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Counterintuitive Lessons on How to Get Better as You Scale, From Twilio’s Jeff Lawson
Starting Up

Counterintuitive Lessons on How to Get Better as You Scale, From Twilio’s Jeff Lawson

13 years after Twilio first launched, CEO and co-founder Jeff Lawson opens up about the peaks and valleys to share a set of unconventional company building lessons on how to get better as you scale — from introducing new products and refining go-to-market strategies to focusing annual planning.

Between Sales and Product: Building Out Self-Serve and Customer Experience at Notion & Dropbox
Sales

Between Sales and Product: Building Out Self-Serve and Customer Experience at Notion & Dropbox

Kate Taylor spent 8 years at Dropbox leading their SMB revenue and scaled sales operation) and is now the Head of Customer Experience at Notion.

3 Rules for Building a More Caring Culture — This Chief People Officer Shares Lessons from Lambda School & InVision
People & Culture

3 Rules for Building a More Caring Culture — This Chief People Officer Shares Lessons from Lambda School & InVision

Mark Frein has served as Chief People Officer at Return Path, InVision, and now Lambda School. Here, he shares his approach to spinning up the people function, as well as tactical tips for creating a great employee experience, enabling a workforce that feels seen and heard, and making an environment

Joining a Startup for the First Time? 30 Actionable Tips From Folks Who've Been There
People & Culture

Joining a Startup for the First Time? 30 Actionable Tips From Folks Who've Been There

Top startup leaders and operators share their best tips for new startup employees, including hitting the ground running, how to prioritize what to work on, and growing your career.

Following “Radical Candor,” Kim Scott is Back with Another Incredible Framework for “Just Work”
Management

Following “Radical Candor,” Kim Scott is Back with Another Incredible Framework for “Just Work”

"Radical Candor" bestselling author Kim Scott's superpower is outlining simple tactics and straightforward frameworks to put big amorphous ideas into practice. In her latest book, "Just Work," she applies that tactical lens to workplace injustice.

The Engineering Leader’s Guide to Crafting a Personal Brand that Stands Out From the Crowd
Engineering

The Engineering Leader’s Guide to Crafting a Personal Brand that Stands Out From the Crowd

As an Engineering Leader at Help Scout, Anjuan Simmons has carved out a robust side hustle as a public speaker and blogger. Here, he shares his playbook for engineers to get started with personal branding and stand out from the crowd.

This GTM-Leader-Turned-Investor Crowdsources Early Lessons From Stripe, Figma & More
Sales

This GTM-Leader-Turned-Investor Crowdsources Early Lessons From Stripe, Figma & More

As he makes the transition from operator to investor, Meka Asonye looks back on his career as a sales leader at Stripe and Mixpanel to offer tactical takeaways and go-to-market lessons — crowdsourcing additional advice from the top revenue leaders in his network.

Focus on Your First 10 Systems, Not Just Your First 10 Hires — This Chief of Staff Shares His Playbook
Management

Focus on Your First 10 Systems, Not Just Your First 10 Hires — This Chief of Staff Shares His Playbook

As Chief of Staff at HashiCorp, Kevin Fishner focuses on treating the company like a product. Here, he unpacks why the systems side of company building doesn’t get as much attention and digs into the nitty-gritty details of how they set and track progress toward goals.

Making Self-Care Tactical — Why You Should Focus on Boundaries, Not Just Bubble Baths
Management

Making Self-Care Tactical — Why You Should Focus on Boundaries, Not Just Bubble Baths

Therapist Jessmina Archbold (publicly known as Minaa B.) shares her detailed guide to deeper self-care work, pushing back against common myths, offering up tactical advice and making the case for focusing on boundaries.

From Exec Roles to Board Seats — Lessons for the Startup C-Suite from Zendesk, Guru, eBay, & More
Management

From Exec Roles to Board Seats — Lessons for the Startup C-Suite from Zendesk, Guru, eBay, & More

Anne Raimondi has led teams at SurveyMonkey, Zendesk, Guru, and eBay, in addition to sitting on the board for Asana, Patreon and Gusto. Here, she shares her most critical leadership lessons for scaling up as an executive, while also diving into her playbook for building impactful boards.

How to Build an Invention Machine — 6 Lessons That Powered Amazon’s Success
Management

How to Build an Invention Machine — 6 Lessons That Powered Amazon’s Success

Former Amazon execs Colin Bryar and Bill Carr helped build the "invention machine" that enabled the company to successfully launch everything from AWS to the Kindle. Here, they share granular advice and concrete takeaways for startups looking to alter their own trajectories.

How to Build a Culture of Ownership, and Other Engineering Leadership Tips from Plaid & Dropbox
Engineering

How to Build a Culture of Ownership, and Other Engineering Leadership Tips from Plaid & Dropbox

Jean-Denis Grèze has led engineering teams at Plaid and Dropbox: Here’s what he’s learned about crafting a bottoms-up culture, hiring and motivating large teams.

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