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The Engineering Leadership Podcast

The Engineering Leadership Community (ELC)
The Engineering Leadership Podcast
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  • Leading across technical domains, strategic deep-dives & applying your skills in new industries w/ Simone Kalmakis #231
    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 KALMAKISSimone 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 AgentsSo 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 2025ELC 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:Simone’s eng leadership journey from health-tech to climate to robotics (3:25)Lessons from being a founder & how it led to Viam (5:27)Co-founding lessons that Simone continues to apply (7:22)Navigating the transition from Flatiron Health to Arcadia (9:20)Transitioning from Arcadia to Viam (12:06)Use cases of physical devices impacting the environment through data / AI (14:28)How Simone sees Viam potentially working in a day-to-day capacity (15:42)How to structure your time when entering a new industry (17:51)Onboarding with a personal project to build user empathy, alignment & motivation (20:34)Finding where your expertise is the highest-leverage for your org (22:34)“The goal is not to maintain the same level of depth in each of your teams” (24:18)How to decide which teams get your deep focus (27:15)Building trust through transparent communication about your priorities (29:19)The lifecycle of a leadership “deep dive” from start to exit (32:20)Advice for leaders adopting this hands-on, flexible approach (36:15)Key questions to ask when seeking a more mission-aligned industry (38:01)Rapid fire questions (40:33)LINKS AND RESOURCESViam - a full-stack solution for the kinds of devices that exist anywhere from your home, your office, in cars or boats, in warehouses or factories, at arenas, or other public places.This episode wouldn’t have been possible without the help of our incredible production team:Patrick Gallagher - Producer & Co-HostJerry Li - Co-HostNoah 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/
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  • How Box Builds AI Agents, Redefines Technical Vision, and Balances Speed with Security w/ Ben Kus #230
    "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 KUSBen 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 AgentsSo 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 2025ELC 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:How Generative AI sparked Box’s reoriented vision, by unlocking the value of unstructured data (3:29)Using GenAI to create structure out of unstructured data (5:28)Internal & external conversations that inspired Box’s new direction (7:18)Box’s “platform first” approach to building a secure and scalable foundation for all future AI features (10:02)Why security and compliance must be built in from "day negative one" not added on later (12:40)How to set a technical vision that can respond to future developments you can't yet predict (14:46)The “multi-speed” business model: Using a small, fast-moving internal group to test ideas before they enter the normal, slower development cycle (17:47)Example of a successful project: AI-driven data extraction & the evolution to critical feature (20:26)The story of an abandoned project and the challenge of knowing which ideas are revolutionary versus which aren’t worth continuing (22:17)Ben’s long-term vision for AI agents and why he believes they are an incredibly powerful technology paradigm (23:58)State diagrams & the journey behind building Box’s initial agentic AI systems (26:50)“Context Engineering”: The new paradigm of programming and the mental model shift required for engineers to adopt it (29:07)The future of AI benchmarks: Measuring what a person can accomplish with an agent, not just the agent’s performance alone (31:03)How to balance development speed with security risks, especially when agents can take actions and change the environment (34:00)Key questions to ask to determine the right guardrails for AI agents, including thinking about the worst-case scenario (36:41)Enterprise technology trends to watch, and why multi-agent systems will become the new “org chart” (37:56)Rapid fire questions (39:03)LINKS AND RESOURCESHarry Potter and the Methods of Rationality - Eliezer Yudkowsky’s alternate-universe Harry Potter fan-fiction wherein Petunia Evans has married an Oxford biochemistry professor and young genius Harry grows up fascinated by science and science fiction. When he finds out that he is a wizard, he tries to apply scientific principles to his study of magic, with sometimes surprising results.This episode wouldn’t have been possible without the help of our incredible production team:Patrick Gallagher - Producer & Co-HostJerry Li - Co-HostNoah 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/
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  • Rewriting the Engineering Leadership Playbook: An ELC Annual 2025 Preview #229
    Engineering leadership is undergoing a seismic shift, requiring playbooks to be rewritten, in real-time. In this special episode, hosts Patrick Gallagher and Jerry Li give you an inside look at the ELC Annual 2025 experience, and how the two-day conference will equip you with new mental models, skills, and frameworks required to lead.Get a preview of tactical takeaways from deep operational dives into companies like OpenAI, Amplitude, and HeyGen. Discover how the conference will help you redesign your innovation engine, transform your team's workflows, and blur the lines between engineering, product, and business to drive impactful change. Through a unique mix of tactical sessions, peer-led roundtables, and curated mentorship, you'll learn how to find the community and coaching needed to lead through uncertainty and invest in your own career growth.To learn more & get tickets, go to sfelc.com/annual2025Use code podcast15 for 15% off tickets - group tickets / discounts available. ABOUT ELC ANNUALThe playbook for engineering leadership is being rewritten. ELC Annual 2025, happening September 10-11 in San Francisco, is where you'll gain the insights, strategies, and deep connections needed to lead in this new era. 50+ speakers, 50+ peer-led roundtables discussions, 1:1 matching to expand your network. Insights, connections & support.Join the community of engineering leaders who are co-creating the future of our field.Listener Discount → Use code podcast15 for 15% offGroup Tix → For teams looking to attend together, special group discounts can be found under the 'Tickets' section of our website!Secure your ticket at sfelc.com/annual2025 ToolHive Unlocks the Full Value of MCP & Your AI AgentsSo 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 2025ELC 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:The ground is shifting: Why the old playbooks for engineering leaders are being rewritten (0:55)Moving beyond AI hype to harnessing its real power in your products and workflows (2:44)How are teams & workflows changing? Redefining roles and upskilling your team for the AI era (9:06)Why the smartest insights don't come from the stage, but from deep, honest conversations with peers in roundtables (13:36)How curated one-on-one matches help you build a trusted network to rely on for years to come (16:08)ELC Annual isn't a tech conference; it's a career conference to invest in yourself and your leaders (17:49) This episode wouldn’t have been possible without the help of our incredible production team:Patrick Gallagher - Producer & Co-HostJerry Li - Co-HostNoah 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/
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  • The End-to-End Engineer: How WorkOS Collapsed the Talent Stack for High-Velocity Execution, Ownership & Better Product Decisions w/ Michael Grinich
    What if your engineering team didn’t just write code, but owned product discovery, wrote the launch messaging, and handled early sales? In this episode, Michael Grinich, CEO and founder of WorkOS, deconstructs their playbook for collapsing the product/engineering stack: no design leads, only one PM, and engineers who own product end-to-end. Michael breaks down how they teach product thinking, build with deep customer insight, and why his most important job is often to "cut scope." You’ll learn how to remove the "lossy translation layers" between teams, build a culture of curiosity and customer obsession, and ship higher-quality products, faster.ABOUT MICHAEL GRINICHMichael is the founder and CEO of WorkOS, a developer platform that enables companies to become Enterprise Ready through features like Single Sign-On (SAML). Their customers include many of the fastest-growing startups including Webflow, Drata, Loom, and +200 others. Before WorkOS, Michael co-founded Nylas and studied CS at MIT. ToolHive Unlocks the Full Value of MCP & Your AI AgentsSo 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 2025ELC 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:Marketing technical products exclusively to other tech companies (2:39)Building products end-to-end without PMs (6:36)How WorkOS utilizes fun, user feedback, and cohesive storytelling in their product-building process (9:31)Hiring engineers for curiosity & comfort operating in ambiguity (12:48)How engineers owning product discovery & directly engaging w/ users improve product insights (16:31)Using Slack for real-time integrated support & rapid product iteration (19:38)The complexities of creating simple, elegant products and marketing messaging (21:54)Cut scope ruthlessly to ship faster and better (26:20)Small, simple, deeply useful features make the biggest impact (30:30)The weekly cadence that keeps engineering aligned (32:52)Behind the scenes of MCP Night: A protocol party for devs (38:20)Rapid fire questions (41:29)LINKS AND RESOURCESMCP Night**WorkOS Launch Week**WorkOS AuthKitThe Business Value of Computers: An Executive's Guide - Paul A. Strassmann addresses the practical needs of executives responsible for planning, budgeting and justifying information technology expenditures. It shows that there is no direct relation between spending on computers, profits or productivity.This episode wouldn’t have been possible without the help of our incredible production team:Patrick Gallagher - Producer & Co-HostJerry Li - Co-HostNoah 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/
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  • Influencing without authority: What every engineering leader can learn from security w/ Srinath Kuruvadi #227
    Influencing without authority is the hidden superpower of security leadership—and a crucial skill every engineering leader must master. In this episode, Srinath Kuruvadi (Head of Cloud Security @ JPMorgan Chase) breaks down how to influence without formal authority and advocate when ROI isn’t immediately clear. We cover tactics for shaping problems from the POV of other stakeholders, Plus, strategies to establish shared outcomes, insights on optimizing your time, emerging AI x security trends, and how his team is operationalizing curiosity & experimentation through The Innovation Lab.ABOUT SRINATH KURUVADISrinath Kuruvadi is a globally recognized cybersecurity executive and cloud security leader with over two decades of experience driving security innovation at some of the world’s most influential technology companies, including Netflix, Meta, Google, Lyft, and JPMorgan Chase. Currently serving as Managing Director and Head of Cloud Security at JPMorgan Chase, he leads the enterprise-wide security strategy across APIs, containers, and cloud platforms, shaping the future of banking technology.Srinath’s approach blends deep technical expertise with executive-level risk management. At Netflix, he headed cloud security for one of the largest AWS environments globally, pioneering scalable governance and identity systems that supported massive data throughput. At Meta and Google, he led the development of custom infrastructure security systems protecting billions of users, including Facebook’s Blackbird SIEM+SOAR platform.Beyond his executive roles, Srinath is a strategic advisor and angel investor, with five successful startup exits including Bridgecrew, Lightspin, Oxeye, Gem Security, and Kivera. He is also a trusted advisor to venture capital firms like YL Ventures and Glilot Capital Partners, and served on Amazon’s Global CISO Advisory Council.He holds multiple patents in web application security, database protection, and abuse detection, and has authored research on algorithmic solutions in industrial systems. Srinath is also multilingual and committed to lifelong learning, exemplified by a sabbatical that took him to over 35 countries for cultural, linguistic, and creative growth.With a Master’s degree in Computer Science from North Carolina State University and a Bachelor's from BITS Pilani, Srinath is known for transforming security from a blocker into a business accelerator.Join us at ELC Annual 2025ELC 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:The hidden art of influencing without authority in security leadership (3:29)Why influencing remains an underestimated skill (5:08)Shifting from accidental to intentional influencing (6:53)Frameworks for aligning problems from other stakeholder’s POV (8:40)How to effectively influence without formal authority (11:14)Common pitfalls in identifying & aligning shared outcomes - and how to avoid them (14:10)Srinath’s strategy for clearly defining and aligning on shared outcomes from the start (15:42)Making a compelling case when immediate ROI isn’t clear (17:47)Practical prioritization frameworks for assessing security needs (20:55)Insights on personal time management for engineering leaders (22:53)Navigating current trends and potential pitfalls in AI for security (26:29)Inside the Innovation Lab: Operationalizing curiosity and AI experimentation (29:57)Rapid fire questions (33:47)LINKS AND RESOURCESFAIR methodology risk assessment - a research-driven not-for-profit organization dedicated to advancing the discipline of cyber and operational risk management through education, standards and collaboration.The First 90 Days: Critical Success Strategies for New Leaders at All Levels - Michael D. Watkins gives you the keys to successfully negotiating your next move—whether you’re onboarding into a new company, being promoted internally, or embarking on an international assignment.Range: Why Generalists Triumph in a Specialized World - David Epstein’s compelling case for actively cultivating inefficiency. Failing a test is the best way to learn. Frequent quitters end up with the most fulfilling careers. The most impactful inventors cross domains rather than deepening their knowledge in a single area. As experts silo themselves further while computers master more of the skills once reserved for highly focused humans, people who think broadly and embrace diverse experiences and perspectives will increasingly thrive.Influence: The Psychology of Persuasion - Dr. Robert Cialdini explains the psychology of why people say "yes"—and how to apply these understandings. You'll learn the six universal principles, how to use them to become a skilled persuader—and how to defend yourself against them. Perfect for people in all walks of life, the principles of Influence will move you toward profound personal change and act as a driving force for your success.How to Win Friends & Influence People - Dale Carnegie’s timeless bestseller, packed with rock-solid advice that has carried thousands of now famous people up the ladder of success in their business and personal lives.This episode wouldn’t have been possible without the help of our incredible production team:Patrick Gallagher - Producer & Co-HostJerry Li - Co-HostNoah 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/
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