Ben Settle - Email Players 1 - 15 [2021] Jun 2026

Email Players 1–15 is less a “how-to” manual and more a “how-to-think” about email marketing. Settle forces you to abandon metrics-obsession and remember that behind every inbox is a human who craves entertainment and authenticity. For marketers tired of the vanilla “value-first” orthodoxy, these 15 issues offer a bracing alternative: be interesting, email daily, and never apologize for selling. Whether you adopt his method wholeheartedly or adapt it, one truth remains — your email strategy is only as strong as your personality.

Settle breaks down his own business model, showing how to use daily emails to drive recurring revenue into monthly print newsletters or continuity programs.

Moving away from copy tactics, Issue 14 looks at the metrics that actually matter. Settle explains why tracking open rates and click-through rates can be deceptive, and why the only metric that truly validates an email campaign is total revenue generated per subscriber. Issue 15: Putting it on Autopilot (The Welcome Sequence)

This style is the product. By reading his emails, you internalize a voice that sounds like a human being, not a corporate chatbot. In an era of AI-generated generic fluff, this human aggression is worth a fortune. Ben Settle - Email Players 1 - 15

"The segmenter is someone who understands the importance of targeting specific groups," Ben said. "They segment their list and create tailored messages that resonate with each group. They're increasing engagement and conversions through strategic targeting."

This comprehensive analysis deconstructs the core frameworks, psychological triggers, and strategic breakthroughs found across issues 1 through 15 of Email Players . 1. The Core Philosophy: Infotainment and the Daily Habit

The first 15 issues focus on establishing a "daily email" habit and specific monetization strategies: The "Opt-in" Issue (Issue 1) : This is the standard "free drive" issue. It reveals 24 different ways to make more money with email marketing. Initial Auto-responder Strategy Email Players 1–15 is less a “how-to” manual

In the crowded, noise-polluted world of email marketing, few names inspire as much cult-like devotion (or sheer agitation) as .

These issues explore the counter-intuitive strategy of telling people not to buy your product. By listing who the product is not for, you automatically increase the perceived value and desire for those who are a good fit.

Here is the complete breakdown.

In the world of direct-response marketing, few names evoke as much reverence, irritation, and absolute fascination as Ben Settle. Widely regarded as the pioneer of "infotainment" in email marketing, Settle disrupted the traditional, corporate way of writing emails. He proved that people don’t buy from boring brands; they buy from characters they love (or love to hate).

But not just any emails. The "Email Players" newsletter—specifically the legendary first 15 issues—is the Rosetta Stone for understanding his contrarian, abrasive, and outrageously effective philosophy.