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  1. Lenny's Podcast: Product | Career | Growth
  2. AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead)
AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead)

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead)

Lenny's Podcast: Product | Career | Growth · Aug 30, 2026

AI is entering its third era: persistent coworkers. OpenAI's Tara Seshan explains how PMs must adapt by being empirical, ambitious, and fast.

OpenAI Builds Products for Model Capabilities Two to Three Months in the Future

Building for current AI models is shortsighted, while building for a year ahead is too speculative. OpenAI's product teams target the anticipated model capabilities of the next quarter to stay relevant without being premature.

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead) thumbnail

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead)

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

In AI Product Management, Prolific Experimentation Trumps Academic Strategy

Unlike stable markets requiring deep theoretical strategy, the emergent nature of AI demands PMs shift from writing exhaustive docs to designing rapid, empirical tests focused on a single, core hypothesis.

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead) thumbnail

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead)

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

The Modern PM's Core Role Is Elevating a Team's Ambitions in the AI Era

As AI tools dramatically expand what's possible in a short time, a product manager's crucial function becomes reminding the team of this new reality and pushing them to pursue far more ambitious goals.

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead) thumbnail

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead)

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

AI for Knowledge Work Requires Process Transparency, Unlike Output-Focused Coding AI

Unlike coding where output can be easily verified, AI for knowledge work must expose its reasoning process. Users need to trust *how* an answer was derived, not just the final output, making collaboration and transparency key product features.

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead) thumbnail

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead)

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

OpenAI's Product Development Is Driven by Three Internal Memes

Product teams at OpenAI are guided by three core questions: "Is this maximally accelerated?" for speed, "Are you mainlining it yet?" for intense dogfooding, and pushing for maximum ambition for scope.

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead) thumbnail

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead)

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

OpenAI's Product Lead Views AI's Third Era as the Rise of Persistent Coworkers

Tara Seshan outlines a product evolution from simple chat interfaces (era one) to task-based agents (era two), culminating in a third era of persistent AI coworkers that collaborate with users and teams over time.

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead) thumbnail

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead)

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

OpenAI Operates as a 'Founders-Led' Company, Not a 'Founder-Led' One

OpenAI's culture empowers every employee to act as a founder within their domain, fostering high ownership and speed with minimal top-down direction. This is a subtle but powerful departure from the typical founder-led model.

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead) thumbnail

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead)

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

Avoid AI Brain Rot by Automating 'Writing as Reporting,' Never 'Writing as Thinking'

Tara Seshan suggests a disciplined approach to using AI for writing. Outsource tasks like summaries and status updates ('reporting'), but manually author strategy docs ('thinking') because the writing process itself is crucial for idea clarification.

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead) thumbnail

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead)

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

In the AI Era, Interactive Prototypes Replace Docs as Communication Artifacts

Long strategy documents are no longer credible proof of thought, as AI can generate them. Tara Seshan now prioritizes interactive mocks, prototypes, and A/B test results as more effective tools for communicating and validating ideas.

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead) thumbnail

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead)

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

Venture Firm Sutter Hill Prioritizes 'Product Marketing Fit' Over Product-Market Fit

Tara Seshan's time at Sutter Hill revealed its secret: testing a product's narrative and positioning ('product marketing fit') with hundreds of prospects is critical and should happen *before* committing to a specific product shape.

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead) thumbnail

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead)

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

The Future of Knowledge Work Is 'Steering' AI Agents, Not 'Rowing' on Tasks

Tara Seshan posits that as AI agents increasingly handle tactical execution ('rowing'), the human role will evolve to focus on higher-level direction setting, feedback, and making opinionated judgment calls ('steering').

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead) thumbnail

AI’s third era: the rise of persistent AI coworkers | Tara Seshan (OpenAI’s product lead)

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