eol-checklist skill

EOL Checklist

Purpose

Turn a sunset decision into a phase-gated operational plan: what must happen, in which lifecycle phase, and who owns it. The output is a working checklist — sticky-note-sized items, each with a verb and a named function — not a strategy document.

The checklist is sized to the sunset. A deprecated internal tool gets a dozen items across three phases. A regulated hardware line gets a cross-functional playbook across six phases with gate criteria between them. Both are correct; using the wrong one is the failure.

Input

Works best with: The product being sunset and any dates you're already committed to.

Also useful: Customer and revenue scale, whether a replacement exists and how ready it is, contract or regulatory obligations, and whether hardware, inventory, or channel partners are in play.

Anything supplied with the invocation itself — text after the skill name, a pasted context dump, or an appended ARGUMENTS: line — counts as answers already given. Use it and skip whatever it covers; don't re-ask.

Arriving empty-handed? That works too. The skill asks up to three questions — what's being sunset and at what scale, whether there's a replacement, and what hard deadlines exist — then picks a level and builds. Unknowns become labeled assumptions rather than blockers.

Example invocations:

• EOL checklist for our legacy reporting module, shutting down Dec 31, ~400 accounts.
• Build the heavy checklist for a hardware retirement — service contracts, 8 resellers, UL certified.

Key Concepts

Right-Size Before You Build

Not all EOLs play out the same. Most land in the middle. Pick the level deliberately:

Level 2 is the default. Recommend a level, say why in one line, and let the user move it. If they go lighter, name the specific area that drops out so the choice is informed. Never default to Level 3 — a heavy checklist applied to a light sunset teaches teams that EOL process is ceremony, and they'll skip it next time when it matters.

The level is yours to change mid-build. "Actually make this heavier" is a normal thing to hear after the Legal row surfaces something.

The Lifecycle Gates

• GA (General Availability): Actively sold and fully supported
• NSC (Notice of Status Change): The decision is communicated; planning begins
• EOS (End of Sale): No new customers can purchase
• EOE (End of Expansion): Existing customers cannot add capacity or seats
• EOR (End of Renewal): Existing contracts will not be renewed
• EOM (End of Maintenance): Bug fixes and patches stop
• EOL (End of Life): The product is retired
• EOSRV (End of Service): All support and service obligations end

Which of these become checklist phases: GA is a state, not a phase of work — nothing is checklisted there. EOR is contract-driven and only appears when renewals are in play. So working checklists usually span the six actionable phases: NSC, EOS, EOE, EOM, EOL, EOSRV, with EOR inserted when subscription or service contracts run past EOS.

Naming the gates you're not using is as useful as naming the ones you are. A Level 1 checklist should say "EOE and EOSRV don't apply — nothing to expand, nothing to service."

The Fifteen Functional Areas

Filtered by level. The parenthetical marks the lowest level where each appears:

The Sticky-Note Rule

Every item is 4 to 8 words, names a verb, and carries a named owner (a function, not a person's calendar). "Legal reviews contracts" is an item. "Ensure appropriate review of all relevant contractual obligations across the customer base" is a paragraph wearing a checkbox.

Why the owner is mandatory: an unowned item is a wish. Forcing a function onto every line surfaces cross-functional gaps early — when you can't name who owns "notify channel partners," you have just discovered that nobody does.

Phase Gates Are Commitments, Not Dates

A phase gate is what must be true before you advance, with an approver. "EOS to EOE: last-time-buy orders closed — Approver: Sales VP." This is what stops an EOL from being one announcement followed six months later by somebody quietly pulling a plug.

Anti-Patterns (what this is NOT)

alignment with Legal.

• Not a project plan. No Gantt, no dependencies graph, no resource loading.
• Not exhaustive by default. Coverage proportional to risk, not maximum ceremony.
• Not the decision. If the sunset itself is still in question, this is premature.
• Not a substitute for the conversations. A checklist item saying "align with Legal" is not

Application

Step 1: Set the level

Recommend from blast radius — customers, revenue, contracts, hardware, partners — then present all three and let the user choose. If the level is genuinely unclear, ask:

"How complex is this sunset?

1. Light — a feature, internal tool, or unversioned API. Few users, all reachable.
2. Standard — a commercial product with paying customers and contracts.
3. Heavy — revenue-critical, hardware in the field, channel partners, or regulated.

Most sunsets are Standard. Which sounds like yours?"

Step 2: Select phases in scope

Map the level to phases, then check for the two overrides:

• Contracts running past EOS? Insert EOR.
• No service obligations at all? Drop EOSRV and say so.

If a date is genuinely unknown, write TBD — and if a date shouldn't be set yet (no migration path exists), write Not scheduled and add an item naming the precondition. An invented EOL date is a promise you will break in public.

Step 3: Build items per phase, per area

For each phase in scope, walk the functional areas warranted by the level. Each item:

• Starts with a verb
• Is 4 to 8 words
• Names an owning function
• Belongs to exactly one phase — the phase where the work happens, not where it's announced

Cover, at minimum, the four things sunsets most often strand:

1. Data — export format, availability window, deletion schedule
2. Contracts — renewal language, SLA terms, refunds or credits owed
3. Access — API keys, integrations, SSO, downstream systems that read from it
4. Money — forecast adjustment, revenue recognition, cost of the sunset itself

Step 4: Write gate criteria (Level 2+)

For each phase transition, list what must be true and who signs. Three to five criteria per gate is plenty. If you can't name an approver, the gate isn't real.

Step 5: Post-EOL actions and assumptions

Always include a short post-EOL block — archival, final report, and a lessons-learned review. The review is the item teams cut first and regret most; the next sunset is always easier when someone wrote down what surprised you in this one.

Close with assumptions to validate — every unknown from Step 1, stated plainly.

Final Step: Offer what comes next

"Where next?

1. Map the stakeholder conversations — who to talk to, in what order (Recommended)
2. Draft the customer announcement — see eol-message
3. Build the internal enablement pack — support FAQ, sales talking points, objections
4. Convert this to a dated timeline — calendar dates against each phase

Reply with a number, a combination ('1 & 3'), or your own path."

Examples

a deliberately undated EOL)

• examples/sample.md — Fieldlight Classic Dispatch (SaaS, Level 2, five phases)
• examples/sample-industrial.md — NFA-200 controller line (industrial, Level 3, six phases with

Common Pitfalls

Pitfall 1: Ceremony Inflation

Symptom: Every sunset gets the 15-area, six-phase playbook because it's "more thorough."