Ben Settle - Email Players 1 - 15 ((full)) Jun 2026

Long before "daily email challenges" became trendy, Settle was hammering home the same point: automation kills personality. Issue #5 features a step-by-step guide to writing a daily email in 12 minutes flat. His argument? Frequency builds habit, habit builds trust, and trust buys without a "launch sequence."

Settle’s solution is . This is the art of combining entertainment with a soft, yet unapologetic, psychological pitch.

While the specific contents of each individual issue are typically reserved for subscribers, several core pillars were established during this initial 15-month run: The Power of Subject Lines

Before dissecting the first 15 issues, you need to understand the man. Ben Settle - Email Players 1 - 15

Early issues teach readers how to develop an authentic, slightly polarizing online persona. Settle explains that trying to please everyone results in boring copy. By being unapologetically yourself, you repel the professional complainers and magnetically attract hyper-fans.

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.

The Blueprint of Infamous Email Marketing: Analyzing Ben Settle’s Email Players Issues 1–15 Long before "daily email challenges" became trendy, Settle

The body of the email uses a short story or an observation. Settle teaches how to write these using "open loops"—starting a story in the middle of the action to trigger psychological tension that forces the subscriber to keep reading. The Tie-In (The Pivot)

Before ClickFunnels became a verb, Settle was arguing that complicated funnels are a distraction. The first 15 issues contain the blueprint for what he calls the "Email Players Method": a sequence of 5-7 plain-text emails that act as a single, persuasive sales letter broken into pieces.

The Ultimate Guide to Ben Settle’s Email Players (Issues 1–15): The Foundation of Modern Email Entertainment Frequency builds habit, habit builds trust, and trust

It's also worth noting that Ben Settle's style is intentionally provocative. He uses strong language, self-promotion, and occasionally controversial humor. This approach resonates deeply with some and alienates others.

The content of these early issues is considered by some to be the most valuable, laying the groundwork for everything Settle has taught since. One long-time observer noted that the newsletter's quality has dropped over time and can no longer recommend it, suggesting that the early issues may be the most worthwhile.