Learn The Insider Subscription Tactics to 10x Your Growth

I break down the pricing, conversion, retention, and expansion strategies that actually move the needle for subscription businesses. Tactics I used to grow Codecademy from $10M to $55M ARR. Get new guides and teardowns by email.

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Apr 11, 2026

Another Free Gift for You

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Apr 3, 2026

Navigating the SaaS-pocalypse Part 3: Winning In The Long Term

AI isn't just changing how you build software. It's rewriting which competitive advantages actually protect you.

Apr 25, 2026

How LTV Lies To You

Lessons from Bill Gurley

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Deep dives on pricing, retention, and metrics — the operator-level playbooks behind the newsletter.

20 min read

Annual vs Monthly Pricing: How to Set Your Annual Subscription Discount

Most annual subscription pricing is set backwards. Here's how to price annual plans using retention data, with real ratios from Noom, Tinder, and Headspace.

20 min read

Subscription Retention Strategies That Increase Revenue

Subscription retention strategies that increase revenue: cancellation flows, annual plans, onboarding, dunning, and win-back, with what to measure.

31 min read

Subscription Business Metrics: The 10 That Matter

The ten subscription metrics that connect to revenue: how to calculate each one, how they fit together, and what to do when one is off.

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New guides and teardowns by email. Three formats.

Deep Dives

Full breakdowns of subscription strategies with real numbers and frameworks you can steal. The kind of analysis that usually costs $500/hr.

Tactical Tips

One specific move you can implement this week to improve pricing, retention, or conversion. 500 words, no filler.

Teardowns

Real company subscription strategies dissected — what's working, what's not, and why. Named companies, real numbers, honest analysis.

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I work directly with subscription businesses to fix the leaks — pricing strategy, packaging redesigns, retention systems, expansion playbooks. Not advice. Implementation.

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Pricing, retention, conversion, and expansion strategies from an operator who's done it. Free.