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.

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. 

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.

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.

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.

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.

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).

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.

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”!

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.