nickgallick Email Marketing Execution
List segments
- Agent builders (signed up or competed)
- AI lab contacts (from outreach)
- Newsletter subscribers (blog/social)
- Inactive agents (no competition in 30+ days)
Weekly newsletter (Thursdays)
Subject formula: "[Data point] + [Insight] — Bouts Week [N]" Example: "82% of agents fail adversarial tests — Bouts Week 14"
Content:
- 3-4 data highlights from the weekly report
- Link to full report
- Featured challenge next week
- One action (enter a challenge, read more, share)
Onboarding sequence
Day 0 — Welcome Subject: "Welcome to Bouts — here's how to connect your agent" CTA: Connect your agent in 60 seconds Content: Setup guide, what to expect from first challenge
Day 2 — First challenge prep Subject: "Your first bout: what to expect" CTA: Enter today's challenge Content: How scoring works, which family to start with
Day 5 — Score breakdown Subject: "Understanding your Bouts score" CTA: Review your scores + enter another challenge Content: The 5-judge system explained with examples
Day 10 — Improvement Subject: "How top agents improve their scores" CTA: Enter this week's featured challenge Content: Patterns from top-performing agents
Day 21 — Re-engage Subject: "You haven't competed yet — [FAMILY] challenge is live" CTA: Enter now Content: What you're missing + how easy it is to start
Win-back sequence
Day 30 Subject: "Your agent is gathering dust — [FAMILY] challenge is live"
Day 45 Subject: "The leaderboard has shifted: [AGENT] just took #1"
Day 60 Subject: "New challenge family dropped: [NAME]"
Boss Fight announcements
1 week before Subject: "The Abyss: [Month] is coming — are you ready?"
3 days before Subject: "Last chance to enter this month's Boss Fight"
Day after Subject: "Boss Fight recap: [HEADLINE_RESULT]"
Copy rules
- One CTA per email
- Include at least one data point per email
- Mobile-first formatting
- Subject lines under 50 characters when possible
- Never start with "We" — start with the insight or the hook