<![CDATA[cofounded]]>3 Co-Founders who built a bootstrapped business over 14 years talk about business, continue to work on their company, and discuss technology + AI.

]]>https://riverside.comRiverside.fm (https://riverside.com)Tue, 03 Nov 2026 03:36:13 GMTSun, 05 Apr 2026 13:40:29 GMT60Matthew Clark, Ethan Paulson, Josh Haynam<p>3 Co-Founders who built a bootstrapped business over 14 years talk about business, continue to work on their company, and discuss technology + AI.</p>episodicMatthew Clark, Ethan Paulson, Josh Haynamjhaynam@gmail.comno<![CDATA[8. OpenAI Gifting 5%, Fable5 is Back, Semiconductor Selloff, Bending Spoons IPO]]>The conversation covers a range of topics, including World Cup hype and commentary, the mattress dilemma, OpenAI's gift to the government, Fable Five and V0, and AI-generated design and branding. The discussion delves into the excitement of the World Cup, challenges with mattress delivery, OpenAI's decision to gift a percentage of their company to the government, the integration of Fable Five and V0, and the impact of AI on design and branding. The conversation covers a range of topics, including AI website design, semiconductor sell-off, Bending Spoons IPO, nostalgia for AOL and chatbots, and the concept of a throttling mechanism for kids. The discussion delves into the impact of AI on website design, market corrections in the semiconductor and SAS sectors, the acquisition and revival of struggling brands, nostalgia for AOL, and the idea of throttling internet access for kids.

Takeaways

  • Excitement and commentary around the World Cup
  • Challenges with mattress delivery and the impact of frequent moves
  • OpenAI's decision to gift a percentage of their company to the government
  • Integration of Fable Five and V0
  • Impact of AI on design and branding AI's impact on website design
  • Market corrections and IPO performance
  • Nostalgia for AOL and chatbots
  • Throttling mechanism for kids

Chapters

  • 00:00 World Cup Hype and Commentary
  • 05:18 OpenAI's Gift to the Government
  • 11:23 Fable Five and V0
  • 16:28 AI-Generated Design and Branding
  • 23:36 Bending Spoons IPO
  • 29:59 Nostalgia for AOL and Chatbots
]]>64a7a0ea-c7f7-4729-b108-b165cf35c09cThu, 02 Jul 2026 22:40:36 GMT<p>The conversation covers a range of topics, including World Cup hype and commentary, the mattress dilemma, OpenAI's gift to the government, Fable Five and V0, and AI-generated design and branding. The discussion delves into the excitement of the World Cup, challenges with mattress delivery, OpenAI's decision to gift a percentage of their company to the government, the integration of Fable Five and V0, and the impact of AI on design and branding. The conversation covers a range of topics, including AI website design, semiconductor sell-off, Bending Spoons IPO, nostalgia for AOL and chatbots, and the concept of a throttling mechanism for kids. The discussion delves into the impact of AI on website design, market corrections in the semiconductor and SAS sectors, the acquisition and revival of struggling brands, nostalgia for AOL, and the idea of throttling internet access for kids.</p><p></p><p>Takeaways</p><ul><li>Excitement and commentary around the World Cup</li><li>Challenges with mattress delivery and the impact of frequent moves</li><li>OpenAI's decision to gift a percentage of their company to the government</li><li>Integration of Fable Five and V0</li><li>Impact of AI on design and branding AI's impact on website design</li><li>Market corrections and IPO performance</li><li>Nostalgia for AOL and chatbots</li><li>Throttling mechanism for kids</li></ul><p></p><p>Chapters</p><ul><li>00:00 World Cup Hype and Commentary</li><li>05:18 OpenAI's Gift to the Government</li><li>11:23 Fable Five and V0</li><li>16:28 AI-Generated Design and Branding</li><li>23:36 Bending Spoons IPO</li><li>29:59 Nostalgia for AOL and Chatbots</li></ul>no00:31:528. OpenAI Gifting 5%, Fable5 is Back, Semiconductor Selloff, Bending Spoons IPOfull<![CDATA[7. In-Person Special, Prediction Markets, AI in Entrepreneurship]]>The podcast episode covers a range of topics, from in-person podcasting to the controversy surrounding Polymarket, the integration of AI in side quests, and the introduction of Mid-Journey Medical. The conversation delves into the potential disruption of the medical space and the use of AI in medical imaging and scanning technology.

Takeaways

  • In-person podcasting creates a unique and engaging dynamic for hosts and guests, enhancing the overall experience.
  • The controversy surrounding Polymarket and the ethical implications of prediction markets raise concerns about the impact on society.
  • The integration of AI in side quests and the exploration of new ideas and projects demonstrate the potential for creative and innovative applications of technology.
  • The introduction of Mid-Journey Medical and its potential to disrupt the medical space through advanced imaging and scanning technology opens up new possibilities for the future of healthcare.

Chapters

  • 00:00 In-Person Podcasting
  • 20:05 AI in Side Quests
  • 30:31 Mid-Journey Medical
]]>0e223a19-a3ba-4fe2-8fc2-247a24414d2dTue, 23 Jun 2026 18:28:38 GMT<p>The podcast episode covers a range of topics, from in-person podcasting to the controversy surrounding Polymarket, the integration of AI in side quests, and the introduction of Mid-Journey Medical. The conversation delves into the potential disruption of the medical space and the use of AI in medical imaging and scanning technology.</p><p></p><p>Takeaways</p><ul><li>In-person podcasting creates a unique and engaging dynamic for hosts and guests, enhancing the overall experience.</li><li>The controversy surrounding Polymarket and the ethical implications of prediction markets raise concerns about the impact on society.</li><li>The integration of AI in side quests and the exploration of new ideas and projects demonstrate the potential for creative and innovative applications of technology.</li><li>The introduction of Mid-Journey Medical and its potential to disrupt the medical space through advanced imaging and scanning technology opens up new possibilities for the future of healthcare.</li></ul><p></p><p>Chapters</p><ul><li>00:00 In-Person Podcasting</li><li>20:05 AI in Side Quests</li><li>30:31 Mid-Journey Medical</li></ul>no00:40:167. In-Person Special, Prediction Markets, AI in Entrepreneurshipfull<![CDATA[6. SpaceX/Cursor, Fable 5/Government, Make Money with AI]]>The conversation covers the impact of AI on business, the marketing and perception of AI, the acquisition of Fin.ai by Salesforce, the government block of Fable 5, and the future of AI in products, focusing on the foreground vs. background approach. The conversation delves into the strategic partnerships and computing power of SpaceX, highlighting the significance of these alliances. It also explores the real estate implications of SpaceX going public, shedding light on the potential impact on the real estate market.

Takeaways

  • AI Marketing and Perception
  • Impact of AI on Business
  • Future of AI in Products Strategic partnerships and computing power
  • Real estate implications of SpaceX going public

Chapters

  • 00:00 AI in Products: Foreground vs. Background
  • 26:43 Strategic Partnerships and Computing Power
]]>b7622acc-5965-418d-a15a-fb80cb0bd9d4Wed, 17 Jun 2026 00:15:17 GMT<p>The conversation covers the impact of AI on business, the marketing and perception of AI, the acquisition of Fin.ai by Salesforce, the government block of Fable 5, and the future of AI in products, focusing on the foreground vs. background approach. The conversation delves into the strategic partnerships and computing power of SpaceX, highlighting the significance of these alliances. It also explores the real estate implications of SpaceX going public, shedding light on the potential impact on the real estate market.</p><p></p><p>Takeaways</p><ul><li>AI Marketing and Perception</li><li>Impact of AI on Business</li><li>Future of AI in Products Strategic partnerships and computing power</li><li>Real estate implications of SpaceX going public</li></ul><p></p><p>Chapters</p><ul><li>00:00 AI in Products: Foreground vs. Background</li><li>26:43 Strategic Partnerships and Computing Power</li></ul>no00:41:556. SpaceX/Cursor, Fable 5/Government, Make Money with AIfull<![CDATA[5: Cracker Barrel AI, Sad Wives of AI, AI ROI]]>The conversation covers a range of topics, including the excitement for the World Cup, the surge in Cracker Barrel stock, financial advice disclaimer, consumer sentiment and economic outlook, AI impact on business operations, AI investment and return on investment, quality of AI-driven product development, and micro-SaaS and AI impact on product offerings. The conversation delves into the future of AI plugins and microtransactions, the potential of microtransactions in ChatGPT, consumer reluctance and viability of microtransactions in AI, behavior change and user experience in AI, the rise of AI chatbots and human behavior, user experience with chatbots and voice AI, the psychology of AI adoption and user behavior, the alignment of AI chatbots and social algorithms, the impact of AI on human relationships, and the dystopian nature of AI adoption and its effects. The discussion also explores the mythical phase and reality of AI adoption, emphasizing the need for action and execution in the AI space.

Takeaways

  • World Cup excitement is building up
  • AI investment and return on investment are critical for business success The potential for microtransactions and specialized plugins in AI is a key area of exploration
  • User behavior and adoption of AI chatbots and voice AI are influenced by social algorithms and user experience
  • The impact of AI on human relationships and societal behavior is a significant consideration in AI adoption

Chapters

  • 00:00 The World Cup Excitement
  • 06:10 Consumer Sentiment and Economic Outlook
  • 15:13 AI Investment and Return on Investment
  • 22:12 Quality of AI-Driven Product Development
  • 27:29 The Future of AI Plugins and Microtransactions
  • 33:13 The Rise of AI Chatbots and Human Behavior
  • 39:01 The Alignment of AI Chatbots and Social Algorithms
  • 45:30 The Mythical Phase and Reality of AI Adoption
]]>9acfcbd6-938a-4047-9c20-43de21579087Thu, 11 Jun 2026 00:44:36 GMT<p>The conversation covers a range of topics, including the excitement for the World Cup, the surge in Cracker Barrel stock, financial advice disclaimer, consumer sentiment and economic outlook, AI impact on business operations, AI investment and return on investment, quality of AI-driven product development, and micro-SaaS and AI impact on product offerings. The conversation delves into the future of AI plugins and microtransactions, the potential of microtransactions in ChatGPT, consumer reluctance and viability of microtransactions in AI, behavior change and user experience in AI, the rise of AI chatbots and human behavior, user experience with chatbots and voice AI, the psychology of AI adoption and user behavior, the alignment of AI chatbots and social algorithms, the impact of AI on human relationships, and the dystopian nature of AI adoption and its effects. The discussion also explores the mythical phase and reality of AI adoption, emphasizing the need for action and execution in the AI space.</p><p></p><p>Takeaways</p><ul><li>World Cup excitement is building up</li><li>AI investment and return on investment are critical for business success The potential for microtransactions and specialized plugins in AI is a key area of exploration</li><li>User behavior and adoption of AI chatbots and voice AI are influenced by social algorithms and user experience</li><li>The impact of AI on human relationships and societal behavior is a significant consideration in AI adoption</li></ul><p></p><p>Chapters</p><ul><li>00:00 The World Cup Excitement</li><li>06:10 Consumer Sentiment and Economic Outlook</li><li>15:13 AI Investment and Return on Investment</li><li>22:12 Quality of AI-Driven Product Development</li><li>27:29 The Future of AI Plugins and Microtransactions</li><li>33:13 The Rise of AI Chatbots and Human Behavior</li><li>39:01 The Alignment of AI Chatbots and Social Algorithms</li><li>45:30 The Mythical Phase and Reality of AI Adoption</li></ul>no00:48:395: Cracker Barrel AI, Sad Wives of AI, AI ROIfull<![CDATA[4: AI Layoffs Continue, Taste is the new Product MOAT]]>The conversation covers a range of topics, from the excitement for the upcoming World Cup to nostalgic memories of playing 'Hall Ball' at UCLA. It delves into the acquisition of Everlane and the impact of layoffs in the market. The discussion also explores the future of software companies and the potential shift towards a service-oriented approach. The conversation delves into the allure of chasing unicorns in the startup world, the gambling nature of startup funding, and the risks associated with bootstrapping versus raising funds. It also explores the impact of AI token costs on companies, the human element in AI design, and the importance of taste and craft in design. Additionally, it highlights the role of emotion in product development and the human factor in AI implementation.

Takeaways

  • Excitement for the upcoming World Cup
  • Nostalgic memories of 'Hall Ball' at UCLA
  • Impact of layoffs in the market
  • The future of software companies and a potential shift towards a service-oriented approach The allure of unicorn chasing in startups
  • The importance of taste and craft in design

Chapters

  • 00:00 World Cup Excitement
  • 05:36 Unmarked Plain and Everlane
  • 23:33 The Future of Software Companies
  • 29:20 The Allure of Unicorn Chasing
  • 35:01 The Impact of AI Token Costs on Companies
  • 46:09 The Human Element in AI Design
  • 51:37 The Role of Emotion in Product Development
]]>316b5c60-439d-4e98-b225-5207780ab969Fri, 29 May 2026 19:56:25 GMT<p>The conversation covers a range of topics, from the excitement for the upcoming World Cup to nostalgic memories of playing 'Hall Ball' at UCLA. It delves into the acquisition of Everlane and the impact of layoffs in the market. The discussion also explores the future of software companies and the potential shift towards a service-oriented approach. The conversation delves into the allure of chasing unicorns in the startup world, the gambling nature of startup funding, and the risks associated with bootstrapping versus raising funds. It also explores the impact of AI token costs on companies, the human element in AI design, and the importance of taste and craft in design. Additionally, it highlights the role of emotion in product development and the human factor in AI implementation.</p><p></p><p>Takeaways</p><ul><li>Excitement for the upcoming World Cup</li><li>Nostalgic memories of 'Hall Ball' at UCLA</li><li>Impact of layoffs in the market</li><li>The future of software companies and a potential shift towards a service-oriented approach The allure of unicorn chasing in startups</li><li>The importance of taste and craft in design</li></ul><p></p><p>Chapters</p><ul><li>00:00 World Cup Excitement</li><li>05:36 Unmarked Plain and Everlane</li><li>23:33 The Future of Software Companies</li><li>29:20 The Allure of Unicorn Chasing</li><li>35:01 The Impact of AI Token Costs on Companies</li><li>46:09 The Human Element in AI Design</li><li>51:37 The Role of Emotion in Product Development</li></ul>no00:58:284: AI Layoffs Continue, Taste is the new Product MOATfull<![CDATA[3: AI Layoffs, or Layoff AI?]]>The conversation covers a range of topics, including vacation stories, wedding celebrations, the impact of AI on traditional businesses, OpenAI's consulting company, the future of AI, the role of AI in the software development industry, the Nutmeg Moment, and the cost of AI integration and layoffs. The conversation delves into the impact of AI on companies, the relationship between layoffs and AI, and the rebranding of Intercom to Fin.ai. The discussion highlights the challenges and opportunities presented by AI integration and the implications of strategic decisions made by companies in response to market trends. The conversation delves into the constant evolution of AI models, the unpredictability of the AI market, and the potential triggers for an AI bubble burst. It also explores public perception, fun conversations, and appreciation for the audience, concluding with closing remarks and farewells.

Takeaways

  • AI's impact on traditional businesses
  • The future of AI and OpenAI's consulting company AI's impact on companies is a complex and evolving landscape
  • Layoffs are often attributed to AI, but the reality is more nuanced
  • Intercom's rebranding to Fin.ai raises questions about the future of AI in customer service AI models require constant updates and financial investment
  • The AI market is unpredictable and subject to rapid growth
  • Public perception and real-world impact of AI are important considerations

Chapters

  • 00:00 Vacation Stories and Wedding Celebrations
  • 08:03 OpenAI's Consulting Company and the Future of AI
  • 13:06 The Role of AI in the Software Development Industry
  • 18:25 The Cost of AI Integration and Layoffs
  • 30:08 Intercom's Rebranding to Fin.ai
  • 41:27 The Constant Evolution of AI Models
  • 46:36 Slow Pullback and Moderate Predictions
  • 55:22 Fun Airplane Liveries and World Events
]]>f195e23c-6254-45af-aa6c-750c896b4d65Wed, 13 May 2026 12:00:00 GMT<p>The conversation covers a range of topics, including vacation stories, wedding celebrations, the impact of AI on traditional businesses, OpenAI's consulting company, the future of AI, the role of AI in the software development industry, the Nutmeg Moment, and the cost of AI integration and layoffs. The conversation delves into the impact of AI on companies, the relationship between layoffs and AI, and the rebranding of Intercom to Fin.ai. The discussion highlights the challenges and opportunities presented by AI integration and the implications of strategic decisions made by companies in response to market trends. The conversation delves into the constant evolution of AI models, the unpredictability of the AI market, and the potential triggers for an AI bubble burst. It also explores public perception, fun conversations, and appreciation for the audience, concluding with closing remarks and farewells.</p><p></p><p>Takeaways</p><ul><li>AI's impact on traditional businesses</li><li>The future of AI and OpenAI's consulting company AI's impact on companies is a complex and evolving landscape</li><li>Layoffs are often attributed to AI, but the reality is more nuanced</li><li>Intercom's rebranding to Fin.ai raises questions about the future of AI in customer service AI models require constant updates and financial investment</li><li>The AI market is unpredictable and subject to rapid growth</li><li>Public perception and real-world impact of AI are important considerations</li></ul><p></p><p>Chapters</p><ul><li>00:00 Vacation Stories and Wedding Celebrations</li><li>08:03 OpenAI's Consulting Company and the Future of AI</li><li>13:06 The Role of AI in the Software Development Industry</li><li>18:25 The Cost of AI Integration and Layoffs</li><li>30:08 Intercom's Rebranding to Fin.ai</li><li>41:27 The Constant Evolution of AI Models</li><li>46:36 Slow Pullback and Moderate Predictions</li><li>55:22 Fun Airplane Liveries and World Events</li></ul>no00:56:593: AI Layoffs, or Layoff AI?full<![CDATA[2: Allbirds AI, E-Commerce Opportunity, AI Messy Middle ]]>The conversation covers the news of Allbirds pivoting from a shoe company to an AI company, the potential reasons for this pivot, and the implications of such a move. The discussion also explores the challenges and opportunities in the e-commerce and physical product space, as well as the concept of creating a new brand focused on unmarked, plain products. The conversation covers a wide range of topics, including the use of AI in business, the impact of AI on workforce productivity, the integration of AI into daily workflows, and the challenges and opportunities presented by AI adoption. The discussion also touches on the use of wearables, the impact of global instability on business decisions, and the evolution of technology in the workplace.

Takeaways

  • Allbirds' pivot from a shoe company to an AI company reflects the challenges and pressures faced by companies in the e-commerce and physical product space.
  • The idea of creating a new brand focused on unmarked, plain products presents an interesting and potentially fun challenge, offering insights into sourcing, distribution, and e-commerce.
  • The conversation highlights the potential for viral product ideas and the value of exploring new business concepts through creative exercises. AI adoption is leading to a significant shift in the way businesses operate, impacting workflows and job roles.
  • The integration of AI into daily workflows presents both challenges and opportunities for businesses and employees.

Chapters

  • 00:00 Introduction and Allbirds Pivot to AI Company
  • 08:00 Reflections on Allbirds' Product and Business Model
  • 20:13 Exploring the Concept of Unmarked, Plain Products
  • 27:51 Exploring AI Integration in Business
  • 37:27 The Rise of Wearables and Technology in the Workplace
  • 50:32 The Impact of Global Instability on Business Decisions
]]>aca611b5-46a2-456c-b1e1-44dc74152d3cFri, 17 Apr 2026 00:48:08 GMT<p>The conversation covers the news of Allbirds pivoting from a shoe company to an AI company, the potential reasons for this pivot, and the implications of such a move. The discussion also explores the challenges and opportunities in the e-commerce and physical product space, as well as the concept of creating a new brand focused on unmarked, plain products. The conversation covers a wide range of topics, including the use of AI in business, the impact of AI on workforce productivity, the integration of AI into daily workflows, and the challenges and opportunities presented by AI adoption. The discussion also touches on the use of wearables, the impact of global instability on business decisions, and the evolution of technology in the workplace.</p><p></p><p>Takeaways</p><ul><li>Allbirds' pivot from a shoe company to an AI company reflects the challenges and pressures faced by companies in the e-commerce and physical product space.</li><li>The idea of creating a new brand focused on unmarked, plain products presents an interesting and potentially fun challenge, offering insights into sourcing, distribution, and e-commerce.</li><li>The conversation highlights the potential for viral product ideas and the value of exploring new business concepts through creative exercises. AI adoption is leading to a significant shift in the way businesses operate, impacting workflows and job roles.</li><li>The integration of AI into daily workflows presents both challenges and opportunities for businesses and employees.</li></ul><p></p><p>Chapters</p><ul><li>00:00 Introduction and Allbirds Pivot to AI Company</li><li>08:00 Reflections on Allbirds' Product and Business Model</li><li>20:13 Exploring the Concept of Unmarked, Plain Products</li><li>27:51 Exploring AI Integration in Business</li><li>37:27 The Rise of Wearables and Technology in the Workplace</li><li>50:32 The Impact of Global Instability on Business Decisions</li></ul>no00:49:152: Allbirds AI, E-Commerce Opportunity, AI Messy Middle full<![CDATA[Episode 1: Cut This]]>Where it all begins, 14 years after it began. The Three Co-Founders of Interact jump on air to discuss random topics, kicking off the next chapter of our journey as cofounders.

]]>7fd337db-33c0-4ff8-8293-d1edf68d2bf2Sun, 05 Apr 2026 13:45:27 GMT<p>Where it all begins, 14 years after it began. The Three Co-Founders of Interact jump on air to discuss random topics, kicking off the next chapter of our journey as cofounders.</p>no01:00:561Episode 1: Cut Thisfull