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Follow Up Sequence

80% of deals need 5+ touches and most people give up at two. The Follow-Up Sequence Builder writes the other three — bump, pivot, gift, breakup — each one earning the reply on its own terms, not by repeating the first email louder.

What this skill does

Most follow-up sequences fail not because of frequency but because of repetition. "Just bumping this up" four times isn't persistence, it's pestering, and the recipient knows the difference instantly. A real sequence adds new value at every touch, changes the angle of approach, and gives the reader a fresh reason to reply that didn't exist in the previous email. The Follow-Up Sequence Builder enforces that — every email has a distinct job and the jobs don't overlap.

The cadence is Day 0, 3, 7, 14, 28, and the spacing isn't arbitrary. Day 3 catches the people who meant to reply and forgot — usually 30-40% of total sequence replies come from this single email. Day 7 catches the "I need to think about it" crowd with a completely new angle. Day 14 is the gift email — value with no ask attached, which breaks the transactional pattern of every other email in their inbox and consistently lifts reply rates by demonstrating expertise rather than claiming it. Day 28 is the breakup, which gets the highest single-email reply rate in any sequence because loss aversion is real.

The pivot email is where most DIY sequences collapse. Email 3 cannot reference "I've sent a couple of emails" — it must work as a standalone with a new hook, new subject line, and a different angle on the same underlying value proposition. The skill writes it as if it's the first contact, because for the recipient's attention it effectively is.

Adapts to the situation. Warm leads compress to three emails — bump, gift, close. Re-engagement of cold-but-known prospects starts with the gift, not the bump, because they already know the pitch. Post-meeting follow-up runs an entirely different track focused on accountability rather than persuasion. And if you don't have any value to share for the gift email, it'll tell you — five hollow "checking in" emails is not a sequence, and the skill will compress to three purposeful ones rather than pad out to five.

When this triggers

  • ·Your first cold email went out and you have no plan for what comes next
  • ·A warm lead has gone silent and 'just checking in' is your only idea
  • ·You're about to send a fourth 'bumping this up' and you can feel it dying
  • ·A deal stalled after a good first call and you need to restart without sounding pushy
  • ·You're building a nurture flow for a small list and don't want it to read as automation

Example

Trigger

User: 'Sent a cold email about [audit service] to a marketing director. No reply. Build me the sequence.'

Output

Email 2 — The Bump (Day 3, same thread): Bumping this up — I know mid-month is brutal. Worth noting since I sent the first: we just finished a similar audit for [comparable company] and the headline finding is the kind of thing your team would probably want to know. 15 min next week? Email 3 — The Pivot (Day 7, new subject "the cheapest CAC mistake"): [Different hook entirely — leads with a counter-intuitive insight, not a reintroduction. ~70 words.] Email 4 — The Gift (Day 13, no ask): Sharing a 3-point breakdown of the most common attribution leaks we see in B2B SaaS — no reply needed, just thought it might be useful. [Bullet 1]. [Bullet 2]. [Bullet 3]. Email 5 — The Breakup (Day 24): Closing the loop on this one. If [outcome] becomes a priority later, my inbox is open. — [Name]

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What you get

  • 166-line SKILL.md, ready to drop into ~/.claude/skills/
  • Tested through 3 Karpathy-loop iterations (versions v1.0.0 → v1.3.0)
  • Triggers automatically when relevant — no command to remember
  • Lifetime updates as the skill is refined further

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