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WORKFLOW · OPERATOR · FOUNDER · MANAGER · 60 MIN

Customer onboarding sequence.

Draft a 5-email 30-day onboarding sequence in one session. Three steps: content plan, drafts, timing.

CADENCE · PER PRODUCT · ONE-TIME BUILD

Most SaaS onboarding sequences fail the same way: they send generic emails on a fixed schedule regardless of what the user actually did. This workflow produces a 5-email sequence timed to behavior, with content that matches where the user actually is in their journey.

STEP 01

Content plan (5 emails × specific goal)

Goal: 5-email sequence with a specific goal per email, mapped to a journey stage.

THE PROMPT

Product: [describe]. Target user: [describe]. Draft a 5-email onboarding sequence content plan — for each email specify: (1) goal, (2) primary CTA, (3) trigger (day-N or behavior-based), (4) success metric. Don't write the emails yet, just the plan.

EXPECTED OUTPUT · REPRESENTATIVE
Product: LADLE AI subscription. Target user: professionals trying it for daily use.

STEP 02

Draft each email

Goal: Draft all 5 emails, each ≤120 words, in the same voice.

THE PROMPT

Draft the 5 emails from the plan above. Each ≤120 words. Same voice throughout — [describe your voice, e.g., 'warm, honest, direct, no marketing exclamation points']. One clear CTA per email.

EXPECTED OUTPUT · REPRESENTATIVE
(context from prior steps)

STEP 03

Timing + fallbacks

Goal: Trigger conditions + what happens if the user isn't active.

THE PROMPT

For each email above: what's the trigger condition (day-N vs behavior)? What's the fallback if the user hasn't done the prior CTA? Don't send email N+1 assuming they did email N — write the branching logic.

EXPECTED OUTPUT · REPRESENTATIVE
(context from prior steps)

THE COMPOUNDING PART

Repeatability, not cleverness.

HANDOFFS

What lives where when the workflow finishes.

Wire the sequence into your email tool (Customer.io, Postmark, or wherever). Measure per-email opens, CTA clicks, and downstream retention. Revise any email under 20% CTA click rate.

VARIATIONS

The same shape, different jobs.

  • Trial-user version: same structure, add a conversion push around Day 12 for products with a free trial.
  • Team-onboarding version: sequence goes to a team admin about setting up seats + admin controls, separate from per-user onboarding.

Try this workflow once. Then decide if it earns a recurring slot.

The value compounds after the third run, not the first.

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