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NEW - EPISODE 265
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Hiring top-tier talent, the importance of adopting an evolutionary mindset, and taking critical feedback to solve technical problems

with Sergiy Nesterenko


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 educating the market / customers, and choosing the right customers. Sergiy and Jerry also dissect insights into principles around building circuit boards, and common misconceptions around hiring top-tier talent, finding investors, and procuring customers as an early-stage company. 
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On this show, we uncover stories and examples of great leadership in software engineering, explore the experiences of industry leaders, as well as share actionable insights from leadership and management thought experts artful and skilled in the application of leadership.
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FEATURED STORY
Jul 21, 2026

Determining bets, using customer insights to pivot, and gaining developer buy-in & trust

with Tomas Reimers

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 software development trends impact what you’re building, and product market fit and selling considerations. Lastly, Tomas shares valuable strategies when it comes to selling to developers. 
FEATURED STORY
Jul 07, 2026

Utilizing AI internally to iterate faster and empower smaller teams to upskill

with Vivek Raghunathan

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 rollout and how Snowflake empowers their orgs to upskill when it comes to AI. Jerry & Vivek also break down what quality leadership looks like across the board and the role of AI in shaping today’s eng leaders. 
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A breath of fresh air in a category that can have a lot of BS. Keep up the great work!
- Rudest Buddhist
Sept 1, 2020
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LATEST

Episode 265: Hiring top-tier talent, the importance of adopting an evolutionary mindset, and taking critical feedback to solve technical problems

with Sergiy Nesterenko

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 educating the market / customers, and choosing the right customers. Sergiy and Jerry also dissect insights into principles around building circuit boards, and common misconceptions around hiring top-tier talent, finding investors, and procuring customers as an early-stage company. 
Aug 04, 2026

Episode 264: Determining bets, using customer insights to pivot, and gaining developer buy-in & trust

with Tomas Reimers

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 software development trends impact what you’re building, and product market fit and selling considerations. Lastly, Tomas shares valuable strategies when it comes to selling to developers. 
Jul 21, 2026

Episode 263: Utilizing AI internally to iterate faster and empower smaller teams to upskill

with Vivek Raghunathan

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 rollout and how Snowflake empowers their orgs to upskill when it comes to AI. Jerry & Vivek also break down what quality leadership looks like across the board and the role of AI in shaping today’s eng leaders. 
Jul 07, 2026

Episode 262: The Product Paradigm Shift: How Livekit Navigated High Stakes Scaling Challenges to Build the Future of Voice-First AI Interfaces

with Russ d’Sa

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 foundations of a co-founder relationships that can effectively blend engineering & business strategy.
Jun 23, 2026

Episode 261: Building an empowered career

with Jean Hsu & Cate Huston

In this episode, Patrick discusses what it means to build an empowered career & explore creative career portfolios with Jean Hsu (Fractional VPE @ Circuit & Chisel) 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 identity crisis that eng leaders face – whether they are ICs or managers – and how to navigate the tension between individual & team productivity, especially taking into consideration AI. Lastly, Jean and Cate share insights on letting go of societal norms, unique ways to expand your work, taking on bets, and incorporating your values into your career. 
Jun 10, 2026

Episode 260: Redefining profit, centering human flourishing, and building an incorruptible mission-driven roadmap

with Eric Ries

In this episode, we’re joined by Eric Ries, creator of The Lean Startup, to discuss insights from his latest book, Incorruptible: Why Good Companies Go Bad… and How Great Companies Stay Great. Eric shares what inspired him to write the book and why we need to move beyond and redefine what true profit looks like. He shares the history behind businesses transitioning from serving public interests to shareholder primacy and why leaving behind a people-first business approach can actually reduce profitability. Additionally, Eric discusses financial gravity, the “harder is easier” principle, and how these practices connect to AI & current engineering leadership challenges. 
May 26, 2026

Episode 259: Affirm’s AI-native transformation & how it’s driving operational excellence

with Geddes Munson

In this episode, Geddes Munson (SVP of Engineering @ Affirm) joins us to discuss operational / engineering excellence, scaling, and AI-native transformation! We explore Affirm’s approach to operational and engineering excellence and how a 2024 outage became a turning point in refining that focus. We deconstruct “AI retooling week”, the internal tools it inspired (including an incident tracing system), how the AI-native transition is impacting operational / engineering excellence, and how to connect these projects to business goals. Plus, we take a look at their early work building in agentic commerce, infrastructure decisions they made years ago setting them up for success now, how they’re thinking about designing for agent-first experiences.
May 19, 2026

Episode 258: Building reliable and proactive agentic systems at scale: how Shopify’s reflexive AI culture was instrumental in their development of Sidekick

with Andrew McNamara

Andrew McNamara, Director of Applied Machine Learning @ Shopify, joins the ELC podcast to share insights on building agentic platforms at scale, like Sidekick, that must keep reliability for its users at the forefront. Andrew describes the building philosophy behind Shopify and what it means to cultivate a culture of prototype-first while prioritizing hiring early-stage talent. We cover Sidekick’s development journey and how user feedback impacted its product vision, why evaluation is so important for determining ground truth sets, and the benefit of user-driven use cases. Andrew also dissects how they went about making product design decisions, such as building proactive agents and identifying subagent specializations. 
May 12, 2026

Episode 257: How the R&D Org at Twilio Drives Business Strategy and Transformation

with Inbal Shani

Inbal Shani (CPO and Head of R&D @ Twilio) deconstructs the transformation of the R&D org at Twilio! We explore the shift from a GM-led model to a unified platform strategy and “why structure must always follow strategy.” Inbal shares her framework for moving from output-focused metrics to input goals, prioritizing “time-to-value,” and the nuances of measuring AI products. We discuss using "R&D roadshows" as a strategic company transformation tool and why engineering leaders must master product positioning. We also dive into mental models for future-proofing your business, from "working backwards" to solve customer problems, to embedding systems thinking into the DNA of your engineering team, and critical questions to identify and optimize decisions around your company’s moat. 
May 05, 2026

Episode 256: Scaling TensorFlow, Navigating Startup Pivots, ML Edge Infrastructure and AI Inference Strategy

with Rajat Monga

Rajat Monga, CVP AI Frameworks @ Microsoft, joins the podcast to discuss his leadership and founder journey, from Google Brain / Tensorflow to [inference.io](http://inference.io/) and back to Microsoft. He dissects what it means to refound vs. start from scratch, the value of the open source community, and strategies for discovering what problem to solve when going the startup route. We also cover how to determine your users’ hidden incentives and what that means for both product development & marketing, along with navigating the balance between a product’s usefulness and consumers’ willingness to pay for it. Additionally, Rajat shares about what he’s currently up to at Microsoft and the emerging ML / AI technologies he’s most excited about. 
Apr 28, 2026
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