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An aerial view of a stack of orange, green and red heirloom tomatoes.
Management

Make an Org Chart You Want to Ship — Advice from Linear on How Heirloom Tomatoes Should Inspire Team Design

Nan Yu, Head of Product at Linear, has advised dozens of startups of all stages and sizes. He unpacks why founders should be suspicious of symmetry in their team structure, and offers a three-part framework on how to optimize for an “heirloom tomato” org chart.

The Guide to Going Multi-Product: 11 Tactics for Tackling Your Next Bet
Product

The Guide to Going Multi-Product: 11 Tactics for Tackling Your Next Bet

Founders and product leaders from Atlassian, Stripe, Gong and more share their strategies for going multi-product, from managing extensive product lines to bringing brand-new bets into being.

Starting an Analytics Org From Scratch — Lessons From a Decade at DoorDash
Starting Up

Starting an Analytics Org From Scratch — Lessons From a Decade at DoorDash

DoorDash VP Jessica Lachs has grown the company’s analytics team from a band of scrappy generalists to a highly specialized 300-person org. Here, she spells out how founders can lay the groundwork for an analytics function at their startup and pick the right first hires for the team.

Clay’s Path to Product-Market Fit — A 7-Year 'Overnight Success'
Product

Clay’s Path to Product-Market Fit — A 7-Year 'Overnight Success'

Clay co-founder and CEO Kareem Amin sits down with First Round Partner Todd Jackson for a behind-the-scenes look at how he grappled with narrowing Clay’s scope and tactics for landing on the right ICP.

Unexpected Anti-Patterns for Engineering Leaders — Lessons From Stripe, Uber & Carta
Engineering

Unexpected Anti-Patterns for Engineering Leaders — Lessons From Stripe, Uber & Carta

Will Larson, a veteran engineering leader and the CTO at Carta, holds three conventional engineering management “anti-patterns” up to the light for a closer look.

20 Lessons From 20 Different Paths to Product-Market Fit — Advice for Founders, From Founders
Product

20 Lessons From 20 Different Paths to Product-Market Fit — Advice for Founders, From Founders

After more than a year of showcasing dozens of founders in our Paths to PMF series, we pulled together a list of the biggest lessons that stuck with us from these winding startup journeys.

How Notion Does Marketing: A Deep-Dive Into its Community, Influencers & Growth Playbooks
PR & Marketing

How Notion Does Marketing: A Deep-Dive Into its Community, Influencers & Growth Playbooks

We peel back the layers of Notion’s multifaceted marketing strategy, diving deep into three distinct channels that have helped power its meteoric rise: community, influencer marketing, and growth and analytics.

Take Two: Eight Hard-Earned Lessons from Repeat Founders on Starting Over Again
Must-reads

Take Two: Eight Hard-Earned Lessons from Repeat Founders on Starting Over Again

There's plenty of advice for first-time founders, but fewer resources for those embarking on their second or subsequent venture. To help navigate these, we gathered insights from experienced serial founders, distilling eight tactical lessons they applied differently the second time around.

The Not So Cookie-Cutter Approach to Company Building — 8 Lessons from Zapier
Starting Up

The Not So Cookie-Cutter Approach to Company Building — 8 Lessons from Zapier

Wade Foster, founder and CEO of Zapier, shares his contrarian takes on building a billion-dollar company — from fundraising advice, go-to-market strategy, and hiring mistakes.

Build Your Culture Like a Product — Lessons from Asana’s Head of People
People & Culture

Build Your Culture Like a Product — Lessons from Asana’s Head of People

Anna Binder, Asana's Head of People and the company's first HR hire, shares her step-by-step approach to intentionally building the company culture.

Navigating the Legal Maze: A Founder’s Guide to Hiring Lawyers at Every Stage of Your Startup
Starting Up

Navigating the Legal Maze: A Founder’s Guide to Hiring Lawyers at Every Stage of Your Startup

Veteran legal executive Irene Liu provides a comprehensive guide on the startup legal roadmap and how to engage lawyers as you scale. She offers insider advice on hiring outside and in-house counsel and building strong founder-lawyer partnerships.

Navigating New Waters: 10 Tips for First-Time Founder Success
Must-reads

Navigating New Waters: 10 Tips for First-Time Founder Success

Tactical advice from seasoned founders like Thumbtack’s Marco Zappacosta and Dropbox’s Drew Houston about the biggest mistakes to avoid as a first-time startup founder.

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