Heavybit Skill
Founder & CEO Leadership
The operational and interpersonal skills technical founders need as they scale from builder to CEO. Covers board management, co-founder dynamics, crisis communication, executive decision-making, managing through downturns, and culture scaling. Drawn from practitioners at PostHog, Acompli, LaunchDarkly, and others.
Built from what these operators shared





- +20
Founder & CEO Leadership
Built from twenty library resources
What a skill is
A skill is a set of working instructions your agent loads when you need it, built from the strategies operators shared in the Heavybit Library. It guides the work and you still do it. Heavybit reads and approves every skill before it ships, and keeps updating skills as new content enters the Library. Skills are plain text, so you or your agent can read any skill in full before acting on it. Your agent decides how to apply a skill, so check its work; if a skill gets something wrong, ask your agent to report it or email platform@heavybit.com.
Connect your agent
- Add the endpoint below to your harness: Claude Code, Codex, Claude, Cursor, ChatGPT, or another that supports MCP.
- Sign in to your Heavybit account with Google or GitHub when your agent asks. It's free, and your first sign-in creates the account.
- Tell your agent what you're working on. It finds the right skill, or you can ask for one by name.
MCP endpointhttps://crucible.heavybit.com/mcp
Built from the Heavybit Library
The operators behind this skill shared what they know in these talks, podcasts, and articles. Every one is free in the Heavybit Library.
- Video
How to Fix a Broken Board
AUG 5, 2014With Javier Soltero
Javier will tell you how your board is broken. Heâll explain why the traditional advice about managing board meetings is all wrong. Heâll share some painful & colourful learning experiences from his own career as a founder & CEO. Heâll tell you how to changeâŠ
Video
How to Fix a Broken Board
Watch42 MIN
- Video
Capital Efficiency: Lessons From the Financial Crisis
MAY 10, 2016With Javier Soltero
Javier Soltero discusses the challenges and lessons learned during the boom and bust period of his career. With past examples, Soltero covers how to batten down the hatches for what looks to be a tough 2016.
Video
Capital Efficiency: Lessons From the Financial Crisis
Watch59 MIN
- Video
Sourcegraph's Quinn Slack on Founder Folklore
SEP 25, 2025With Quinn Slack
Sourcegraph CEO Quinn Slack argues that in the AI era, founders must abandon outdated playbooks, move radically faster, and stay hands-on with product to survive constant change.
Video
Sourcegraph's Quinn Slack on Founder Folklore
Watch17 MIN
- Podcast
Evaluating Acquisitions with Mike Gregoire of Brighton Park Capital
JUL 30, 2020With Mike Gregoire
In episode 32 of EnterpriseReady, Grant speaks with Mike Gregoire of Brighton Park Capital. They discuss strategies for growing through a recession, the changing role of modern enterprise salespeople, and the internal metrics Mike uses when evaluatingâŠ

EnterpriseReady · Ep. 32
Evaluating Acquisitions with Mike Gregoire of Brighton Park Capital
Listen69 MIN
Earn Respect, Not Headlines with Mike Boufford
AUG 21, 2025Podcast
Celebrating Failure, Founder Guilt, Serial Entrepreneurs, Startup Myths, The Everything Else Person
JUL 27, 2017Podcast
Giving Founders Feedback, Outsourcing Early Development, Giving Gifts, Flat Orgs, Hacker News Comments
JUN 28, 2017Podcast
- Podcast
Getting Acquired, Founder Conviction, DevOps in Continuous Delivery
NOV 13, 2017With Keith Ballinger and Thomas Dohmke
In this episode of To Be Continuous, Edith and Paul are joined by Keith Ballinger and Thomas Dohmke from Microsoft. They share their experience of being acquired by Microsoft and discuss the role of DevOps in the continuous delivery process. They thenâŠ

To Be Continuous · Ep. 40
Getting Acquired, Founder Conviction, DevOps in Continuous Delivery
Listen37 MIN