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GuideBusinessNovember 2, 2026

The Claude Coach for Your First 100 Customers

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The Claude Coach for Your First 100 Customers

A field guide to Sahil Lavingia's first-100-customers Claude skill: the three-circle method from friends to community to cold outreach, a 20-person pitch list, a personalized cold email built on Gumroad's original, a pricing recommendation and a weekly sales goal.

What's inside
  • Built on the Gumroad founder's first-customers playbook
  • Three circles: friends and family, community, strangers
  • 20 specific people to pitch this week
  • A personalized cold email, pricing and a weekly goal
  • It preps the work — you still send and sell

Sell Before You Scale

Your first 100 customers don't come from ads, virality or a big following. They come from talking to people. This field guide covers an open-source Claude skill built on that idea, from the playbook of Sahil Lavingia — founder of Gumroad and author of The Minimalist Entrepreneur.


Sell in Concentric Circles

The playbook works outward in three circles: friends and family first, then your community, then cold outreach to strangers. Tell Claude what you sell, and the skill turns that into a plan for this week:

  • a list of 20 specific people to pitch — ten and ten
  • a personalized cold email
  • a pricing recommendation
  • a weekly sales goal

A Real Founder's Playbook, Free

The skill comes from Lavingia's open-source skills repo, and it even ships Gumroad's original cold email as its template. Clone the repo into Claude, then ask: "Help me sell to my first 100 customers. Here's my product: …"


You Still Do the Selling

The skill prepares the manual work; it isn't an automation shortcut. You send the emails and have the conversations. Cold outreach is also regulated, so identify yourself and honor opt-outs.


What's in the Guide

The three-circle method, what the skill produces when you describe your product, where the cold email template comes from, how to install it, and a direct link to the repo.

The full field guide is in the PDF.


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Build Something Real

If you can describe it, you can build it.