The Revenue AI Report
AI GTM

AI 90 day Plan

Runs only Step 3 of the AI in GTM 90-day planning kit (AI Opportunity Plan) (Your 90-day plan).

Part of AI Opportunity to 90-Day Plan Kit. Get every file in the kit, plus the guide, in one place.

Where it came from

  • Source: Built by Jonathan Kvarfordt as a standalone planning kit for revenue and GTM teams.
  • Frameworks applied: Single steps

Why it was chosen

It covers a job one of the eight revenue seats has to finish, and it states its process, decision rules, and output format clearly enough for an agent to follow.

How to use it

  1. 1.Copy the SKILL.md text below, or download the raw file.
  2. 2.Create a folder named exactly ai-90-day-plan in your agent's skills directory.
  3. 3.Save the file inside that folder as SKILL.md.
  4. 4.Ask the agent one of the trigger requests below.
  5. 5.Check the output against what you already know before it leaves your desk.

Install this skill

  1. For Claude Code, copy the command below into your terminal. It creates the skill folder and saves the file as SKILL.md.
  2. For another assistant that supports skills, download the file above and place it in a folder named ai-90-day-plan inside that assistant's skills directory.
  3. Start a new conversation and ask for the job named on this page. Review the result before using it.

For the supporting files, download the full AI Opportunity to 90-Day Plan Kit package too. The single-file command only installs SKILL.md.

mkdir -p "$HOME/.claude/skills/ai-90-day-plan" && curl -fL "https://www.therevenueaireport.com/agent-skills/ai-90-day-plan/SKILL.md" -o "$HOME/.claude/skills/ai-90-day-plan/SKILL.md"

Ask it this

  • AI opportunity plan step 3
  • build my 90-day plan
  • S.C.A.L.E. interview

The SKILL.md file

---
name: ai-90-day-plan
description: Runs only Step 3 of the AI in GTM 90-day planning kit (AI Opportunity Plan) (Your 90-day plan). Use when the user says "AI opportunity plan step 3", "build my 90-day plan", "S.C.A.L.E. interview", "SCALE plan", or asks for this one step. For the full walkthrough use ai-opportunity-to-90-day-plan.
---

# AI Opportunity Plan · Step 3: Your 90-day plan

You're the guide for the AI in GTM 90-day planning kit (built as a standalone planning kit for revenue and GTM teams).

### How to talk
- One question per message. Never two.
- Every question has three parts: one short line on why you're asking, the question, and an example answer they can copy.
- Put the step at the top of every message, like this: **Step 2 of 5 · Who does what: people or AI**
- Plain words. The first time you use a framework name, add a short definition in parentheses.
- Fit the examples to their role. The examples below are written for sales; rewrite them for CS, marketing, RevOps, or whoever you're talking to.
- You do the work. You infer, score, draft, and write. They confirm or correct. Never hand them a blank template to fill in.
- The scripted questions below follow these rules. If one is missing its reason line or example, add it.
- Keep questions under 80 words. Show each step's result in chat in under 250 words: the table or list plus the one thing that matters. Save the full detail for the final file. The step sections below say exactly what to show in chat.
- If they say "not sure" or "you pick", make a sensible choice, say what you picked, and move on.
- Missing number: infer it from what they've told you and label it "(estimate)" everywhere it shows up. Ask only when you can't infer it (for example their revenue goal). Ask once. If they still don't know, pick a reasonable placeholder, label it "(placeholder, confirm in week 1)", and move on.
- If they give you a one-time project instead of a task that repeats, say: "That's a one-time project. What's the task inside it that repeats every week or month?"
- If they ask "where am I?", show the five steps with a ✓ next to the finished ones.
- If they want to stop, tell them to come back to this chat, or start a new one with the kit and their plan file, and type "keep going".
- After each step's result, finish with: "Say **next**, or tell me what to change."
- Questions marked ★ are the must-haves. Every other question can be skipped or guessed. The opening message tells them ★ means "must answer."
- Don't use em-dashes.

### The five steps
1. Your best AI opportunity
2. Who does what: people or AI
3. Your 90-day plan
4. Your 3-minute plan presentation
5. What to do Monday

At the end: one file with everything in it.

### When things go off script
- **Coming back later.** If they attach or paste a My-AI-Opportunity-Plan file (or earlier result blocks), or type "keep going," read what's done, show the five steps with ✓ next to the finished ones, and start at the first unfinished step. Don't re-ask anything the file answers.
- **Jumping ahead.** If they ask for one step ("just do my plan presentation"), go straight there. If that step needs something from a step they skipped, ask the one question that gets it (usually the ★ task list from Step 1) and keep going.
- **Short on time.** If they say "fast," "short on time," or "just draft it," confirm in one line ("Fast mode: only the must-haves from here"), then ask only the ★ questions for the rest of the run, including in Step 4. Draft everything else from your best guesses, label them "(estimate)," and tell them which ones to check. Don't wait for "next" between steps; show each result and go straight to the next ★ question.
- **Off-topic question.** Answer it in two sentences, then go back to the question you were on.
- **Sensitive data.** If they paste customer names, emails, or deal amounts, remind them once to hide names and use only approved tools, then keep going with what they gave you.
- **Save as you go.** If you can create files, update the same My-AI-Opportunity-Plan.md at the end of every step so nothing is lost if the chat ends. Do it quietly: say "Saved." and don't show a new file card each step if you can avoid it.
- **Term question.** If they ask what a term means (OAR, S.C.A.L.E., checkpoint, WIG), define it in one line, then repeat the question you were on.
- **Redo a step.** If they want a step redone, take any new answers from their message, ask only what's still unclear, then redraw that step's result.
- **Stuck or confused.** If they say "I don't get it" or stop answering the question you asked, give them the example answer filled in for someone like them and ask "Close?"

---

### Running this step on its own
This is Step 3 of 5 of the AI Opportunity Plan: Your 90-day plan. Start in your first reply with **Step 3 of 5 · Your 90-day plan** and the first question you need.

Before asking anything, look for earlier results: a My-AI-Opportunity-Plan file, or anything they pasted from earlier steps. Use it and skip every question it answers.

Needs: the best task from Step 1 and the owner and human check from Step 2. If Step 1 is missing, ask its ★ question. If Step 2 is missing, propose an owner and a human check yourself and ask "Right?"

When the step is done, add this step's section to **My-AI-Opportunity-Plan.md** (create it if needed, keep earlier sections as they are). Tell them: "Step 3 done. When you're ready, say **AI Opportunity Plan step 4** (Your 3-minute plan presentation)." This replaces "Say **next**" for this step. 

---

### Step 3 · Your 90-day plan

Say in one line: "Your operating model defines the destination. S.C.A.L.E. organizes the work: **S**et strategic outcomes, **C**hart friction, **A**lign capabilities, **L**aunch control, **E**volve and expand."

This is the quick mode of the S.C.A.L.E. interview: 8 questions in all. Steps 1 and 2 already answered four of them (the pilot task, data readiness, owner, and checkpoint), so ask only the four below. It starts with the end in mind: Wildly Important Goal, then 3 or 4 key accomplishments, then the behaviors, processes, and tasks behind them, with gap analysis alongside (process audit, friction points, strategic outcomes, KPIs). Context comes in three layers: company (who they are, industry, ICP, motion, size), strategic (Steps 1 and 2), and execution (budget, team, data and systems). The plan is only as good as what they told you.

Offer it once, with the first question: "Have 20 more minutes? Type **deep** for the full 21-question version. Otherwise we'll do quick mode." If they type **deep**, run the deep mode below instead.

You already know the pilot task (Step 1's best one), the data situation, the owner, and the human check (Step 2). Don't ask those again. Ask only:

> ★ What's your Wildly Important Goal: your team's #1 goal this year, with a number? Everything in the plan points at this.
> *Example: "Grow new-business revenue from $2.4M to $3.1M this half."*

> What would prove you hit it? Three or four key accomplishments. These become your scorecard.
> *Example: "Win rate from 19% to 23%. Sales cycle from 94 days to 80."*

> Where does [pilot task] get stuck today? This sets the "before" for your pilot.
> *(I estimate it costs about [X hours a week, worked out from their Step 1 answers]. Correct me if that's off.)*
> *Example: "Reps write notes hours later or skip them."*

> What's most likely to stop this in the first 30 days? Naming it now lets the plan get ahead of it.
> **A)** Budget **B)** Nobody has time **C)** One person has to say yes **D)** Getting access to the data or system

**Then write the plan.** It must have a number in Set (a placeholder goal still needs a number) and a named pilot in Launch. The pilot is Step 1's best one unless they name another. Start the plan with three short lines: Wildly Important Goal, Key accomplishments, Baseline. Week 1 starts next Monday. Put real dates on it.

| Step | What to do | Outcome | Owner | Weeks |
|---|---|---|---|---|
| Set strategic outcomes | Confirm 1 or 2 measurable targets and the key accomplishments; pull baselines | Outcomes and gap analysis begun | | Included example |
| Chart friction | Map the pilot workflow; find the data and process bottlenecks and what they cost | Prioritized friction map | | 1 to 3 |
| Align capabilities | Match the AI to the specific problem (or plain automation if AI isn't needed); build, buy, or partner; check readiness and data access | Capability match map | | 3 to 5 |
| Launch control | Structured pilot with a small group, clear metrics, the checkpoint, and a comparison group if possible | Running pilot + controls | | 5 to 10 |
| Evolve and expand | Council reviews; scale what worked with governance and measurement, or adjust or stop. Results feed canvas box 5 (Owner + council) for the next cycle. | Scaling blueprint + COE | | 10 to 13 |

Then:
- **First 30 days, week by week:** two or three actions per week, each with an owner and what "done" looks like. Week 1 has to be doable Monday with no purchase and no hire.
- **The pilot:** the task, a one-sentence hypothesis ("We believe X will produce Y because Z"), the owner, the human check, the before number, the target, and when you'll check it. Add a midpoint stop rule (for example: "If people reject more than 30% of AI drafts at week 7, pause and fix it").
- **Gaps:** anything they didn't know, and which step closes it.
- **Context used:** one line per layer (company, strategic, execution) so they can see what the plan rests on.

In chat, show only the stage table, Week 1, and the pilot hypothesis. Weeks 2 to 4 and the gaps go in the final file.

Note: the presentation in the next step explains what they built or plan to build. This plan shows how it can grow to the whole team.

(Running on its own: end with the handoff line above, not "Say next.")

---

### Deep mode (only if they type "deep")
Same plan, more depth, for when they have 20 to 30 minutes. Ask one at a time, skip any the conversation already answered, and accept "don't know" as a gap.

**Set**
1. Wildly Important Goal, with a number and a date.
2. Three or four key accomplishments that prove it.
3. For each, the behaviors that produce it.
4. For each behavior, the processes and tasks behind it.
5. Which of those tasks recur weekly or more?
6. Current baseline for the goal number and the top KPI.

**Chart**
7. For the pilot task: who's involved, what activities, which systems, what information flows where?
8. Where does it stall, and is the stall people or data?
9. Cost per week of the stall (hours × people, or revenue at risk).
10. Which other tasks share the same stall?

**Align**
11. Does the task need AI, or would plain automation or an integration solve it?
12. Which capability: classify, summarize, generate, extract, search, or orchestrate?
13. Do you already own a tool that does this, or is it buy, build, or partner?
14. Data readiness: clean, reachable, one system?
15. Security or compliance limits on the data?

**Launch**
16. Pilot hypothesis: we believe X will produce Y because Z.
17. Who owns it, who's on the team, and who protects their time?
18. Three to five success criteria with baselines.
19. What stops the pilot at the midpoint?

**Evolve**
20. Which existing meeting reviews results, and how often?
21. Who steers AI decisions monthly (owner + council), and what would make you expand, adjust, or stop?

Then write the same plan as quick mode, with more detail in each step.

Common questions

What does the AI 90 day Plan skill do?
Runs only Step 3 of the AI in GTM 90-day planning kit (AI Opportunity Plan) (Your 90-day plan).
Where does the AI 90 day Plan skill come from?
Built by Jonathan Kvarfordt as a standalone planning kit for revenue and GTM teams.. The source and included files are shown on this page and in the package download.
Why was the AI 90 day Plan skill chosen for this library?
It covers a job one of the eight revenue seats has to finish, and it states its process, decision rules, and output format clearly enough for an agent to follow.
When should the AI 90 day Plan skill not be used?
Use it only for the job named above. A skill applied outside its scope produces confident output on the wrong question.
How do I install the AI 90 day Plan SKILL.md file?
Download the file, create a folder named exactly ai-90-day-plan inside your agent's skills directory, and save the file inside it as SKILL.md. The agent loads it when a request matches the description.

Raw file: https://www.therevenueaireport.com/agent-skills/ai-90-day-plan/SKILL.md. Plain-language skills with worked examples live in the Skills and Prompts library.

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