Open source zed has 53K Stars on GitHub and is used by engineers at Vercel, Apple, Anthropic, and GitLab. Prior to founding Zed, Nathan created the editor Atom at GitHub which reached 1M+ active users. Zed has raised from investors including Redpoint and Root Ventures. In this episode, we dive into Nathan's deep history with code editors including the widely adopted GitHub editor Atom, the decision to make Zed open source (and the massive 10x growth that came from it), how AI changed their trajectory, why collaboration is core to becoming the defacto editor, anchoring on performance and responsiveness, how they're thinking about the commercial side of Zed & more!

In our new world of AI, few minds shine as brightly as Bob McGrew's. Until November Bob was the Chief Research Officer at OpenAI, and before that led Palantir's engineering and product management for the first decade of its existence. He's seen it all and we were fortunate to get his insights and vision for the future in one of my favorite episodes of Unsupervised Learning to date: [0:00] Intro[0:44] Debating AI Model Capabilities[0:57] Inside vs Outside Perspectives on AI Progress[1:39] Challenges in AI Pre-Training[3:02] Reinforcement Learning and Future Models[3:48] AI Progress in 2025[5:58] New Form Factors for AI Models[8:56] Reliability and Enterprise Integration[18:14] Multimodal AI and Video Models[24:05] The Future of Robotics[32:46] The Complexity of Automating Jobs with AI[34:08] AI in Startups: Tackling Boring Problems[35:33] AI's Impact on Productivity and Consultants[36:43] Traits of Top AI Researchers[40:52] The Evolution of OpenAI's Mission[46:57] The Challenges of Scaling AI[49:16] The Future of AI and Human Agency[54:47] AI in Social Sciences and Academia[1:01:15] Reflections and Future Plans[1:02:57] Quickfire With your co-hosts:  @jacobeffron  - Partner at Redpoint, Former PM Flatiron Health  @patrickachase  - Partner at Redpoint, Former ML Engineer LinkedIn  @ericabrescia  - Former COO Github, Founder Bitnami (acq'd by VMWare)  @jordan_segall  - Partner at Redpoint

Lin Qiao, the co-founder of Fireworks.ai, sits down for a deep dive into the future of AI. Lin ran the PyTorch team at Meta, which developed some of the most fundamental open-source AI software in use today. She's got a riveting perspective on the AI landscape that is a must-listen. [0:00] Intro[1:06] Fireworks: Revolutionizing AI Inference[2:12] Challenges in AI Model Development[4:05] The Future of AI: Compound Systems[4:32] Designing Effective AI Tools[10:26] Customization and Fine-Tuning in AI[14:06] Human-in-the-Loop Automation[16:38] Evaluating AI Models[19:18] Building Complex AI Systems[21:18] Function Calling and AI Orchestration[26:52] AI Infrastructure and Hardware[31:08] Small Expert Models[31:27] Hyperscalers and Resource Management[32:14] Inference Systems and Scalability[33:08] Running Models Locally: Cost and Privacy[35:20] Open Source Models and Meta's Role[36:41] The Evolution of AI Training and Inference[38:04] Fireworks' Vision and Market Strategy[40:46] The Impact of Generative AI[45:18] AI Research and Future Trends[46:58] Building for a Rapidly Changing AI Landscape[49:36] Quickfire With your co-hosts: @jacobeffron - Partner at Redpoint, Former PM Flatiron Health @patrickachase - Partner at Redpoint, Former ML Engineer LinkedIn @ericabrescia - Former COO Github, Founder Bitnami (acq'd by VMWare) @jordan_segall - Partner at Redpoint

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 AssirProducer: Leah ClapperMixing and editing: Justin Hrabovsky Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

(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 AssirProducer: Leah ClapperMixing and editing: Justin Hrabovsky Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

Noam Brown, renowned AI researcher and key figure at OpenAI, joins us for a deep dive into the o1 release. Recorded just one day before o1's full public debut, this episode explores the groundbreaking advancements and challenges behind this innovative test-time compute model.We discuss the technical breakthroughs that set o1 apart, its unique capabilities compared to previous models, and how it disrupts traditional paradigms in AI development. Noam also shares insights into OpenAI's approach to innovation, the economic realities of scaling AI, and what the future holds for the field. [0:00] Intro[0:50] Scaling Model Capabilities and Economic Constraints[2:48] Excitement Around Test Time Compute[4:50] Challenges and Future Directions in AI Research[8:11] Noam Brown's Journey and OpenAI's Research Focus[16:08] The Role of Specialized Models and Tools[21:18] Unexpected Use Cases and Future Milestones[23:44] Proof of Concept: o1's Capabilities[24:48] The Bitter Lesson: Insights from Richard Sutton[25:59] Scaffolding Techniques and Their Future[27:56] Challenges in Academia and AI Research[30:30] Evaluating AI Models: Metrics and Trends[34:47] The Role of AI in Social Sciences[39:39] AI Agents and Emergent Communication[40:17] Future of AI Robotics[41:13] Advancing Scientific Research with AI[43:30] Quickfire With your co-hosts: @jacobeffron - Partner at Redpoint, Former PM Flatiron Health @patrickachase - Partner at Redpoint, Former ML Engineer LinkedIn @ericabrescia - Former COO Github, Founder Bitnami (acq'd by VMWare) @jordan_segall - Partner at Redpoint

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 AssirProducer: Leah ClapperMixing and editing: Justin Hrabovsky Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

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 AssirProducer: Leah ClapperMixing and editing: Sam Dewees and JR Bohannon Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

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 AssirProducer: Leah ClapperMixing and editing: Sam Dewees and JR Bohannon Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA

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[25:20] Voice Interfaces and Data Transformation[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 AssirProducer: Leah ClapperMixing and editing: Sam Dewees and JR Bohannon Check out Unsupervised Learning, Redpoint's AI Podcast: https://www.youtube.com/@UCUl-s_Vp-Kkk_XVyDylNwLA