Founders in Arms

Jack Zhang, Co-founder and CEO of Airwallex, shares insights from building a global payments platform valued at $5.5 billion. He discusses the persistent issues in cross-border payments, including high costs and slow transfers. Jack dives into the competitive landscape, highlighting how Airwallex positions itself against giants like Stripe. He reveals his strategy for navigating geopolitical tensions as a foreign founder in the U.S., and reflects on the importance of sustainable growth while managing public perception and recruitment challenges.

Ryan Gariepy, co-founder and former CTO of Clearpath Robotics, dives into the evolving landscape of robotics. He discusses his journey to profitability with only CA$300K in funding and highlights the strategic advantages of Canadian manufacturing. Gariepy critiques the common misconceptions surrounding humanoid robots, addressing the disconnect between cost and user expectations. He also emphasizes the steady growth trajectory in robotics versus the volatile nature of software, advocating for a long-term vision in hardware startups.

Emmett Shear, founder and CEO of Softmax, previously led Twitch and briefly served as interim CEO of OpenAI. He discusses the intertwined nature of AI alignment and AGI, emphasizing that solving one requires understanding the other. Emmett warns that alignment can lead to both great benefits and potential harm. He argues for integrating AIs with human communities and exploring the concept of multiple smaller AIs instead of a single superintelligence. The conversation also touches on the importance of emotions in AI learning and lessons from his experience at Twitch.

Immad Akhund and Raj Suri dive into the transformative tech trends of 2025. They talk about the launch of Mercury Personal Banking, which marries business features with personal accounts. Self-driving cars take center stage, proving to be more impactful than AGI discussions that have died down. The duo also explores innovative concepts like vibe coding, showcasing how easy app development can become. They assess the tech landscape, highlighting both the excitement of new energy and the darker issues around immigration and tech accountability.

Noah Glass, founder and former CEO of Olo, shares his inspiring journey from a startup in 2005 to a public company by 2021. He discusses the extreme patience required in the first decade and how the mantra 'embrace the suck' shaped company culture. Noah reveals the pivotal shift from B2C to B2B that turned losses into profits, and explains how adding delivery services unlocked major growth. He reflects on the importance of industry advisors, the benefits of partnering with Thoma Bravo, and critiques the current trend of homegrown tech stacks.

Parag Agrawal, co-founder and CEO of Parallel and former Twitter chief, dives into the transformative potential of AI agents reshaping the web. He discusses how agents will dominate web interactions, making human-focused designs obsolete. Parag outlines Parallel's innovative APIs that enable these agents to efficiently fetch and monitor vast amounts of data. He also addresses the evolving business models needed to support content creators in this new landscape and offers insights on navigating fundraising and the AI market's future.

Nicholas Rudder, co-founder and CEO of Sphere, discusses his journey from a failed EdTech startup to raising $21M in Series A funding for his AI-driven cross-border compliance platform. He shares insights on validating demand using a Figma prototype, navigating the complexities of international tax, and the emotional challenges of losing a co-founder. Nicholas also emphasizes the significance of hiring an internal recruiter post-funding and compares the startup ecosystems of San Francisco, the UK, and Australia.

Sumir Meghani, Founder and CEO of Instawork, shares insights on revolutionizing the hourly labor market by creating a LinkedIn-like profile system for millions of workers. He discusses the pressing global issue of hourly worker shortages and high turnover rates in hospitality, emphasizing how AI can streamline onboarding. Sumir introduces the concept of 'robot wranglers' as new labor roles, exploring how human workers can train physical AI to boost efficiency. He reflects on the undervaluing of hourly work in Silicon Valley and the joys of creating job opportunities.

Eric Migicovsky, founder of the iconic Pebble smartwatch and Core Devices, shares his journey from Kickstarter success to industry challenges. He discusses the thrilling launch of Pebble, raising $600K in just one day. Eric reflects on his sustainable approach to hardware, targeting profitability without heavy inventory. He reveals how his Beeper Mini challenged Apple's monopoly, leading to antitrust scrutiny. Lastly, he chats about the revolutionary move of Google open-sourcing Pebble's OS, empowering his new venture.

Iqram Magdon-Ismail, co-founder of Venmo and founder of Jelly, explores the evolution of payment technologies and the need for genuine social connections. He shares the quirky origin of Venmo from a forgotten wallet and reveals the nail-biting moments when Wells Fargo threatened to shut them down. Iqram critiques modern startups for being too polished and metrics-driven, and discusses Jelly's mission to bring authenticity back to social media using video and crypto. He also reflects on the unique mindset immigrant founders bring to innovation.