Roadmap

181 episodes | 60% corpus coverage

A strategic communication tool that outlines the vision, goals, and high-level milestones for a product's evolution.

Keywords: roadmap, roadmapping, product roadmap

Contents

Deep Dive

Metaphysical Synthesis & Analysis

The Synthesis

Roadmaps are the communication tool for product strategy over time. Janna Bastow's 'Now-Next-Later' framework emphasizes flexibility over false precision, while Teresa Torres advocates for opportunity solution trees that show the logic behind roadmap choices. For PMs, the challenge is balancing stakeholder desire for certainty with the reality of uncertainty. The best roadmaps are outcome-oriented, showing what problems will be solved rather than what features will be built.

Metaphysical Foundation

A roadmap is a strategic artifact that makes tradeoffs explicit and creates shared expectations about the future, while acknowledging that the future is uncertain.

Evolutionary Path

From Gantt charts to agile backlogs to outcome-based roadmaps, the practice has evolved toward greater flexibility and stakeholder communication.

Strategic Interplays

Roadmaps translate strategy and Vision into time-bound commitments. They are informed by Prioritization and enable stakeholder-alignment.

Key Episodes

Brian Chesky

Brian Chesky’s new playbook

1:13:28

Dalton Caldwell

Lessons from 1,000+ YC startups: Resilience, tar pit ideas, pivoting, more | Dal...

1:20:53

Shreyas Doshi

The art of product management | Shreyas Doshi (Stripe, Twitter, Google, Yahoo)

1:31:22

Shreyas Doshi Live

The art of product management | Shreyas Doshi (Stripe, Twitter, Google, Yahoo)

1:31:22

Marty Cagan

Product management theater | Marty Cagan (Silicon Valley Product Group)

1:25:15

Ray Cao

Product management theater | Marty Cagan (Silicon Valley Product Group)

1:25:15

Elizabeth Stone

How Netflix builds a culture of excellence | Elizabeth Stone (CTO)

1:13:44

Kevin Weil

OpenAI’s CPO on how AI changes must-have skills, moats, coding, startup playbook...

1:31:41

Vikrama Dhiman

A framework for PM skill development | Vikrama Dhiman (Gojek)

1:12:19

Michael Truell

The rise of Cursor: The $300M ARR AI tool that engineers can’t stop using | Mich...

1:11:14

Mike Krieger

Anthropic's CPO on what comes next | Mike Krieger (co-founder of Instagram)

1:06:22

Ethan Smith

The ultimate guide to AEO: How to get ChatGPT to recommend your product | Ethan ...

1:11:56

Tobi Lutke

Tobi Lütke's leadership playbook: First principles, infinite games, and maximizi...

1:41:43

Elena Verna

10 growth tactics that never work | Elena Verna (Amplitude, Miro, Dropbox, Surve...

1:35:10

Mihika Kapoor

Vision, conviction, and hype: How to build 0 to 1 inside a company | Mihika Kapo...

1:40:41

Eli Schwartz

Rethinking SEO in the age of AI | Eli Schwartz (SEO advisor, author)

1:55:10

Ian McAllister

What it takes to become a top 1% PM | Ian McAllister (Uber, Amazon, Airbnb)

1:04:59

Anneka Gupta

Becoming more strategic, navigating difficult colleagues, founder mode, more | A...

1:08:37

Manik Gupta

Becoming more strategic, navigating difficult colleagues, founder mode, more | A...

1:08:37

Marc Benioff

Behind the founder: Marc Benioff

57:19