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Sentry

Stories and insights from building and scaling a developer tools company. From bootstrapping to growth, open source philosophy, and the challenges of creating developer-first products.

2025

On Product-Market Fit

2024

What is Brand?

Fire Faster, but Hire Better

You're Not a CEO

Enterprise is Dead

Open Source and a Healthy Dose of Capitalism

You Suck at Marketing

2023

The BUSL Factor

A $7 Subscription

Sentry: From the Beginning

Optimizing for Taste

2022

Funding Sentry

The Scale of Monitoring