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The Engineering Leadership Podcast

The Engineering Leadership Podcast

The Engineering Leadership Community (ELC) 270 Episodes Oct 13, 2026

The Engineering Leadership Podcast shares critical perspectives, habits, and examples of great software engineering leaders to help evolve leadership in the tech industry. It is produced by The Engineering Leadership Community (ELC), which also hosts a community for software engineering leaders.

Episodes

Building your support network, picking the right projects, and why eng leaders make good investors w/ Amit Gupta #272
Building your support network, picking the right projects, and why eng leaders make good investors w/ Amit Gupta #272 Oct 13, 2026 00:43:21 Amit Gupta, Partner @ SNR Ventures, joins Jerry to discuss his unique eng leadership journey and how that led him to his second career as an investor / coach. We cover some of the lessons learned throughout his time working as VP of various startups and how those experiences shaped his desire to start his own consulting business. Amit defines what a coaching tree is and his philosophy when it come
Building software factories and making the transition from a pre-AI to post-AI world as a large company w/ Zohar Einy #271
Building software factories and making the transition from a pre-AI to post-AI world as a large company w/ Zohar Einy #271 Oct 6, 2026 00:38:17 Zohar Einy, CEO & Co-Founder @ Port, shares best practices for building a software factory, how software factories impact the organizational structure of your org, and scaling strategies. He and Jerry discuss why software factories can contribute to a significant ROI, tools for helping your teams navigate the transition from building a product for agents vs. people, and what scary (but healthy
Utilizing AI to assist in EPD and non-EPD functions & how curiosity can drive organizational change w/ Ali Dasdan #270
Utilizing AI to assist in EPD and non-EPD functions & how curiosity can drive organizational change w/ Ali Dasdan #270 Sep 29, 2026 00:43:43 Ali Dasdan, CTO @ Dropbox, joins the pod to share insights on the company’s large-scale AI adoption and research as a foundation of successful engineering leadership. First, Ali shares insights on why he continues publishing research despite his role as a CTO and how research / curiosity can drive better trust within your organization. He shares about how his research ultimately guided decision ma
Implementing scalable and powerful agentic tools across your organization w/ Ozzie Osman #269
Implementing scalable and powerful agentic tools across your organization w/ Ozzie Osman #269 Sep 23, 2026 00:46:04 In this episode, Jerry discusses key insights on delegating to agentic tools while maintaining high levels of engineering ownership with Ozzie Osman, co-founder @ Monarch. Ozzie shares what it looks to pursue two paths when it comes to AI: agentic-forward and human-orchestrated pipelines. They also cover the specific AI tools that are used in Monarch, including Devin and Voltron; assigning tasks t
Navigating from individual AI adoption to team-level transformation while scaling w/ Jakub Oleksy #268
Navigating from individual AI adoption to team-level transformation while scaling w/ Jakub Oleksy #268 Sep 17, 2026 00:50:38 Jakub Oleksy, SVP of Software Engineering @ Github, joins the podcast to discuss how Github is addressing some of the biggest challenges facing the industry when it comes to infrastructure scaling, customer capacity, and using AI to add value to your org’s processes and eng leaders’ decision-making. He shares how scaling looked different at Github six years vs. today, how they navigated the migrat
Hiring top-tier talent, leveraging open source models, and staying competitive in the age of AI w/ Benny Chen #267
Hiring top-tier talent, leveraging open source models, and staying competitive in the age of AI w/ Benny Chen #267 Sep 2, 2026 00:35:01 Benny Chen, Co-Founder @ Fireworks AI, joins the show to discuss his founder journey and share valuable insights on navigating common founder / product dev challenges in today’s agent-first landscape. He and Jerry cover strategies for creating effective messaging, staying competitive in a crowded market space, hiring top-tier talent / what qualities to look for in high-performing engineers, naviga
Applying Agentic AI to the Supply Chain, Building Systems to Withstand Chaos, and Leveraging your Curiosity w/ Pooja Brown #266
Applying Agentic AI to the Supply Chain, Building Systems to Withstand Chaos, and Leveraging your Curiosity w/ Pooja Brown #266 Aug 25, 2026 00:54:24 In this episode, Pooja Brown (Founder @ Inventry.ai) shares her insights on balancing being a founder & technologist, especially within the mid-market manufacturing industry. We cover why founders need to lead with curiosity as they seek out customer problems to solve, strategies for solving complex problems related to supply chain, and strategies for selling your products. Pooja also dissects imp
Hiring top-tier talent, the importance of adopting an evolutionary mindset, and taking critical feedback to solve technical problems w/ Sergiy Nesterenko #265
Hiring top-tier talent, the importance of adopting an evolutionary mindset, and taking critical feedback to solve technical problems w/ Sergiy Nesterenko #265 Aug 4, 2026 00:49:29 In this episode, Sergiy Nesterenko (CEO @ Quilter) joins the pod to share how he turned a personal technical challenge into his own company, even before the market caught up. He shares his unique journey from SpaceX to Quilter and addresses common eng leader / founder challenges, including taking critical feedback to solve tough technical problems, knowing when your most important role is educatin
Determining bets, using customer insights to pivot, and gaining developer buy-in & trust w/ Tomas Reimers #264
Determining bets, using customer insights to pivot, and gaining developer buy-in & trust w/ Tomas Reimers #264 Jul 21, 2026 00:38:01 Tomas Reimers, Co-Founder & CPO @ Graphite, reveals his journey to becoming a founder and some of the major moments from Graphite’s product development story. He dissects frameworks for determining when it’s time to quit your full-time job to pursue becoming a founder and analyzing the costs vs. benefits of that decision. We cover how to decide what customer problems to solve, understanding how so
Utilizing AI internally to iterate faster and empower smaller teams to upskill w/ Vivek Raghunathan #263
Utilizing AI internally to iterate faster and empower smaller teams to upskill w/ Vivek Raghunathan #263 Jul 7, 2026 00:37:47 Vivek Raghunathan, SVP of Engineering @ Snowflake, joins the Engineering Leadership Community Podcast to discuss all things AI – most importantly, how Snowflake is utilizing AI internally to iterate faster with smaller, focused teams. Vivek shares how AI and lower coding costs ultimately help Snowflake implement tighter feedback loops between customer & eng teams to speed up product development ro
The Product Paradigm Shift: How Livekit Navigated High Stakes Scaling Challenges to Build the Future of Voice-First AI Interfaces w/ Russ d’Sa #262
The Product Paradigm Shift: How Livekit Navigated High Stakes Scaling Challenges to Build the Future of Voice-First AI Interfaces w/ Russ d’Sa #262 Jun 23, 2026 00:46:13 Russ d’Sa (CEO & Co-founder @ LiveKit) joins the show to deconstruct the "Product Paradigm Shift" toward voice-driven interfaces and agent-centric UX . We dive into LiveKit’s high-stakes scaling lessons: from powering OpenAI and Character AI’s voice mode, how they navigated real time bottlenecks to hit the next level of scale, the architectural necessity of a multi-cloud strategy, and the foundati
Building an empowered career w/ Jean Hsu & Cate Huston #261
Building an empowered career w/ Jean Hsu & Cate Huston #261 Jun 10, 2026 00:47:47 In this episode, Patrick discusses what it means to build an empowered career & explore creative career portfolios with Jean Hsu (VP of Engineering @ Range) and Cate Huston (author of The Engineering Leader and fractional CTO @ Twill). Both share their unique engineering leadership journeys & how they built creative career paths through exploration & finding room for optionality. We dissect the id

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