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  1. Lenny's Podcast: Product | Career | Growth
  2. What OpenAI and Google engineers learned deploying 50+ AI products in production
What OpenAI and Google engineers learned deploying 50+ AI products in production

What OpenAI and Google engineers learned deploying 50+ AI products in production

Lenny's Podcast: Product | Career | Growth · Jan 11, 2026

OpenAI & Google engineers reveal how to build AI products: understand non-determinism, manage the agency-control trade-off, and build iteratively.

Starting Small with AI Forces a Crucial "Problem-First" Mindset

It's easy to get distracted by the complex capabilities of AI. By starting with a minimalistic version of an AI product (high human control, low agency), teams are forced to define the specific problem they are solving, preventing them from getting lost in the complexities of the solution.

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What OpenAI and Google engineers learned deploying 50+ AI products in production

Lenny's Podcast: Product | Career | Growth·a month ago

In the AI Era, Product Design and Judgment Are More Expensive Than Engineering

AI tools are dramatically lowering the cost of implementation and "rote building." The value shifts, making the most expensive and critical part of product creation the design phase: deeply understanding the user pain point, exercising good judgment, and having product taste.

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What OpenAI and Google engineers learned deploying 50+ AI products in production

Lenny's Podcast: Product | Career | Growth·a month ago

Build Reliable AI Agents by Gradually Increasing Autonomy, Not Launching Fully Autonomous

To avoid failure, launch AI agents with high human control and low agency, such as suggesting actions to an operator. As the agent proves reliable and you collect performance data, you can gradually increase its autonomy. This phased approach minimizes risk and builds user trust.

What OpenAI and Google engineers learned deploying 50+ AI products in production thumbnail

What OpenAI and Google engineers learned deploying 50+ AI products in production

Lenny's Podcast: Product | Career | Growth·a month ago

Leaders Must Rebuild Intuition by Getting Hands-On With AI Daily

In the AI era, leaders' decades-old intuitions may be wrong. To lead effectively, they must become practitioners again, actively learning and using AI daily. The CEO of Rackspace blocks out 4-6 a.m. for "catching up with AI," demonstrating the required commitment to rebuild foundational knowledge.

What OpenAI and Google engineers learned deploying 50+ AI products in production thumbnail

What OpenAI and Google engineers learned deploying 50+ AI products in production

Lenny's Podcast: Product | Career | Growth·a month ago

Supervisor-Led Architectures Are the Most Successful Pattern for Multi-Agent Systems Today

The popular concept of multiple specialized agents collaborating in a "gossip protocol" is a misunderstanding of what currently works. A more practical and successful pattern for multi-agent systems is a hierarchical structure where a single supervisor agent breaks down a task and orchestrates multiple sub-agents to complete it.

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What OpenAI and Google engineers learned deploying 50+ AI products in production

Lenny's Podcast: Product | Career | Growth·a month ago

An AI Company's Moat Is the Pain Endured While Discovering What Works

In a world where AI implementation is becoming cheaper, the real competitive advantage isn't speed or features. It's the accumulated knowledge gained through the difficult, iterative process of building and learning. This "pain" of figuring out what truly works for a specific problem becomes a durable moat.

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What OpenAI and Google engineers learned deploying 50+ AI products in production

Lenny's Podcast: Product | Career | Growth·a month ago

Evals and Production Monitoring Are Complements, Not Competitors

Teams often mistakenly debate between using offline evals or online production monitoring. This is a false choice. Evals are crucial for testing against known failure modes before deployment. Production monitoring is essential for discovering new, unexpected failure patterns from real user interactions. Both are required for a robust feedback loop.

What OpenAI and Google engineers learned deploying 50+ AI products in production thumbnail

What OpenAI and Google engineers learned deploying 50+ AI products in production

Lenny's Podcast: Product | Career | Growth·a month ago

AI Products Fundamentally Differ Due to Non-Determinism and Agency-Control Trade-offs

Unlike traditional software, AI products have unpredictable user inputs and LLM outputs (non-determinism). They also require balancing AI autonomy (agency) with user oversight (control). These two factors fundamentally change the product development process, requiring new approaches to design and risk management.

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What OpenAI and Google engineers learned deploying 50+ AI products in production

Lenny's Podcast: Product | Career | Growth·a month ago

The Term "Evals" Is Dangerously Ambiguous in the AI Industry

The word "evals" has been stretched to mean many different things: expert-written error analysis, PM-defined test cases, performance benchmarks, and LLM-based judges. This "semantic diffusion" causes confusion. Teams need to be specific about what part of the feedback loop they're discussing instead of using the generic term.

What OpenAI and Google engineers learned deploying 50+ AI products in production thumbnail

What OpenAI and Google engineers learned deploying 50+ AI products in production

Lenny's Podcast: Product | Career | Growth·a month ago

Successful AI Tools Force Recalibration as User Trust Leads to More Complex Demands

An AI product's job is never done because user behavior evolves. As users become more comfortable with an AI system, they naturally start pushing its boundaries with more complex queries. This requires product teams to continuously go back and recalibrate the system to meet these new, unanticipated demands.

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What OpenAI and Google engineers learned deploying 50+ AI products in production

Lenny's Podcast: Product | Career | Growth·a month ago

Distrust "One-Click" AI Agents; Real Enterprise Deployments Take 4-6 Months

Vendors selling "one-click" AI agents that promise immediate gains are likely just marketing. Due to messy enterprise data and legacy infrastructure, any meaningful AI deployment that provides significant ROI will take at least four to six months of work to build a flywheel that learns and improves over time.

What OpenAI and Google engineers learned deploying 50+ AI products in production thumbnail

What OpenAI and Google engineers learned deploying 50+ AI products in production

Lenny's Podcast: Product | Career | Growth·a month ago