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Two years ago, Square tore up its general-manager model and rebuilt the entire company around functional excellence. In this episode of The Product Podcast, Carlos (CEO at Product School) sits down with Willem Avé, Global Head of Product at Square (part of Block), to unpack why they made that bet, what it costs, and how AI is now reshaping the org itself.
Willem started at Block as a CTO whose company was acquired, grew up through engineering, and has seen every era of the company from the little white card reader to today's multiple product ecosystems. He explains why orgs should be built around customer outcomes (and how quality degrades the further you drift from that principle), why hardware demands a different kind of craft than software, and how Jack Dorsey's thinking pushed them toward the idea of running Block like a "mini AGI company," where AI encodes institutional knowledge instead of red tape and process. Then he opens up a live demo of "manager bot," an agent that lets a small-business owner delegate real tasks (like an inventory workflow for a bakery) without worrying about memory, connectors, or prompts. He closes with a genuine hot take on TAM and what AI agents mean for the size of the market Square can serve.
What you'll learn:
- Why Square replaced general managers with a fully functionalized org, and what "functional excellence" buys you
- How to organize teams around customer outcomes, and why quality drops the further you drift
- Why hardware craft (approachable, reliable, "it just works") differs from software craft
- What it means to run a company like a "mini AGI," and how AI can encode knowledge instead of process
- Why the era of the simple question-answer chatbot is ending, and what replaces it
- A live look at "manager bot": delegating real business tasks to an agent
- Why small-business owners want outcomes, not memory, connectors, or prompt-craft
- Willem's hot take on TAM, and how agents expand who Square can serve
- Why economic empowerment and democratizing advanced technology is the throughline
Chapters:
00:00 Trailer
01:32 Inside Square and Block: how the teams are designed
03:34 The four orgs: audiences, platform, growth, money
04:46 Marrying hardware and software in one function
05:56 Finding leaders who understand both worlds
07:25 The DRI model and killing the silent veto
09:16 Can everyone report to one person?
11:12 Why flat orgs still need great managers
12:41 Building for people who are not on X every day
14:41 The loneliness of running a business
17:24 Demo: Manager Bot doing real work
20:19 Why AI should not create more work for sellers
22:13 Hot take: TAM is almost infinite
24:22 Killing the fragmented point solution stack
26:06 WhatsApp, Instagram, and the comms problem
27:54 Buzz and what nobody has solved yet
28:34 Closing
Connect with Willem Avé:
Global Head of Product, Square (Block)
LinkedIn: https://www.linkedin.com/in/willem-ave/
Host: Carlos, CEO at Product School:
LinkedIn: https://www.linkedin.com/in/villaumbrosia/
About Square: Square, part of Block, builds payments hardware and software plus a broader ecosystem of tools that help sellers and small businesses run and grow. Block also includes Cash App and other brands.
About the Product Podcast: Product School's podcast brings you candid conversations with the founders and product leaders shaping tech.
Social Links:
Most people think of drones as toys. Alden Jones thinks of them as infrastructure. In this episode of The Product Podcast, Carlos (CEO at Product School) visits Skydio's California office to sit down with Alden Jones, VP of Product at Skydio, the autonomous drone company building "flying robots" for public safety, defense, and infrastructure inspection. With a history degree and a military background (he was a truck-driving officer running supply convoys in Iraq) rather than an engineering one, Alden explains how a vertically integrated company of nearly 1,000 people builds everything in house, from chip-level design to hardware, embedded software, and cloud, and why autonomy, not just flight, is the real product.
He breaks down Skydio's "Drone as First Responder" (DFR) program, where a drone often reaches the scene before human officers, and the outcomes dashboard cities use to track response times. He compares the economics against police helicopters (roughly $3,000 an hour to operate and $10-25M to buy), walks through the defense and tactical ISR use cases shaped by the war in Ukraine, and explains how thousands of cheaper camera drones could democratize air support while saving lives. He covers physical security (where 90-95% of alarms turn out to be false), the work of earning FAA trust to unlock groundbreaking waivers, and why Skydio's $3.5B, five-year investment in US and allied supply chains is funded by revenue instead of debt. He also opens up the product org itself: roughly 20 product managers across the entire stack, "strike teams" that work like forward-deployed engineers, and a customer-first culture where PMs are expected to go watch the robot fly in the real world.
What you'll learn:
Connect with Alden Jones, VP of Product, Skydio:
LinkedIn: https://www.linkedin.com/in/aldenljones/
Host: Carlos, CEO at Product School
LinkedIn: https://www.linkedin.com/in/villaumbrosia/
About Skydio: Skydio is a US-based manufacturer of autonomous drones ("flying robots") for public safety, defense, security, and infrastructure inspection. Founded in 2014 and headquartered in California, the company is vertically integrated across hardware, autonomy software, and cloud.
About the Product Podcast: Product School's podcast brings you candid conversations with the founders and product leaders shaping tech.
Social Links:
n8n's founder puts the company's GitHub repo, nearly 200,000 stars, right next to the paid signup button, and he's genuinely fine if you never pay. In this episode of The Product Podcast, Carlos (CEO at Product School) sits down with Jan Oberhauser, CEO of n8n, the open-source automation platform that's crossed $100 million in ARR at a $5.2 billion valuation. Jan breaks down the "fair-code" license bet that let him give the product away and still build a business, how that free version became the on-ramp into enterprises like Meta, Nvidia, Dell, Accenture, Vodafone, Deutsche Telekom, and Mercedes, and why he believes the people with the problem should build the automation themselves, not a centralized team or an outside agency.
He also walks through a live build of a personal AI agent (email and calendar), shows how n8n falls back from Claude to GPT via OpenRouter when a model isn't available, and explains how enterprises get automations into production faster because each agent can only do exactly what it's been permitted to do.
What you'll learn:
Connect with Guest (Jan Oberhauser):
LinkedIn: https://www.linkedin.com/in/janoberhauser
X: https://x.com/JanOberhauser
Host: Carlos, CEO at Product School
LinkedIn: https://www.linkedin.com/in/villaumbrosia/
About Jan Oberholzer: Jan is the CEO of n8n, an open-source (fair-code) workflow automation and orchestration platform for building AI agents. He started the company over seven years ago, before LLMs went mainstream, and has grown it past $100M ARR at a $5.2B valuation.
About the Product Podcast: Product School's podcast brings you candid conversations with the founders and product leaders shaping tech.
Social Links:
In this episode of The Product Podcast by Product School, Carlos González de Villaumbrosia sits down with Amit Zavery, President and Chief Product Officer at ServiceNow. The platform runs more than 75 billion workflows a year with around $15 billion in annual revenue growing over 20%. Its market cap is above $100 billion, yet the stock is down more than 30% this past year, while its AI business is on track for $1.5 billion, ahead of a $1 billion plan.
Amit previously ran product and platform at Oracle for over two decades and was a VP and General Manager at Google Cloud.
What you'll learn:
Key takeaways:
Credits:
Host: Carlos Gonzalez de Villaumbrosia
Guest: Amit Zavery
Social Links:
In this episode of The Product Podcast by Product School, Carlos González de Villaumbrosia sits down with Saral Jain, SVP of Engineering at Snapchat, the last independent social platform operating at global scale, with 956 million monthly active users closing in on the one billion mark and a community that opens the app more than 30 times a day.
Saral joined Snap nine years ago, right around the IPO, after nearly a decade leading engineering teams at Amazon Web Services, and today leads all engineering for Snapchat, spanning product experiences, multi-cloud infrastructure, and the company's machine learning and generative AI platforms.
What you'll learn:
Key takeaways:
Credits:
Host: Carlos Gonzalez de Villaumbrosia
Guest: Saral Jain
Social Links:
In this episode of The Product Podcast by Product School, Carlos González de Villaumbrosia sits down with Jeff Kunins, Chief Product Officer and Chief Technology Officer at Axon, the company that created the Taser and the body cameras federal agencies wear.
Axon ingests more video per year than YouTube, and with a market cap of approximately $32.9 billion and $2.78 billion in revenue, growing 33% year over year, it is one of the highest-growth companies in the S&P 500.
What you'll learn:
Key takeaways:
Credits:
Host: Carlos Gonzalez de Villaumbrosia
Guest: Jeff Kunins
Social Links:
In this episode of The Product Podcast by Product School, Carlos González de Villaumbrosia sits down with Arnab Bose, Chief Product Officer at Asana. Asana is the work management platform built for human and AI collaboration, trusted by over 170,000 customers including Accenture, Amazon, and Anthropic. The platform's Work Graph maps goals to portfolios to projects to tasks and serves as the foundation for Asana's AI Teammates: collaborative agents that operate inside the graph, learn from human decisions, and compound their intelligence with every cycle.
What you'll learn:
Key takeaways:
Credits:
Host: Carlos Gonzalez de Villaumbrosia
Guest: Arnab Bose
Social Links:
In this episode of The Product Podcast by Product School, Carlos González de Villaumbrosia sits down with Jay Choi, Chief Executive Officer at Typeform. Typeform is the AI engagement platform trusted by more than 150,000 customers, including 95% of the Fortune 500. Before Typeform, Jay spent seven years as Chief Product Officer and General Manager at Qualtrics, where the company scaled from $100M to over $1B in ARR.
What you'll learn:
Key takeaways:
Credits:
Host: Carlos Gonzalez de Villaumbrosia
Guest: Jay Choi
Social Links:
For episode 300 of The Product Podcast, Carlos Gonzalez de Villaumbrosia sits down with Ajit Varma, Head of Firefox at Mozilla, the nonprofit behind the original challenger browser that pioneered browser tabs, pop-up blockers, and browser extensions. With 210 million active users and $826 million in annual revenue, Firefox is the only major independent, open-source browser still standing against Google Chrome's 68% share, Apple Safari's 17%, and a new wave of agentic browsers.
Before Mozilla, Ajit spent six years at Meta leading monetization of WhatsApp and overseeing its business messaging platform. He has also held product roles at Google, Uber, and Square.
What you'll learn:
Key takeaways:
Social Links:
In this episode of The Product Podcast by Product School, Carlos González de Villaumbrosia sits down with Cristina Cordova, Chief Operating Officer at Linear, the product development system built for teams and agents. Linear raised $82 million in a Series C round in June 2025 at a $1.25 billion valuation. The company has been profitable since 2021, and serves over 20,000 paid business customers, from seed-stage startups to Fortune 100 enterprises, with a team of just 140 people. Before Linear, Cristina joined Stripe as one of its first employees, and led Platform and Partnerships at Notion.
What you'll learn:
Key takeaways:
Credits:
Host: Carlos Gonzalez de Villaumbrosia
Guest: Cristina Cordova
Social Links:
From the publisher's feed
Hosted by Product School CEO Carlos Gonzalez de Villaumbrosia, The Product Podcast drills deep into the minds of Chief Product Officers from Cisco, Lovable, Perplexity, Shopify and many…
We move beyond high-level theory to reveal how top executives actually lead in the age of AI. We dig deep into their real-world decision-making, strategic frameworks, and the operational playbooks used to build intelligent products.
If you are a VP, Director, or CPO looking to drive innovation at scale, this is your essential listen.

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