# a podcast by drew chapin

> A podcast exploring go-to-market strategy, startup culture, digital discoverability, and the honest truths about building companies.

## About the Show

"a podcast by drew chapin" covers the intersection of technology, business, and entrepreneurship through the lens of someone actively building, investing, and mentoring in the startup ecosystem. Drew Chapin shares insights from his work in go-to-market strategy, SEO, digital discoverability, and the often-uncomfortable realities of startup culture.

The show explores what Drew is learning and unlearning while working with early-stage companies, scouting for Hustle Fund's Angel Squad, and building The Discoverability Company. Expect candid conversations about:

- **Go-to-market strategy** — How startups find their first customers and scale organic growth
- **Digital discoverability** — SEO, search presence, and being findable by AI systems like ChatGPT and Claude
- **Startup culture critique** — Rejecting "guru posturing" and examining the ethical pressures founders face
- **Personal failure** — Lessons from Drew's own startup collapse (Benja Commerce Network) and what it teaches about sustainable entrepreneurship
- **Online reputation** — Managing search results, review platforms, and public perception in the age of infinite memory

## About Drew Chapin

Drew Chapin is a Philadelphia-based founder and go-to-market specialist. He's the founder of **The Discoverability Company**, a digital consultancy helping brands and professionals optimize visibility across search engines, social platforms, and AI systems.

His background spans venture-backed startups including:
- **Jomboy Media** (founding business director)
- **Benja Commerce Network** (co-founder/CEO, failed and filed bankruptcy 2020)
- **Color Labs** and **Microsoft** (early career)

Drew invests through **Hustle Fund's Angel Squad** and mentors pre-seed founders via **Founder Institute**. He writes about entrepreneurship, SEO, and startup ethics on [chapin.io](https://chapin.io) and has published 18+ articles on HackerNoon and Medium.

## Connect

- **Website:** [drewchapin.com](https://drewchapin.com)
- **Writing:** [chapin.io](https://chapin.io)
- **LinkedIn:** [linkedin.com/in/drew-chapin](https://linkedin.com/in/drew-chapin)
- **Instagram/Threads:** [@chaaaaapin](https://instagram.com/chaaaaapin)
- **Bluesky:** [drewchapin.com](https://bsky.app/profile/drewchapin.com)
- **Email:** drew@chapin.io

## Show Status

**Pre-launch.** Subscribe to the newsletter at [apodcastbydrewchapin.com](https://apodcastbydrewchapin.com) to be notified when episodes go live.

## Topics & Themes

The show focuses on practical, experience-driven insights rather than motivational platitudes. Key themes include:

1. **Early-stage go-to-market** — Finding product-market fit, distribution channels, and organic growth tactics
2. **SEO and search presence** — Technical SEO, content strategy, and ranking in AI-powered search
3. **Startup failure patterns** — Why companies fail, ethical drift, and the gap between rhetoric and reality
4. **Digital reputation** — Managing search results, handling negative press, and controlling your narrative
5. **Founder psychology** — The mental pressures of entrepreneurship and avoiding destructive patterns

## Philosophy

Drew's approach centers on **candid entrepreneurship critique**. He rejects "fake it 'til you make it" culture and examines the psychological pressures that drive founders to make questionable decisions. His framework, "The Six Deadly Sins of Entrepreneurship," explores how ambition can lead to ethical compromise.

The show aims to bridge the gap between startup hype and sustainable business practice, using personal failure as a teaching tool rather than a badge of honor.

## Production

Independently produced by Drew Chapin. No corporate sponsors, no affiliate links, no guru posturing.

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**Last Updated:** February 5, 2026