Rails/Win-back week
Win-back week
Quiet/churned list on ClickUp. Five–ten draft win-backs. You send.
ClickUp · Resend
Paste into your agent. One block. The week is in the paste.
- Quiet/churned rows on ClickUp; five–ten drafts this week
- ClickUp holds the win-back list
- Resend (or Email) holds gated drafts — you send
- Thursday optional: one Tally feedback form
- Friday: send-approval pack + one learnings line — no invented churn %
The rail
# Win-back week rail Quiet/churned list on ClickUp. Five–ten draft win-backs. You send. Nothing sends until they say yes. Do not invent churn %, discounts, or reasons they left. ## Tool roles (do not blur) - **ClickUp** = win-back list / rows / owners / dates - **Resend** (or **Email**) = draft seat / where *they* send after yes - **Tally** = optional one feedback form (Thu) - **Notion** = optional offer one-pager only — not the list These are not interchangeable. ClickUp is not the send seat. Kit or GoHighLevel only if the quiet list already lives there — prefer ClickUp rows + Resend/Email drafts. ## Done this week looks like - ClickUp: win-back list with quiet/churned rows marked for drafts - Five–ten win-back drafts parked — sent only if they said yes on each - Optional Tally form built — shared only if they said yes - Friday: send-approval pack + one learnings line - No companion paste required for this rail ## Hard rules - Draft by default - Never invent churn %, MRR lost, discount amounts, or exit reasons - Leave blanks - One question at a time if a slot is missing - Agent never sends a win-back without an explicit yes on that message - Soft slots (tone, offer, exclusions, from-address) come from their principal/memory — not a Skillrails-human handoff ## Empty win-back table (copy into ClickUp) | Name | Status | Draft | Sent | Friday | | --- | --- | --- | --- | --- | | | quiet / churned | parked / missing | no / yes | approve? | ## Empty draft checklist - Name: - One-line reason to return (only if they gave one): - Offer line: none / only what they authorized - Status: draft — do not send --- # Part A — Win-back week ## Step 1 — Open the win-back list (ClickUp) One list for the week. No invented churn %. Sign up: https://clickup.com/signup ## Step 2 — Pull the segment into rows (ClickUp) Only people they named. Mark five–ten for drafts. Do not send. ## Step 3 — Park five–ten win-back drafts (Resend) Personalized drafts. Gated send. Sign up: https://resend.com/signup ## Step 4 — Optional feedback form (Tally) One form if they want it. Share only with yes. Sign up: https://tally.so/signup ## Step 5 — Friday approval pack Send-approval pack. One learnings line. No invented churn %. --- # Part B — Companion None for this rail yet. Do not glue Work the pipeline into win-back drafts unless they ask for that paste by name.
# Win-back week — Step 1 ClickUp Open one ClickUp list named for this win-back week. Output: empty list ready for quiet/churned rows. Do not invent a second Space. Do not invent churn rates or segment sizes. Sign up: https://clickup.com/signup Free Forever. No card required.
# Win-back week — Step 2 Segment Put quiet/churned people on the list. Only names, emails, and statuses they gave or that live in a list they pointed you at. Output: five–ten rows (name + status + owner if named). Mark which get drafts this week. Do not invent churn %, MRR lost, or reasons they left. Leave blanks. Do not send.
# Win-back week — Step 3 Drafts Draft five–ten personalized win-backs for the marked rows. One offer line only if they named an offer. Output: drafts parked (subject + body + to). Status: draft — do not send. Prefer Resend for transactional-style win-backs. Email inbox is fine if that is where they send. Do not invent discounts, churn %, or proof. Soft slots (tone, offer, exclusions) come from their principal/memory — ask once if missing. Sign up: https://resend.com/signup Free: 3,000 emails/mo, 100/day. No card required for Free. Domain verify is still human. Agent never sends without an explicit yes on that message.
# Win-back week — Step 4 Tally (optional) If they want a feedback form this week: build one short form (why quiet / what would bring them back). Output: form URL parked. Do not share publicly without yes. Do not email respondents without yes. Skip this step if they said no form. Sign up: https://tally.so/signup Free: unlimited forms and submissions (fair use). No card required for basics.
# Win-back week — Step 5 Friday Open the ClickUp list. List drafts ready for send (only those parked). Build a send-approval pack: who / subject / offer line used / status draft. Name one learnings line from what they told you or from form answers they asked you to read — never invent churn %. Output: Friday line. Do not send any win-back unless they said yes on that message. Optional: park a one-pager offer note in Notion only if they asked for a brief — Notion is not the list.
Paste the win-back week.
Nothing sends until you say yes. Drafts sit until you hit send.