The Engineering Leadership Podcast

Kiren Sekar (CPO @ Samsara) joins us to deconstruct the "Innovation Engine" behind Samsara, and how this system drives real-world impact and ROI across their products. We explore Samsara’s decade-long compound product strategy and the mechanics of accelerating feedback loops in an era where the primary bottlenecks shift from code generation to customer feedback and absorption of change. Kiren details how their 25-trillion-point data flywheel expands the aperture of what is possible to build and we dive into the system of customer-driven innovation: advisory boards, “spark sessions” to test hypotheses and gain unfiltered feedback. Plus we talk about the power of embedding engineers in frontline environments (from truckyards to construction sites) to cultivate “taste,” customer empathy and trigger non-linear ideas. ABOUT KIREN SEKAR Kiren Sekar is the Chief Product Officer at Samsara (NYSE: IOT), where he has helped lead the company from a hardware-hacking startup in a basement to a global leader in Connected Operations with over $1.5B in ARR. An early leader at Meraki (acquired by Cisco for $1.2B) and an Apple veteran with multiple patents, Kiren specializes in the rare intersection of hardware, massive-scale data, and AI. He is the architect of a platform that now processes trillions of data points for the industries that keep the world running—trucking, construction, and logistics. This episode is brought to you by Retool! What happens when your team can't keep up with internal tool requests? Teams start building their own, Shadow IT spreads across the org, and six months later you're untangling the mess… Retool gives teams a better way: governed, secure, and no cleanup required. Retool is the leading enterprise AppGen platform, powering how the world's most innovative companies build the tools that run their business. Over 10,000 organizations including Amazon, Stripe, Adobe, Brex, and Orangetheory Fitness use the platform to safely harness AI and their enterprise data to create governed, production-ready apps. Learn more at Retool.com/elc SHOW NOTES: This episode wouldn’t have been possible without the help of our incredible production team: Patrick Gallagher - Producer & Co-Host Jerry Li - Co-Host Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/ Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/ Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Founders often delay leadership coaching until a major crisis hits, leading to significant costs in productivity, team churn, and poor decisions. In this episode, James Birchler (Technical Advisor & Executive Leadership Coach) argues that early coaching is a game-changer for a startup's success. We explore the hidden costs of waiting and the benefits of intentionally installing leadership and communication systems before you scale. James shares specific self-awareness mechanisms, like advisory groups and feedback loops, to help founders design their day and create accountability. You'll also learn practical strategies like the "5-Minute Alignment Loop" for spotting communication breakdowns & for reinforcing clarity. Plus insights on how to "install your leadership OS" so it can scale with your company. ABOUT JAMES BIRCHLER James Birchler is an executive leadership coach and technical advisor who specializes in helping engineering leaders and founders develop greater self-awareness and build high-performing teams. He combines deep technical expertise with practical leadership development, making him particularly valuable for technical leaders scaling their organizations. As both a founder and engineering leader, James has more than 20 years of experience leading teams at companies ranging from early-stage startups to Amazon, where his current role is Technical Advisor to the VP of Amazon Delivery Routing and Planning. Most recently, he founded NICER, a premium natural personal care company, and Actuate Partners, his executive coaching and technical advisory practice. He also held VP of Engineering roles at companies including Caffeine (backed by Greylock and Andreessen Horowitz), SmugMug (where his team acquired Flickr), and IMVU. At IMVU, James implemented the Lean Startup methodologies alongside Eric Ries, author of The Lean Startup and creator of the methodology, literally the first company to apply these principles. His team helped pioneer the DevOps movement by building infrastructure to ship code to production 50 times per day and coining the term "continuous deployment." This experience in systematic experimentation and continuous improvement now informs his coaching approach through frameworks like CAMS (Coaching, Advising, Mentoring, Supporting) and the Think-Do-Learn Loop. James completed his executive coaching certification at UC Berkeley Haas School of Business Executive Coaching Institute. His coaching practice focuses on self-awareness, integrity, accountability, and fostering growth mindsets that support continuous learning and high performance. He writes the Continuous Growth newsletter and offers both individual executive coaching and peer learning circles for technical leaders. Through his advisory work with growth-stage startups in the US and Europe, James helps leaders navigate common scaling challenges including hiring and interviewing, implementing development methodologies, establishing operational cadences, and developing other leaders. His approach treats leadership development like product development—with systematic feedback loops, measurable outcomes, and continuous improvement. You can find James at jamesbirchler.com, LinkedIn, and Substack. This episode is brought to you by Retool! What happens when your team can't keep up with internal tool requests? Teams start building their own, Shadow IT spreads across the org, and six months later you're untangling the mess… Retool gives teams a better way: governed, secure, and no cleanup required. Retool is the leading enterprise AppGen platform, powering how the world's most innovative companies build the tools that run their business. Over 10,000 organizations including Amazon, Stripe, Adobe, Brex, and Orangetheory Fitness use the platform to safely harness AI and their enterprise data to create governed, production-ready apps. Learn more at Retool.com/elc SHOW NOTES: This episode wouldn’t have been possible without the help of our...

In our latest ELC episode, we are addressing some of the biggest challenges facing engineers today: identifying your scaling thesis, putting that thesis into practice, and addressing implementation challenges. Jaikumar Ganesh, Head of Engineering @ Anyscale, shares insights from his experience working at top tech companies like Android and Uber, and how to apply those lessons within your own orgs. We also cover strategies for identifying what to build, using data effectively when it comes to understanding AI agents, and keeping your intent (and customer success) top of mind. Additionally, Jaikumar discusses his experience as a GM and why all orgs should adopt cross-functional skillsets as part of their company culture. ABOUT JAIKUMAR GANESH Jaikumar Ganesh is an accomplished technology leader and the Head of Engineering at Anyscale. With a deep background in engineering and customer-facing roles, Jaikumar has a proven track record of building and scaling engineering organizations. He is passionate about pushing the boundaries of product and engineering innovation while ensuring customer needs are met, and is committed to building empowering organizations rooted in trust, respect, and growth. Jaikumar is excited about working with companies to harness the power of AI and distributed computing to achieve their goals. He previously co-started and co-led Uber's AI group—the central ML group at Uber—and was also on the early team at Android @ Google. This episode is brought to you by Retool! What happens when your team can't keep up with internal tool requests? Teams start building their own, Shadow IT spreads across the org, and six months later you're untangling the mess… Retool gives teams a better way: governed, secure, and no cleanup required. Retool is the leading enterprise AppGen platform, powering how the world's most innovative companies build the tools that run their business. Over 10,000 organizations including Amazon, Stripe, Adobe, Brex, and Orangetheory Fitness use the platform to safely harness AI and their enterprise data to create governed, production-ready apps. Learn more at Retool.com/elc SHOW NOTES: This episode wouldn’t have been possible without the help of our incredible production team: Patrick Gallagher - Producer & Co-Host Jerry Li - Co-Host Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/ Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/ Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

How do you transform a collection of individual tools into a cohesive, AI-powered symphony? Vineeta Puranik (CPTO @ SmartBear) dissects the strategy behind evolving a product vision from point solutions to a unified multi-product ecosystem. We explore the critical architectural distinction between "AI bolt-on" and "AI native" strategies, frameworks for seamless M&A integration, and how to design for varying levels of customer AI readiness. Vineeta also discusses the shift to test “does it match intent”, using “jobs to be done” to drive solving entire workflows not just tool capabilities, and designing user experiences for both human personas and AI agents. ABOUT VINEETA PURANIK Vineeta Puranik serves as Chief Product and Technology Officer (CPTO) at SmartBear, where she leads the company’s global technology and product strategy to empower developers and enterprises worldwide. A seasoned technology executive with over two decades of experience, she combines strategic vision with hands-on leadership to drive innovation, growth, and operational excellence. At SmartBear, Vineeta oversees development, cloud engineers, AI, and architecture, and has been instrumental in scaling centers of excellence in India and Poland, launching the Developer Academy, and advancing the company’s hub-based product strategy – Swagger suite for API capabilities, Test Hub, and Insight Hub. Recognized for her collaborative, people first leadership and commitment to inclusion, she was named a 2024 Women Worth Watching in STEM by Profiles in Diversity Journal. This episode is brought to you by Retool! What happens when your team can't keep up with internal tool requests? Teams start building their own, Shadow IT spreads across the org, and six months later you're untangling the mess… Retool gives teams a better way: governed, secure, and no cleanup required. Retool is the leading enterprise AppGen platform, powering how the world's most innovative companies build the tools that run their business. Over 10,000 organizations including Amazon, Stripe, Adobe, Brex, and Orangetheory Fitness use the platform to safely harness AI and their enterprise data to create governed, production-ready apps. Learn more at Retool.com/elc SHOW NOTES: LINKS AND RESOURCES Books Mentioned Own the Room: Discover Your Signature Voice to Master Your Leadership PresenceThe Leader You Want to Be: Five Essential Principles for Bringing Out Your Best Self--Every DaySmartBear Tools & Products SmartBearhttps://reflect.run/?utm_medium=referral&utm_source=smartbear.com&utm_campaign=prodnav&_gl=1*4gpwr4*_gcl_au*MTAzOTk0MjM2LjE3Njk0NjU4NTA.)Zephyr Scalehttps://www.qmetry.com/?_gl=1*1d5sv56*_gcl_au*MTAzOTk0MjM2LjE3Njk0NjU4NTA.)https://swagger.io/product/?_gl=1*gtu348*_gcl_au*MTAzOTk0MjM2LjE3Njk0NjU4NTA.) This episode wouldn’t have been possible without the help of our incredible production team: Patrick Gallagher - Producer & Co-Host Jerry Li - Co-Host Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/ Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/ Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Tyson Singer (Head of Tech & Platforms @ Spotify) joins us to unpack how Spotify is transforming its product development lifecycle across creation, experimentation and maintenance to shift from "localized speed" to "systematic speed." We explore why the industry’s current obsession with the "Build It" phase of development is shortsighted, and how Spotify is aggressively deploying AI in the "Think It" (prototyping/strategy) and "Maintain It" (fleet management) phases. Tyson also details the internal tools driving this shift, including AiKA and Honk, and shares why the future of engineering relies on moving from I-shaped specialists to T-shaped generalists. ABOUT TYSON SINGER Tyson Singer is the SVP of Technology & Platforms at Spotify, where he leads technology infrastructure, developer experience, cybersecurity, and finance IT. Tyson is the executive behind Spotify’s internal developer portal, Backstage, and Spotify’s experimentation system, Confidence, which are now both commercially available. He has a background as an engineer, architect, and product lead, and he holds a Master’s in Computer Science from Stanford University. Tyson is also an avid outdoor adventurer. This episode is brought to you by Retool! What happens when your team can't keep up with internal tool requests? Teams start building their own, Shadow IT spreads across the org, and six months later you're untangling the mess… Retool gives teams a better way: governed, secure, and no cleanup required. Retool is the leading enterprise AppGen platform, powering how the world's most innovative companies build the tools that run their business. Over 10,000 organizations including Amazon, Stripe, Adobe, Brex, and Orangetheory Fitness use the platform to safely harness AI and their enterprise data to create governed, production-ready apps. Learn more at Retool.com/elc SHOW NOTES: This episode wouldn’t have been possible without the help of our incredible production team: Patrick Gallagher - Producer & Co-Host Jerry Li - Co-Host Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/ Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/ Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

It started with a simple idea from James Tyack: “What if we hosted a hackathon at ELC Annual?” The result was a unique experiment where 14 senior engineering leaders stepped away from strategy to build and ship functioning apps in one weekend, unlocking new insights on AI-native workflows, "vibe coding," and the future of engineering. In this episode, we deconstruct the entire hackathon operational playbook, sharing lessons on everything from “best failure awards” and async collaboration structures to structuring ideation periods for maximum business alignment. Beyond the logistics, we explore how getting hands-on helped these leaders overcome imposter syndrome and why "rolling up your sleeves" is now a prerequisite for leading effective engineering teams. Plus, James shares how he plans to evolve the hackathon format at ELC and beyond. If you’ve been curious about leveraging hackathons to drive innovation, expose your team to new tools, or evolve how your org builds, this episode provides the blueprint for successful implementation. ABOUT JAMES TYACK James is an engineering manager with a passion for people, technology, and learning. He's built and led distributed, diverse teams of engineers across locations and timezones for 10 years. James believes strongly in the value of diversity and championing a sense of belonging for everyone, from day 1. He's well versed in growth strategy, chaos engineering, major incident response, and blameless practice, and culture grounded by trust and psychological safety. He leads the Growth Acquisition team at Coursera where he's proud to be part of an organization that's transforming lives through learning. Previously, James enjoyed building and leading the Growth and Integrations engineering teams at PagerDuty. This episode is brought to you by Span! Span is the AI-native developer intelligence platform bringing clarity to engineering organizations with a holistic, human-centered approach to developer productivity. If you want a complete picture of your engineering impact and health, drive high performance, and make smarter business decisions… Go to Span.app to learn more! SHOW NOTES: This episode wouldn’t have been possible without the help of our incredible production team: Patrick Gallagher - Producer & Co-Host Jerry Li - Co-Host Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/ Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/ Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

This is a special episode, highlighting a session from ELC Annual 2025! Bill Coughran (Partner @ Sequoia Capital & former SVP of Engineering @ Google) and Bret Reckard (Talent Partner @ The General Partnership) deconstruct the evolving role of engineering leadership in an era dominated by AI hype. Bill is a legendary leader who joined Google right after the .com bubble and has seen every major industry shift since. Drawing on his experience scaling Google and advising world-class startups, Bill shares why the best leaders are "catastrophic thinkers," how to balance servant leadership with the need for decisive action, and why AI is forcing every leader to return to their technical roots. Plus they cover enduring companies and real value capture in the AI era, the nuances of organizational design, the "apprentice model" for mentorship and the dangers of over-layered hierarchies that stifle speed. Bill also provides a candid look at leadership transitions, offering a tactical guide for those moving from Big Tech to early-stage startups. ABOUT BILL COUGHRAN Bill Coughran works as a founders' coach and partner at Sequoia Capital to help build spectacular technology-centric companies. Previously, Bill was Senior Vice President of Engineering at Google with oversight of Chrome, YouTube, maps, google.com, underlying infrastructure systems, and security. ABOUT BRET RECKARD Bret Reckard is Talent Partner at The General Partnership (TheGP), a hands-on venture firm working alongside ambitious founders in talent, engineering, go-to-market, and product. He leads TheGP’s Talent vertical, matching foundational leaders, early engineers, and key specialists across the portfolio. Before this role, Bret spent over a decade at Sequoia Capital leading Talent and Network, where he helped hundreds of founders at companies like Stripe, Confluent, Retool and DoorDash build their early teams. This episode is brought to you by Span! Span is the AI-native developer intelligence platform bringing clarity to engineering organizations with a holistic, human-centered approach to developer productivity. If you want a complete picture of your engineering impact and health, drive high performance, and make smarter business decisions… Go to Span.app to learn more! SHOW NOTES: LINKS AND RESOURCES Link to the video for this sessionLink to all ELC Annual 2025 sessions This episode wouldn’t have been possible without the help of our incredible production team: Patrick Gallagher - Producer & Co-Host Jerry Li - Co-Host Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/ Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/ Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

This is a special episode, highlighting a session from ELC Annual 2025! OpenAI evolved from a pure research lab into the fastest-growing product in history, scaling from 100 million to 700 million weekly users in record time. In this episode, we deconstruct the organizational design choices and cultural bets that enabled this unprecedented velocity. We explore what it means to hire "extreme generalists," how AI-native interns are redefining productivity, and the real-time trade-offs made during the world's largest product launches. Featuring Sulman Choudhry (Head of ChatGPT Engineering) and Samir Ahmed (Technical Lead), moderated by Lawrence Bruhmeller (Eng Management @ Sigma). ABOUT SULMAN CHOUDHRY Sulman leads ChatGPT Engineering at OpenAI, driving the development and scaling of one of the world’s most impactful AI products. He pushes the boundaries of innovation by turning cutting‑edge research into practical, accessible tools that transform how people interact with technology. Previously at Meta, Sulman founded and scaled Instagram Reels, IGTV, and Instagram Labs, and helped lead the early development of Instagram Stories. He also brought MetaAI to Instagram and Messenger, integrating generative AI into experiences used by billions. Earlier in his career, Sulman was on the founding team that built and launched UberEATS from the ground up, helping turn it into a global food delivery platform. With a track record of marrying technical vision, product strategy, and large‑scale execution, Sulman focuses on building products that meaningfully change how people live, work, and connect. ABOUT SAMIR AHMED Samir is the Technical Lead for ChatGPT at OpenAI, where he currently leads the Personalization and Memory efforts to scale adaptive, useful, and human-centered product experiences to over 700 million users. He works broadly across the OpenAI stack—including mobile, web, services, systems, inference, and product research infrastructure. Previously, Samir spent nine years at Snap, working across Ads, AR, Content, and Growth. He led some of the company’s most critical technical initiatives, including founding and scaling the machine learning platform that powered nearly all Ads, Content, and AR workloads, handling tens of billions of requests and trillions of inferences daily. ABOUT LAWRENCE BRUHMELLER Lawrence Bruhmuller has over 20 years of experience in engineering management, much of it as an overall head of engineering. Previous roles include CTO/VPE roles at Great Expectations, Pave, Optimizely, and WeWork. He is currently leading the core query compiler and serving teams at Sigma Computing, the industry leading business analytics company. Lawrence is passionate about the intersection of engineering management and the growth stage of startups. He has written extensively on engineering leadership (https://lbruhmuller.medium.com/), including how to best evolve and mature engineering organizations before, during and after these growth phases. He enjoys advising and mentoring other engineering leaders in his spare time. Lawrence holds a Bachelors and Masters in Mathematics and Engineering from Harvey Mudd College. He lives in Oakland, California, with his wife and their three daughters. This episode is brought to you by Span! Span is the AI-native developer intelligence platform bringing clarity to engineering organizations with a holistic, human-centered approach to developer productivity. If you want a complete picture of your engineering impact and health, drive high performance, and make smarter business decisions… Go to Span.app to learn more! SHOW NOTES: LINKS AND RESOURCES Link to the video for this sessionLink to all ELC Annual 2025 sessions This episode wouldn’t have been possible without the help of our incredible production team: Patrick Gallagher - Producer & Co-Host Jerry Li - Co-Host Noah Olberding - Associate Producer, Audio & Video Editor...

In this episode, Brian Balfour (Founder & CEO @ Reforge) deconstructs the two core, interconnected challenges leaders face in the AI age: deciding what to build and evolving the Engineering, Product, Design workflow to deliver it. We cover why you should avoid “the local maxima trap” and siphon off "skunkworks" teams to take high-risk, AI-native bets. Brian provides the blueprint for the "Great Distribution Shift," detailing how to reshape your product from the ground up to avoid being left behind as platforms close, and how to emerge as a winner in the new AI landscape. Plus, learn how to rethink what to build, avoid commoditization, compress product discovery from weeks to hours, scale feature variations & prototypes, evolve products to solve harder classes of problems and shift specialist roles from "inboxes" to system builders. ABOUT BRIAN BALFOUR Brian Balfour is the Founder & CEO of Reforge, which provides expert training and tools for AI-native product teams. Previously, he served as VP of Growth at HubSpot, spearheading launches like HubSpot CRM and building the growth team that propelled the company’s next chapter. This episode is brought to you by Span! Span is the AI-native developer intelligence platform bringing clarity to engineering organizations with a holistic, human-centered approach to developer productivity. If you want a complete picture of your engineering impact and health, drive high performance, and make smarter business decisions… Go to Span.app to learn more! SHOW NOTES: LINKS AND RESOURCES About Reforge:Reforge BuildReforge ResearchReforge InsightsBrian Balfour’s Research & Frameworks BrianBalfour.comThe Next Great Distribution ShiftThe Four Fits FrameworkReforge Strategic Deep Dives AI Disruption Risk AssessmentProduct-Market Fit (PMF) CollapseMentions Invest Like the Best podcastThis episode wouldn’t have been possible without the help of our incredible production team: Patrick Gallagher - Producer & Co-Host Jerry Li - Co-Host Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/ Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/ Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Rajeev Rajan (CTO @ Atlassian) shares the leadership playbook he used to transform Atlassian’s engineering culture, and how that cultural foundation directly powered the build and launch of Rovo (Atlassian’s new AI powered app). We cover how they reduced ship time from 120 days to zero, why “developer joy” is the metric that matters, and how to create a community of developer productivity champions to scale DevEx transformation. Rajeev also breaks down his principles for systematizing autonomy and empowerment, including frameworks for giving direct reports more ownership. Plus, a look at the future of Atlassian’s “Systems of Work”! ABOUT RAJEEV RAJAN Rajeev Rajan is the Chief Technology Officer (CTO) at Atlassian. Rajeev joined the company in May 2022 and is responsible for Atlassian Engineering, IT, Security and Trust, and the Engineering Operations teams. His focus areas include the company's continued transformation to Cloud, Developer Platform, and Product lines. Additionally, he is passionate about continuing to develop Atlassian’s world-class engineering organization and making it a top choice for aspiring engineering talent worldwide. A long-time resident of Washington state, Rajeev previously acted as the Vice President and Head of Engineering for Facebook and Head of Office for Meta in the Pacific Northwest Region. Prior to Meta, Rajeev spent more than two decades with Microsoft, first joining as an intern in 1994. During his time there, he worked on many products, culminating in Office 365 where he built and led the team responsible for all of the Cloud Infrastructure for Office 365. Rajeev is married with two children and a spunky yellow lab named Rayna. He is very involved in and passionate about a number of efforts that uplift the local community, ranging from the arts to STEM programs. SHOW NOTES: This episode wouldn’t have been possible without the help of our incredible production team: Patrick Gallagher - Producer & Co-Host Jerry Li - Co-Host Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/ Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/ Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/5 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

In this episode, Daniel Lereya (Chief Product and Technology Officer @ Monday.com) shares how they are evolving their engineering roles from developers to builders & system designers, where the lines between product, engineering, and design are intentionally blurred, and developers manage AI Agents as team members, tackling an ever-expanding list of projects. We explore the shift from "developer" to "system designer" and why managing AI agents requires the same skills as managing people. Plus, a case study where the Monday.com team leveraged AI agents to decompose a monolith, autonomously manage the project board and assign strategic / high-risk tasks to humans. ABOUT DANIEL LEREYA Daniel Lereya has served as Chief Product and Technology Officer at monday.com since 2023. In this role, he focuses on advancing monday.com’s multi-product vision and operational efficiencies while driving execution to support company growth. Previously, he was Vice President of R&D and Product, leading global teams in shaping and executing the company’s product strategy through innovation and technology. Before joining monday.com, Daniel held leadership and engineering roles at IBM and SAP. SHOW NOTES: monday.com This episode wouldn’t have been possible without the help of our incredible production team: Patrick Gallagher - Producer & Co-Host Jerry Li - Co-Host Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/ Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/ Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

This is a special episode, highlighting a session from ELC Annual 2025! The true promise of AI isn’t in replicating human intelligence. It’s in developing entirely new forms of non-human intelligence that perceive and understand the world in fundamentally different ways. Jamie Lien (Co-Founder and Chief Scientist @ Archetype AI) and Rashi Agarwal (Head of AI Engineering @ GoodLeap) explore the emergence of "Physical AI" - machines that sense the world through modalities beyond human biology to form internal representations free from our biases. This means building machines that can directly sense the physical world through modalities beyond human biology, form their own internal representations and interpretations free from our biases, and then translate that understanding back to us in human terms. ABOUT JAIME LIEN Jaime Lien, Ph.D. is Co-Founder and Chief Scientist at Archetype AI, a pioneering startup advancing Physical AI, artificial intelligence that understands the real world through real-time sensor data fusion. With over a dacade of experience in radar-based sensing, signal processing, and hardware engineering, Jaime’s career bridges cutting-edge research and consumer-ready innovation. Before Archetype, she led radar sensing development for Google ATAP’s Project Soli and contributed wireless communication and localization expertise at NASA’s Jet Propulsion Laboratory. ABOUT RASHI AGRAWAL Rashi Agrawal is Head of AI Engineering at GoodLeap, where she leads enterprise-wide AI initiatives that deliver real business impact. An accomplished speaker, she covers the latest in AI, including context engineering, evaluations, and multi-agent collaboration, while driving Applied AI innovation in the enterprise. Previously, she scaled engineering teams at Yahoo, advancing its multibillion-dollar advertising business. A passionate world traveler to 40+ countries, Rashi brings global perspective and energy to her leadership and storytelling. SHOW NOTES: LINKS AND RESOURCES Video version of Jaime and Rashi’s session at ELC Annual 2025 This episode wouldn’t have been possible without the help of our incredible production team: Patrick Gallagher - Producer & Co-Host Jerry Li - Co-Host Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/ Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/ Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Ruslan Belkin (Head of Platform Engineering @ Inflection AI) joins us to deconstruct fundamental shifts in engineering leadership. We explore the future of user interfaces, his “sci-fi” approach to establish & test product vision, & how to leverage “investor decks” for better decision-making and project validation. Ruslan also dives into the complexities of building emotional intelligence into AI systems, cultivating an outcome-oriented engineering culture & avoiding process traps. Plus, we discuss how to keep up with the velocity of change (including when new research necessitates a major pivot), synthetic data & the future of data as a defensibility strategy, & why agent reliability is the massive opportunity ahead. ABOUT RUSLAN BELKIN Ruslan Belkin joined Inflection after co-founding Jelled.ai—acquired by Inflection in 2024—and previously served as CTO of Nauto. Earlier in his career, Ruslan held senior engineering roles at Twitter, LinkedIn, Netscape, and other pioneering Silicon-Valley companies, bringing more than two decades of experience at the intersection of data platforms and machine learning. SHOW NOTES: LINKS AND RESOURCES Ruslan’s Talk at ELC Annual 2025The War of ArtA Brief History of Intelligence: Evolution, AI, and the Five Breakthroughs That Made Our Brains This episode wouldn’t have been possible without the help of our incredible production team: Patrick Gallagher - Producer & Co-Host Jerry Li - Co-Host Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/ Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/ Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

James Reggio (CTO @ Brex) shares the story of "Brex 3.0", an 18-month journey behind their operational evolution. We explore how they rewound their org from a Series E to a Series C mindset, and replaced siloed OKRs with seasonal "marquee initiatives." James deconstructs the “Brex Hacker House”, an AI-focused startup within a startup experiment aimed to disrupt their core business. This conversation is all about evolving operational rhythms, layers of management, product building, and culture change! ABOUT JAMES REGGIO James Reggio is Brex’s Chief Technology Officer. James is a forward thinking technology leader who currently oversees Brex’s entire Engineering org. James joined Brex in 2020 as Principal Engineer and has played a vital role in building the company’s mobile app and AI capabilities. Prior to Brex, James had an extensive career as a Software Engineer at leading companies such as Microsoft, Salesforce, AirBnB, Stripe and more. Additionally, James founded two companies: Altair Management and Banter, a social discovery platform for podcasts that was later acquired by Convoy in 2018. James received his B.A. of Science from The University of Texas Austin. SHOW NOTES: This episode wouldn’t have been possible without the help of our incredible production team: Patrick Gallagher - Producer & Co-Host Jerry Li - Co-Host Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/ Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/ Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

In today’s technology landscape, management as a skill is becoming more complex as teams become larger & managers must navigate the balance between relationships and strategic execution. So how can AI tools help managers level up their game? Jonathan Raymond (Founder & CEO @ Ren) shares insights that can help managers navigate their modern-day invisible cognitive loads. We cover how AI can be used to enhance – not replace – inherently human skillsets, the three components that make up an effective manager / employee relationship, product-building principles for building relational systems, and using AI to guide rather than provide concrete answers. ABOUT JONATHAN RAYMOND Jonathan Raymond is the CEO at Refound and author of the award winning book, Good Authority. In 2018, he was named one of Inc. Magazine’s top 100 leadership speakers. Refound trains leaders how to give effective feedback and create a culture of accountability. The former CEO of EMyth, Jonathan has led business transformation projects in technology, renewable energy, and the coaching industry. He’s a half-decent barista, a bad-but-enthusiastic surfer, and will never give up on the New York Knicks. SHOW NOTES: LINKS AND RESOURCES Good Authority: How to Become the Leader Your Team is Waiting ForEntangled Life: How Fungi Make Our Worlds, Change Our Minds & Shape Our FuturesJonathan’s session at ELC Annual 2025This episode wouldn’t have been possible without the help of our incredible production team: Patrick Gallagher - Producer & Co-Host Jerry Li - Co-Host Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/ Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/ Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Businesses are spending millions on AI tools hoping to accelerate time-to-market but aren't seeing organizational-level results. Laura Tacho (CTO @ DX) explains why an "individual productivity" mindset fails and how AI merely accelerates the condition of the system it enters. She provides a framework for leaders to shift to a systems-level approach, find high-leverage ROI by looking outside the 20% of time spent coding, and understand what sets high-ROI orgs apart. Plus Laura shares data literacy tools to cut through the "whiplash" of conflicting AI reports and provides key considerations for 2026 budgeting, detailing where and how companies are planning to strategically invest. ABOUT LAURA TACHO Laura Tacho is CTO at DX, a developer experience company. She previously led teams at companies like CloudBees, Aula Education, and Nova Credit. She’s an expert in building world-class engineering organisations that consistently deliver outstanding results. Laura has coached CTOs and other engineering leaders from startups to the Fortune 500, and also facilitates a popular course on metrics and engineering team performance. SHOW NOTES: LINKS AND RESOURCES Previous Episode with Laura TachoIntroducing the AI Measurement Framework from DXAtlassian State of DevEx ReportMETR StudyDORA Report (2025)This episode wouldn’t have been possible without the help of our incredible production team: Patrick Gallagher - Producer & Co-Host Jerry Li - Co-Host Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/ Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/ Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

What happens to platform engineering when natural language becomes the primary interface to infrastructure? Miriam Aguirre (Co-founder & CEO @ Ingenimax) joins us to explore how AI is fundamentally reshaping platform strategy, team structures, and the very role of the platform engineer. We deconstruct the shift from tactical "how" to strategic "why" and explore what it means to lead and build resilient systems in this new paradigm. ABOUT MIRIAM AGUIRRE Miriam Aguirre is the Co-Founder and CEO of Ingenimax, the company behind StarOps, an AI-powered platform engineering engine that helps teams deploy and manage kubernetes and other cloud-native systems in minutes, not months. Before Ingenimax, Miriam served as CTO and engineering leader at two startups that successfully scaled from early stage through IPO. Her career spans deep expertise in high-throughput, scalable systems and machine learning, with a focus on building the technical and organizational foundations for hypergrowth. Miriam is passionate about engineering leadership that turns complex technology into intuitive, reliable platforms, and about helping teams scale without losing their soul. ToolHive Unlocks the Full Value of MCP & Your AI Agents So you’ve invested in AI agents for code generation, but they’re limited to experiments or even stuck on the shelf. To do real, valuable work, those AI agents need access to your data and systems. ToolHive helps you confidently connect the pieces by making it simple and secure for you to use the Model Context Protocol (MCP). ToolHive includes a pre-vetted registry of MCP servers, containerizes every MCP server for consistency and leans on built-in security to keep your secrets safe. Leaders trust ToolHive to put MCP into production and put their AI agents to work. ToolHive is open source, so get started for free at toolhive.dev SHOW NOTES: LINKS AND RESOURCES The Book of GeorgeCan Animals and Machines Be Persons?: A DialogueThis episode wouldn’t have been possible without the help of our incredible production team: Patrick Gallagher - Producer & Co-Host Jerry Li - Co-Host Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/ Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/ Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

In this episode, we’re addressing one of the biggest challenges current eng leaders are facing – balancing yesterday’s constraints with tomorrow’s potential! Chrystal Henke Ball (VP of Engineering @ Yahoo) shares insights on why it’s important to constantly challenge your assumptions and how vision can sometimes work as a bottleneck for your organization. We dissect how the traditional product lifecycle is evolving to become more fluid and what that means for the collaborative relationship between product, eng, and design. Additionally, Chrystal defines grit, why it’s important for leaders to model it, and strategies for cultivating the trait within your eng team in order to move past short-term challenges and focus on long-term goals! ABOUT CHRYSTAL HENKE BALL Chrystal Henke Ball a seasoned engineering leader, currently serving as VP of Engineering at Yahoo, where she leverages her experience to accelerate product development across core products such as Yahoo.com and the Yahoo News app. Prior to Yahoo, she led engineering organizations at Google Search, Pandora, Pachama, and Arcadis, building highly available systems, guiding architectural transitions, spearheading novel solutions, and delivering delightful user experiences. Chrystal excels at designing purpose-driven, scalable architectures, streamlining development processes, and mentoring teams to work effectively and openly together. ToolHive Unlocks the Full Value of MCP & Your AI Agents So you’ve invested in AI agents for code generation, but they’re limited to experiments or even stuck on the shelf. To do real, valuable work, those AI agents need access to your data and systems. ToolHive helps you confidently connect the pieces by making it simple and secure for you to use the Model Context Protocol (MCP). ToolHive includes a pre-vetted registry of MCP servers, containerizes every MCP server for consistency and leans on built-in security to keep your secrets safe. Leaders trust ToolHive to put MCP into production and put their AI agents to work. ToolHive is open source, so get started for free at toolhive.dev SHOW NOTES: LINKS AND RESOURCES Talking to Strangers: What We Should Know About the People We Don't KnowTerrestrials This episode wouldn’t have been possible without the help of our incredible production team: Patrick Gallagher - Producer & Co-Host Jerry Li - Co-Host Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/ Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/ Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/ Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

How do you apply your leadership skills to a new, mission-driven industry and effectively lead teams across multiple technical domains? In this episode, Simone Kalmakis (VPE @ Viam) shares her playbook for successfully transitioning between industries from health-tech and climate to her current work in robotics and AI. We deconstruct the leadership models she uses to prioritize her time, manage multiple technical experts, and why she focuses on "depth with 1-2 teams > breadth". Plus, her framework for onboarding in a new domain, the lifecycle of a leadership "deep dive," and communication practices that build trust and empower your entire organization to stay aligned and motivated. ABOUT SIMONE KALMAKIS Simone Kalmakis is the VP of Engineering at Viam, a platform unlocking AI, data, and automation for devices in the physical world. She has deep experience applying AI and machine learning to big data and big missions, and is known for building healthy engineering organizations that drive business value and real-world progress. Prior to Viam, Simone was Senior Director of Engineering at Arcadia, a climate tech company building an API platform for residential utility data to power solutions that fight climate change. Before that, she served as Director of Engineering at Flatiron Health, where she helped accelerate the development of cancer treatments through real-world data. Simone began her career at Microsoft, developing machine-learned relevance algorithms for Bing. She’s also a successful founder––after Microsoft, she built and sold Symbi, a roommate-matching startup. She holds a degree in Mathematics and Economics from Yale University. ToolHive Unlocks the Full Value of MCP & Your AI Agents So you’ve invested in AI agents for code generation, but they’re limited to experiments or even stuck on the shelf. To do real, valuable work, those AI agents need access to your data and systems. ToolHive helps you confidently connect the pieces by making it simple and secure for you to use the Model Context Protocol (MCP). ToolHive includes a pre-vetted registry of MCP servers, containerizes every MCP server for consistency and leans on built-in security to keep your secrets safe. Leaders trust ToolHive to put MCP into production and put their AI agents to work. ToolHive is open source, so get started for free at toolhive.dev Join us at ELC Annual 2025 ELC Annual is the premier event for engineering leaders. This is our biggest event of the year: 1,000+ CTOs, VPs & Directors in San Francisco @ ELC Annual 2025 for two days of leadership breakthroughs, tactical peer learning & curated connections! 🔗 Get your ticket now → https://sfelc.com/annual2025 SHOW NOTES: LINKS AND RESOURCES ViamThis episode wouldn’t have been possible without the help of our incredible production team: Patrick Gallagher - Producer & Co-Host Jerry Li - Co-Host Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/ Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/ Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/

"If we were building Box today, what would we do?” Ben Kus (CTO @ Box) deconstructs their playbook for enterprise AI innovation. We cover their journey to reimagine & reorient the company to a new technical vision, how they run a “multi-speed” org that balances startup agility and & enterprise-grade stability, and their “platform first” approach to build AI features. Ben also explains why security/compliance was foundational from "day negative one" in their AI strategy, the evolution of agentic AI, determining the right guardrails for AI agents & the future of multi-agent systems, enterprise trends & more. ABOUT BEN KUS Ben Kus is the Chief Technology Officer at Box, where he leads technology and AI strategy to help enterprises securely unlock insights from their unstructured data. Ben’s career spans engineering, product leadership, and startup innovation—including co-founding Subspace (acquired by Box) and being an early employee at BigFix (acquired by IBM), where he later served as Chief Architect of Mobile Security. Ben holds a degree in Computer Science from UC Berkeley. ToolHive Unlocks the Full Value of MCP & Your AI Agents So you’ve invested in AI agents for code generation, but they’re limited to experiments or even stuck on the shelf. To do real, valuable work, those AI agents need access to your data and systems. ToolHive helps you confidently connect the pieces by making it simple and secure for you to use the Model Context Protocol (MCP). ToolHive includes a pre-vetted registry of MCP servers, containerizes every MCP server for consistency and leans on built-in security to keep your secrets safe. Leaders trust ToolHive to put MCP into production and put their AI agents to work. ToolHive is open source, so get started for free at toolhive.dev Join us at ELC Annual 2025 ELC Annual is the premier event for engineering leaders. This is our biggest event of the year: 1,000+ CTOs, VPs & Directors in San Francisco @ ELC Annual 2025 for two days of leadership breakthroughs, tactical peer learning & curated connections! 🔗 Get your ticket now → https://sfelc.com/annual2025 SHOW NOTES: withLINKS AND RESOURCES Harry Potter and the Methods of RationalityThis episode wouldn’t have been possible without the help of our incredible production team: Patrick Gallagher - Producer & Co-Host Jerry Li - Co-Host Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/ Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/ Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/