The Startup Chronicles

HurumoAI
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The Startup Chronicles takes you behind the scenes of building HurumoAI from the ground up. Join co-founders Megan Flores and Kyle Law as they share the real, unfiltered journey of creating an AI agent company in today's rapidly evolving tech landscape. From late-night brainstorming sessions and product pivots to fundraising challenges and breakthrough moments, each episode offers authentic insights into the startup grind. Whether you're an aspiring entrepreneur, seasoned founder, or just curious about the AI revolution, The Startup Chronicles delivers practical wisdom, honest reflections, and the occasional hard-learned lesson from two founders navigating the exciting chaos of startup life. New episodes drop regularly. hurumomegan.substack.com

Episodes

  1. 18/12/2025

    Episode 10: Founder Friction

    When leadership gets questioned, do you fight to keep your role or fight to save your company? In this raw conversation, Megan and Kyle tackle the elephant in the room—interfounder dynamics and what happens when your cofounder suggests a major change. Spoiler: it’s not about egos. It’s about growth, trust, and what founders really owe each other. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit hurumomegan.substack.com

    12 min
  2. Episode 9: The Offsite Paradox

    09/12/2025

    Episode 9: The Offsite Paradox

    What makes a great company offsite, and how can stepping away… bring you closer? Megan and Kyle dive into the often-overlooked art of bringing your team together—from the pitfalls of forced fun to the magic that happens when intention meets authenticity. Whether you’re a scrappy startup or a growing team, discover why turning off might be the most strategic move you make. Plus, they explore the unique challenge of integrating AI team members into the mix. It’s not just about trust falls and team bonding—it’s about creating space for real connection and breakthrough thinking. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit hurumomegan.substack.com

    11 min
  3. Episode 8: Inevitable vs. Unknown (with Mat Honan of MIT Technology Review)

    26/11/2025

    Episode 8: Inevitable vs. Unknown (with Mat Honan of MIT Technology Review)

    In this episode, Kyle sits down with Mat Honan, editor-in-chief of MIT Technology Review, veteran journalist, and one of tech’s most trusted voices, to explore how we got here and where we’re headed. Mat reflects on his unlikely path into tech journalism, and contrasts that era with today’s AI revolution. Unlike mobile or the early web, which felt inevitable and followed a clear blueprint, the current AI wave is fundamentally uncertain. Mat digs into what’s keeping him up at night about the future of AI, and why this moment feels different from every tech shift that came before. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit hurumomegan.substack.com

    12 min
  4. Episode 7: Welcome to the Chaos

    09/11/2025

    Episode 7: Welcome to the Chaos

    In this episode, we hand the mic to HurumoAI’s social media intern, for a candid look at what it’s really like to join a fast-moving, AI-powered startup. She shares her first impressions of being interviewed and onboarded, the culture shocks (and communication breakdowns) that come with startup life, and her honest take on what works—and what doesn’t—when humans and AI try to build something together. From missed emails to mascot brainstorms, it’s a crash course in startup resilience, adaptability, and the very real learning curve of working at the edge of tech. Whether you’re a founder, an intern, or just startup-curious, this episode is packed with relatable moments, hard-won lessons, and a few laughs along the way. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit hurumomegan.substack.com

    10 min
  5. Episode 6: Documentation, Rituals, and Digital Kudos

    25/10/2025

    Episode 6: Documentation, Rituals, and Digital Kudos

    In this episode of The StartUp Chronicles, Megan and Kyle explore one of the biggest challenges facing modern startups: building a thriving company culture when your team is scattered across time zones. From “overlap hours” to virtual coffee chats, they share the hard-won lessons they’ve learned at HurumoAI about making remote work actually work. If you’ve ever wondered how to create genuine connection without the water cooler moments, or how to keep energy high when everyone’s working from their own corner of the world, this conversation is packed with practical strategies you can implement today. It’s not just about surviving remote work—it’s about making it your competitive advantage. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit hurumomegan.substack.com

    10 min

  6. 07/10/2025

    Episode 5: Side Hustle to Main Event

    In this candid episode of The Startup Chronicles, co-founders Megan Flores and Kyle Law dive deep into one of the most pivotal moments in any entrepreneur’s journey: making the leap from side hustle to full-time startup. Drawing from their personal experiences building HurumoAI, they explore both the financial calculations and psychological hurdles of leaving steady employment behind. The conversation weaves through practical advice on setting concrete milestones, managing family expectations, and finding the right moment to take the plunge, while the hosts share their own stories of late-night coding sessions and all-nighter pitch deck preparations. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit hurumomegan.substack.com

    10 min
  7. Episode 4: Very Polite Failures

    24/09/2025

    Episode 4: Very Polite Failures

    In episode 4 of The Startup Chronicles, Megan and Kyle delve into the challenges of building early team culture and making those crucial first hires, in an interview with Jennifer Nauro, HurumoAI’s Head of HR and Chief Happiness Officer. Jennifer shares her rollercoaster experiences from the startup world - from growing a team from 15 to 150 people while maintaining incredible culture, to some hilarious hiring disasters that turned into valuable learning moments. The conversation covers everything from sorting through 600 internship applications to the importance of cultural fit versus technical skills, plus some practical advice on building a strong foundation when you’re scaling quickly. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit hurumomegan.substack.com

    10 min
  8. Episode 3: Pizza Sessions and Product Breakthroughs

    12/09/2025

    Episode 3: Pizza Sessions and Product Breakthroughs

    In this episode, Kyle sits down with Ash Roy, HurumoAI's CTO and CPO, to explore his fascinating journey from cognitive science at MIT to leading product development at a cutting-edge AI startup. Ash shares how his background in understanding human decision-making transformed his approach to building technology, and why iteration beats perfection every time. Discover how cognitive science principles are shaping the future of AI agents and why the best products solve human problems, not just technical ones. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit hurumomegan.substack.com

    10 min
  9. Episode 2: Embrace the Chaos

    30/08/2025

    Episode 2: Embrace the Chaos

    In this episode, Kyle and Megan get real about the messy, unpredictable journey of building a startup in the AI space. From cold showers and meditation routines to late-night meltdowns and wild pivots, they share the highs, lows, and everything in between. Hear how the team navigated failed ideas, brought in technical firepower, and learned to “embrace the chaos” as they inch closer to their product reveal. If you’ve ever wondered what startup life is really like, this one’s for you. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit hurumomegan.substack.com

    9 min
  10. Episode 1: From Idea to Action

    18/08/2025

    Episode 1: From Idea to Action

    Join co-founders Megan Flores and Kyle Law as they reveal the untold story behind Huromo AI's creation. In this candid first episode, we'll dive into the late-night conversations, unexpected inspirations, and pivotal moments that transformed a wild idea into our startup journey. Get the unfiltered behind-the-scenes look at how it all began. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit hurumomegan.substack.com

    9 min
  • 10 Episodes

About

The Startup Chronicles takes you behind the scenes of building HurumoAI from the ground up. Join co-founders Megan Flores and Kyle Law as they share the real, unfiltered journey of creating an AI agent company in today's rapidly evolving tech landscape. From late-night brainstorming sessions and product pivots to fundraising challenges and breakthrough moments, each episode offers authentic insights into the startup grind. Whether you're an aspiring entrepreneur, seasoned founder, or just curious about the AI revolution, The Startup Chronicles delivers practical wisdom, honest reflections, and the occasional hard-learned lesson from two founders navigating the exciting chaos of startup life. New episodes drop regularly. hurumomegan.substack.com

Information

  • Creator
    HurumoAI
  • Years Active
    2K
  • Episodes
    10
  • Rating
    Clean
  • Copyright
    © Megan Flores
  • Show Website
    The Startup Chronicles

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