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  • AI and Parenting: Revolutionizing Child Behavioral Therapy with Mady Mantha In this episode of The Next Next, host Jason Jacobs interviews Mady Mantha, co-founder and CTO of Happypillar, a digital therapeutic application that delivers evidence-based behavioral interventions to families using AI. Mady shares her extensive background in product and machine learning engineering and details her journey from developing conversational AI at Sirius and Walmart to building Happypillar. They discuss how Happypillar uses AI to make parenting easier by providing scaled therapeutic support, the roles of human expertise in AI development, the evolving AI landscape, and the intersection of AI with startup building, funding, and human roles. The conversation also explores the implications of AI on team structures in engineering, marketing, and competitive dynamics. Mady highlights the importance of domain expertise and distribution as moats and provides insight into future expansions for Happypillar.

    00:00 Introduction to Mady Mantha and Happypillar

    02:41 The Role of AI in Modern Startups

    04:45 Building Happypillar: The Journey and Challenges

    07:35 AI's Impact on Behavioral Interventions

    12:23 Iterative Development and AI Integration

    21:14 AI Native Startups vs Traditional Startups

    25:39 Therapist Integration in AI

    26:51 Scaling Therapy Services with AI

    27:32 Personalization in Therapy

    29:17 AI's Impact on Internal Processes

    31:39 AI in Coding and Team Dynamics

    34:23 Future of Junior Engineers

    36:45 Fundraising and Bootstrapping

    38:34 Marketing and AI Tools

    40:01 Human vs. AI in Sensitive Areas

    43:04 Competitive Landscape and Moats

    45:28 Open Source and Innovation

    46:20 Future Plans for Happy Pillar

    47:37 Call to Action and Conclusion

  • Building a Balanced Business: Mike Salguero on Scaling ButcherBox Thoughtfully

    In this episode of The Next Next, host Jason Jacobs interviews Mike Salguero, founder and CEO of ButcherBox. They discuss Mike's journey from the failure of his first startup, CustomMade, to the success of ButcherBox, a direct-to-consumer meat delivery service that now boasts over $500 million in revenue without raising outside capital. The conversation explores the importance of maintaining a work-life balance, the challenges of scaling a business independently, and the role of AI in enhancing customer experience. Mike shares insights on how to build a company that aligns with one's lifestyle goals while addressing broader industry challenges, such as worker welfare and sustainable meat production.

    00:00 Introduction to Mike Salguero and ButcherBox

    01:15 Mike's Journey from CustomMade to ButcherBox

    03:01 Balancing Family and Business

    03:33 The Role of AI in ButcherBox

    05:35 Building ButcherBox: Philosophy and Growth

    07:46 Lessons from CustomMade

    11:14 Launching ButcherBox

    20:33 The Growth and Challenges of ButcherBox

    27:38 The Power of Saying No 28:18 Balancing Personal and Professional Life

    29:43 The Importance of CEO Forums

    31:34 The Plate-Spinning Analogy

    33:06 Golden Plates: Health, Relationships, and Kids

    34:41 Navigating Financial Independence

    37:24 Reviving the Founder Mindset

    40:04 Empowering Your Executive Team

    45:20 Challenges in the Meat Industry

    50:51 The Future Vision for ButcherBox

    54:07 Final Thoughts and Reflections

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  • This episode of 'The Next Next' features Chris Savage, co-founder and CEO of Wistia, a video marketing and analytics platform. Host Jason Jacobs explores Chris's journey in establishing Wistia in 2006 with Brendan Schwartz, navigating its growth into a multi-million dollar business, and making the critical decision to maintain company independence by taking on debt to buy back equity. Chris shares insights on running a profitable business, handling external growth advice, and staying focused. Post-pandemic transitions to remote work, the reintroduction of equity, and the integration of AI into Wistia are also discussed. Additionally, Jason shares his idea for a potential series called 'Fogey Founders,' and Chris offers valuable advice on leveraging video content for podcasts.

    00:00 Introduction to Chris Savage and Wistia

    00:44 The Journey of Wistia: Early Challenges and Decisions

    01:27 Personal Insights and AI Integration

    01:56 Host's Personal Journey and Goals

    02:32 Chris Savage Joins the Conversation

    03:14 Balancing Family and Ambitious Goals

    05:05 Wistia's Growth and Key Insights

    07:15 Navigating Financial Decisions and Market Challenges

    24:05 Reflecting on Stress and Family Dynamics

    29:41 Balancing Remote Work and Team Dynamics

    30:08 Navigating Remote Hiring Challenges

    30:47 Adapting to Remote Work Systems

    31:14 In-Person Collaboration and Planning

    34:05 The Impact of AI on Business Operations

    35:13 AI-Driven Product Enhancements

    39:58 AI in Internal Operations

    43:41 Future of Work and AI Integration

    50:13 Exploring New Content Creation Strategies

    55:35 Final Thoughts and Call to Action

  • In this episode of The Next Next, host Jason Jacobs interviews Sahil Lavingia, founder and CEO of Gumroad and the newly established company, Antiwork. They discuss Sahil's journey from being employee #2 at Pinterest to founding Gumroad, and now venturing into promoting flexible work arrangements and leveraging AI to automate business processes. Sahil shares his insights on the transformative impact of AI in the software industry, his approach to building and scaling companies, and his vision for the future of work. The conversation also delves into how AI is altering traditional employment structures and what this means for venture capital, enterprise software, and individual productivity. Tune in for an enriching discussion on embracing change, optimizing for efficiency, and staying adaptable in a rapidly evolving tech landscape.

    00:00 Introduction to Sahil Lavingia

    00:31 Sahil's Early Career and Gumroad's Evolution

    00:59 The Shift to AI and New Business Models

    03:58 Personal Reflections and Work-Life Balance

    10:00 The Impact of AI on Software Development

    21:04 Future of Work and AI Integration

    36:48 Project-Based Work and AI Efficiency

    40:22 AI's Superiority in Software Engineering

    40:59 The Efficiency of AI in Learning and Documentation

    42:17 Understanding Tokens and AI Context Windows

    44:09 The Future of AI in Software Development

    44:25 AI's Impact on Different Professions

    47:38 The Role of AI in Sales and Marketing

    53:37 The Evolution of Software and Open Source

    55:05 The Future of Venture Capital and Software

    01:00:01 Building Efficient Workflows with AI

    01:14:29 Concluding Thoughts and Future Directions

  • In this episode of The Next Next, host Jason Jacobs interviews Kayla Comalli, co-founder and CEO of Lovelace Studio. The studio is pioneering the creation of 3D worlds using their generative AI platform, Nyric, which allows users to build and explore interactive realms. The conversation delves into Kayla's diverse background in biology, marketing, and systems engineering, leading to her current venture.

    They discuss the challenges Lovelace Studio faces in the market, their strategies for scaling, and the transformative role of AI in game development and beyond. Kayla also shares insights on her personal journey, and how the confluence of gaming and AI is shaping the future of digital experiences. Jason reflects on how AI tools are enabling more efficient development processes, and explores how this could impact the gaming industry and beyond.

    00:00 Introduction to The Next Next

    00:07 Meet Kayla Comalli and Lovelace Studio

    00:55 Jason Jacobs' Learning Journey

    01:40 Kayla's Background and Career Shift

    02:19 The Vision and Gameplay of Lovelace Studio

    04:42 Kayla's Coding Journey and Robotics Experience

    08:59 Combining Gaming and Coding 11:15 Building Lovelace Studio

    24:32 The Future of AI in Gaming

    30:16 Going to Market and Business Strategy

    32:49 Leveraging AI in Development

    39:15 Final Thoughts and Farewell

  • Navigating Transitions with Steve Schlafman

    Hosted by Jason Jacobs, this episode of The Next Next features Steve Schlafman, founder of Downshift, a professional transition coach. The discussion delves into Steve's shift from venture capital to coaching, the philosophy behind Downshift which aids executives and founders transitioning out of demanding careers, and recovering from burnout. Steve discusses the common struggles of highly ambitious professionals, the process of reconnecting with personal values, and the importance of intentional transitions. The conversation also covers the evolving nature of work, the potential of AI, and achieving a balanced life while maintaining professional excellence.

    00:00 Introduction to Steve Schlafman

    00:26 Steve's Journey from VC to Coach

    00:43 The Concept of Downshift

    01:15 Discussion on Life Transitions

    01:46 Jason's Introduction and Show Purpose

    03:43 Steve's Work and Personal Evolution

    05:03 The Birth of Downshift

    07:13 Navigating Transitions and Coaching

    14:27 The Importance of Slowing Down

    15:00 Client Experiences and Success Stories

    18:17 Changing Work Dynamics and AI

    27:46 Balancing Ambition and Happiness

    31:21 Balancing Ambition and Family Life

    33:20 Navigating Resentment and Creative Juices

    34:25 Exploring Ambition in Personal and Professional Life

    36:48 Advice for Those in Transition

    40:33 Downshift Program Overview

    45:36 Future Plans and Personal Values

    48:49 Innovative Ideas and Closing Thoughts

  • AI Frontiers: Leveraging Technology for Founders with Rob May

    In the inaugural episode of The Next Next, host Jason Jacobs speaks with Rob May, a seasoned entrepreneur and AI investor with four startups and over a hundred AI investments. The discussion covers Rob's journey into AI, the evolution of AI, the implications of AI on various industries, and the challenges and opportunities it presents for startups. Rob also shares his insights on the future of expertise, the changing landscape of business funding, and the shifting paradigms in technology development.

    Jason grapples with how these advancements might impact his journey as a founder aiming for ambitious goals while maintaining personal and family balance.

    00:00 Introduction to Rob May and the Episode

    01:01 Jason Jacobs' New Show and Its Purpose

    01:46 Rob May's Background and Career Journey

    04:38 Rob's AI Journey and Early Ventures

    07:44 Challenges and Insights in AI Development

    10:52 The Future of AI and Human Expertise

    12:10 Navigating the Rapidly Evolving AI Landscape

    22:36 The Role of AI in Creative Fields

    23:34 The Future of Creativity in the Age of AI

    23:57 The Rise of Virtual Influencers

    24:21 Branding in the AI Era

    25:02 The Impact of AI on Media and Culture

    26:16 Automation and Intimacy in Social Media

    29:34 The Evolution of Talent and Earnings

    31:12 Challenges for Investors in the AI Landscape

    31:48 The Future of Business Moats and Defensibility

    37:30 Starting Companies in the AI Age

    41:21 The Role of Judgment and Experience in an AI-Driven World

    44:52 Closing Thoughts and Future Outlook

  • An overview of why I started this crazy new journey, what I am hoping to achieve, the role that this show plays, and what to expect from it each week. LFG!