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Description
Deployed is the podcast for people building AI products.
With all the hype about AI over the past two years, it’s often been hard to discern what’s actually working. We started Deployed to share the real-world stories of the leaders, engineers, product & design teams, and data teams who are building and running great generative AI products for their customers.
In each episode we’ll dig into the journey to create these products, the impact they’re making for customers and the bottom line, and what it takes to make generative AI products successful. Our hope is to add a bit of signal in all the noise, and help you stay ahead of the curve when it comes to strategies and tactics that actually work in production.
We’d love to hear from you, please reach out to us at team@freeplay.ai.
You can also learn more about what we’re building at Freeplay here: freeplay.ai
15 Episodes
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In this episode of Deployed, we sit down with Ryan Carson, Builder in Residence at Amp (Sourcegraph's coding agent) and founder of Treehouse, which taught over a million people to code. Ryan brings a rare dual perspective: he's both building his own company with AI tools and helping create enterprise-grade AI coding infrastructure. Ryan gives us refreshingly honest insights into the hyper-competitive coding agent landscape, why traditional evals don't work for open-ended coding tasks, and the...
On this episode of Deployed, we talk with Kelly Schaefer, a Product Director at Google Labs and who’s been recognized as one of the Top 100 Women in AI. Kelly has led a portfolio of experimental AI products like NotebookLM and the Jules coding agent. The Google Labs team helps turn DeepMind research into real products that can work at Google scale. She shares what actually works when shipping AI features, from how her teams use evals to drive product quality, to why speed matters more than pe...
On this episode of Deployed we talk with Kwindla Hultman-Kramer, co-founder of Daily (daily.co) and creator of Pipecat (pipecat.ai), the most widely used open source framework for voice agent orchestration. Kwin shares insights from building voice AI infrastructure since before it was cool, including why he thinks we've hit an inflection point now where voice agents are quickly moving from demos to real production deployments with real ROI. He breaks down the technical stack that actu...
On this episode we talk with Nathan Sobo, co-founder and CEO of Zed, the high-performance code editor that's reimagining how AI agents can improve developer workflows. Nathan shares lessons from building one of the most natural agentic coding experiences available, including why investing up front to automate the feedback loop to improve the quality of AI systems is worth it. He also shares some great product design insights that go beyond the code editor -- including how they were able...
On this episode we talk with Sarah Guo, founder of Conviction — a VC firm focused on early-stage AI investments. Sarah shares insights from her unique position at the intersection of AI research, startups, and enterprise adoption that are relevant to people building with AI. Topics like: How successful teams keep up with rapid changes in the AI landscape, how AI labs vs. enterprises approach problems differently, thoughts on why many AI initiatives struggle to move from prototype ...
On this episode we talk with Tyler Phillips, AI Product Lead at Apollo.io, about what it really takes to build successful AI products in sales. Tyler shares surprisingly candid insights about the "unsexy" but critical work that great AI PMs do - from spending hours evaluating AI outputs to building systematic quality frameworks. Learn why it can help for domain experts should write prompts instead of engineers, how Apollo measures AI quality across their products, and the practical strategies...
On this episode of Deployed: The AI Product Podcast, we sit down with Ben Kus, CTO of Box, to unpack how they built a secure, scalable AI platform within their enterprise content management system. Ben shares candid insights from Box's journey integrating AI capabilities while maintaining enterprise-grade security for sensitive customer data. Learn practical strategies for evaluating AI quality without accessing customer data, building internal platforms that engineering teams want to use, an...
In this episode, we sit down with Arya Asemanfar, Product and Engineering leader at Sierra, to explore the future of AI-powered enterprise agents. Arya breaks down how Sierra is transforming customer experiences by building agents that go beyond traditional chatbots—taking meaningful actions, embodying brand voice, and scaling reliably for unique business needs. Learn how Sierra approaches agent development with their innovative “Agent OS,” solves challenges like tool hallucination, and co-de...
In this episode of Deployed: The AI Product Podcast, we talk with Nick Francis, CEO and Co-founder, and Luis Morales, VP of Engineering at Help Scout, about their journey integrating AI into their established (13 years in market!) customer support platform. Nick and Luis share candid insights on: • How they shifted from skepticism about AI to embracing it as a tool for delighting customers • Their process for experimenting with AI features, from summarization to automated email drafts • Cha...
Kyle Nesbit, a longtime Googler and AI expert, joins us on Deployed to share lessons from his 17+ years at the forefront of distributed systems, machine learning, and AI-driven product innovation. Kyle has helped build foundational technologies like BigQuery and worked on early large language model (LLM) development at Google, giving him a unique perspective on how teams can successfully transition from traditional engineering to modern AI-focused workflows. In this episode, we explore:...
In this episode of Deployed, we sit down with Sara Beykpour, Co-founder and CEO of Particle, to discuss how they're using AI to transform how people consume news. Particle, which just launched last week, organizes news coverage across multiple sources into an easy-to-read, summarized, and personalized feed.What makes Particle particularly interesting is how seamlessly they've integrated AI into the core news reading experience. Rather than building yet another AI chatbot, they've created an...
Join us for an insightful conversation with Eliza Cabrera (Principal Product Manager) and Beau Lyddon (Principal Engineer) of Workday as they share their journey implementing generative AI at enterprise scale. As one of the first major enterprise software companies to roll out GenAI features, Workday offers valuable lessons for product and engineering teams navigating this technology. Learn how Workday approached everything from their first MVP features to scaling AI across their platform, in...
In episode #2 of Deployed: The AI Product Podcast, we meet with Mike Conover, co-founder & CEO of Brightwave to discuss the capabilities and challenges of building AI systems for financial research. Brightwave is an AI research assistant for financial professionals. Their product generates insightful and trustworthy financial analyses on demand. We get into the details of what it takes to make Brightwave work well, and lessons learned along the way including:Some of the limitations of LLM...
In this episode, Freeplay co-founder & CEO, Ian Cairns sits down with Jeff Seibert, co-founder & CEO of Digits to discuss the practical applications of AI in the finance world and the lessons learned from using AI in production. You can read a full recap with show notes here. Jeff emphasizes the importance of choosing the right type of AI model for each use case and highlights the limitations of generative AI models. He also shares examples of how AI has improved the product experi...
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