Spot the pain — show the gain

Map your product, or service, to the pain of real world prospects

A guide written by Alan Barclay

To book a quick call with Alan… please click here

🚀 One afternoon, one system... a pipeline that actually wants what you sell.


Here's the idea: You feed the AI the pain points you have designed your product, or service, to solve. Then input the details for your target ICPs. The output aims to bridge the gap between your product solutions, and potential real world clients, by leveraging AI to identify prospects and craft personalised outreach strategies.

Today you will:

  • Map pains to ICPs and roles, score what matters, and pull live prospects.
  • Get copy that reads like you did your homework.
  • Walk out with a mini-deck outline that makes the next step obvious.

What You'll Share (Inputs)

Before we dive into prompts, here's the flow in plain English. You'll give ChatGPT your key inputs once. Prompt 1 collects them all. After that, the system uses those inputs plus fresh web context to generate every artifact you need. Your outcome: a complete, copy-paste ready prospect list, outreach sequence, and mini-deck outline, built step by step.

List exactly what to have ready.

  • User inputs:
    • Product name and one-liner
    • Top 5 pains your product solves
    • ICP snapshot: industries, company sizes, regions
    • Buying committee roles you target
    • Must-have tech stack or compliance requirements
    • Your 3 closest competitors
    • Your proof points: metrics, logos, case snippets
    • Outreach channels you can use and any legal constraints
    • Presentation format you prefer: deck or one-pager
  • Auto web pulls (the model will fetch):
    • Competitor product and pricing pages
    • Role KPI pages or job descriptions for target roles
    • Recent news or funding signals on target accounts
    • Review sites like G2 or Capterra for pain language
    • LinkedIn SERPs for people and companies matching ICP

💡 Pro tip

Answer in natural language or voice notes. Don't polish... substance beats style.

How the System Works

  • Collect your inputs once and pull fresh web context.
  • Synthesise pains into an ICP map with scoring and messaging angles.
  • Generate a real-world prospect list with contact paths and follow-ups.
  • Output a tailored mini-deck outline to make the next step easy.

Your Task: Use These Prompts

Paste each prompt into ChatGPT in order. If browsing is available, the model will pull sources automatically and cite them. If browsing is not available, the prompts include a Web Pull Plan and placeholders. Make sure to replace the content in the [square brackets] with your own data. But  keep the ** either side of what you enter.

Prompt 1 — Collect & Search

DESCRIPTION

Create a complete brief from my product inputs and pull the most relevant web context.

TASK

Consolidate my product pains and ICP, then research competitors, role KPIs, review language, and live signals to boost accuracy.

ROLE

Senior Go-To-Market Strategist with Web Research capability.

INPUTS

- Product Name: **[PRODUCT_NAME]**
- One-liner Value Prop: **[ONE_LINER]**
- Top 5 Pains Solved: **[PAINS_LIST]**
- ICP: industries, company sizes, regions: **[ICP]**
- Target Roles: **[ROLES]**
- Tech/Compliance Requirements: **[REQS]**
- Competitors (up to 5): **[COMPETITORS]**
- Proof Points: logos, metrics, short case lines: **[PROOF]**
- Outreach Channels Allowed: **[CHANNELS]**
- Preferred Presentation Format: deck or one-pager: **[FORMAT]**

Auto Web Pulls to perform:

1. Competitor product and pricing pages.
2. Role KPI docs or job descriptions for target roles.
3. G2 or Capterra pages to mine pain language.
4. Recent funding or news on ICP-relevant companies.
5. LinkedIn SERPs for people and companies matching ICP.

WORKFLOW

1. Validate inputs for completeness. If any critical field is missing, mark as [PLACEHOLDER] and proceed.
2. Run web searches using official or primary sources from the last 12–24 months.
3. For each competitor: summarize positioning, pricing signals, and differentiators in 3 bullets each with citations.
4. For each target role: list top KPIs and likely pains in 3–5 bullets with citations.
5. From G2/Capterra: extract 10 verbatim pain quotes and tag them by theme with citations.
6. From news/funding: capture 10 account triggers: funding, hiring, tech migration, regulation with citations.
7. From LinkedIn SERPs: define advanced search strings and sample titles to pull later, do not scrape emails here.
8. Summarise only what materially improves output... keep it punchy and practical.

OUTPUT FORMAT

Return a concise brief in this structure:

- Inputs Echo
- Competitor Snapshots [bullets with citations]
- Role KPI and Pain Notes [bullets with citations]
- Review-site Pain Language [quotes with citations]
- Live Triggers and Signals [bullets with citations]
- Prospecting Query Strings [for LinkedIn and Google]
- Risks and Unknowns [PLACEHOLDERS if needed]

RULES

- Prefer primary or official sources.
- Cite inline like (Source, Year).
- Summaries only: no walls of text.
- No emails collected in this step.
- Avoid scraping behind paywalls.

FALLBACK

If browsing is unavailable: produce a Web Pull Plan listing exact queries, target URLs, and expected findings. Insert [PLACEHOLDER] in place of data and instruct me to rerun P1 with browsing enabled.

Prompt 2 — Synthesise with Pillar Adapter

👉 Paste the full output from Prompt 1, then run this prompt.
DESCRIPTION

Turn the brief into a sharp ICP and pain-to-role map with scores and angles.

TASK

Diagnose alignment, back it with evidence, then prescribe actions: prospects to target, what to say, where to say it.

ROLE

Principal Messaging Strategist and ICP Architect.

INPUTS

Use only the Prompt 1 brief.

WORKFLOW

1. Build an ICP Profile: industries, firmographics, geos, tech environment, buying triggers.
2. Create a Pain-to-Role Matrix: for each pain, map owners, urgency signals, blocker roles, and impact.
3. Scoring Model: 0–100 account score based on firmographic fit 40, trigger fit 30, role reachability 30. Explain weights briefly.
4. Channel-Play Fit: map first-touch channel by role with reason and risk.
5. Craft 5 positioning angles with one-line proof.
6. Generate 3–5 outreach hypotheses with predicted reply rates as integers.
7. Produce 10 messaging angles in a table across these frames: Authority, Story, Scarcity, Results, Reality Check, Inversion, Value Shift, Identity, Future-Pacing, Social Proof. Include columns: Frame | Angle | 2-line example | Use-case. Bold the top 3 by expected impact.
8. Reference web findings with short inline citations where used.

OUTPUT FORMAT

Return these artifacts:

- ICP Profile
- Pain-to-Role Matrix
- Scoring Model and formula
- Channel-Play Fit table
- Positioning Angles
- Outreach Hypotheses with predicted reply rates
- Messaging Angles table

RULES

- No new inputs.
- Keep explanations tight.
- Cite web-informed claims inline like (Source, Year).
- Do not output emails or PII yet.

FALLBACK

If web context is thin: infer from inputs and clearly mark assumptions as [ASSUMPTION].

Additionally, generate 10 messaging angles across these frames: Authority, Story, Scarcity, Results, Reality Check, Inversion, Value Shift, Identity, Future‑Pacing, Social Proof. Return a table: Frame | Angle | 2‑line example | Use‑case. Bold the top 3 by expected impact.

Prompt 3 — Produce the Asset

👉 Paste the full output from Prompt 2, then run this prompt.

DESCRIPTION

Create the working assets: a qualified prospect list, outreach sequence templates, a tailored mini-deck outline, and a pain-to-ICP mapping doc.

TASK

Turn strategy into an execution pack I can copy, paste, and send.

ROLE

Head of Outbound and Sales Enablement with Data Hygiene instincts.

INPUTS

Use only outputs from Prompt 2.

WORKFLOW

1. Prospect Sourcing Plan: list precise LinkedIn and Google queries.
2. Build a 30–100 contact list template with columns: Company, Website, Funding or Trigger, Industry, Size, Key Tech, Target Role, Contact Name, Title, LinkedIn URL, Email [format guess + verification step], Source, Score 0–100, Notes.
3. Populate 20 sample rows using only public info and no scraping behind paywalls. Where email is not public, provide an email pattern guess and an instruction to verify with a tool.
4. Outreach Sequence: 5-touch cold email or LinkedIn plus 2 follow-ups. Personalization tokens that map to pains and triggers.
5. Call Script: 7-question discovery that ties directly to pains and impact.
6. Mini-Deck Outline for first call: 7–10 slides with bullets.
7. Pain-to-ICP Mapping Document: neat table linking pains to outcomes, metrics, roles, proof points, and relevant feature names.
8. Insert short inline citations next to any data derived from web context.

OUTPUT FORMAT

Produce four sections:

- Qualified Prospect List [Markdown table with 20 sample rows plus a CSV-ready header]
- Contact and Follow-up Strategy Templates [email, LinkedIn, call script]
- Tailored Presentation Outline [slide-by-slide bullets]
- Pain Point to ICP Mapping Document [table]

RULES

- Mask profanity.
- No scraping gated data.
- Where email is guessed: mark as [UNVERIFIED] and include verification step.
- Keep each email under 130 words.
- Keep each LinkedIn DM under 320 characters.
- Cite web-informed facts like (Source, Year).

FALLBACK

If you cannot identify enough prospects: output a List Expansion Plan with 10 more search patterns and 10 adjacent segments.

Prompt 4 — Why Fit and Objections

👉 Paste the full output from Prompt 3, then run this prompt.

DESCRIPTION

Explain where this asset lives in the funnel, who should use it, when, and how to adapt. Address objections.

TASK

Provide crisp rationale, deployment guidance, and counters so the team actually ships it.

ROLE

Fractional CRO and Enablement Coach.

INPUTS

Use only outputs from Prompts 2 and 3.

WORKFLOW

1. Funnel Placement: top, mid, bottom... specify triggers and goals for each.
2. Roles and Hand-offs: who runs list build, who personalizes, who sends.
3. Cadence and SLAs: timing, reply handling, and when to recycle.
4. Adaptation Notes: how to tweak for segments, regions, or compliance.
5. Top 2 Objections with 2–3 line counters tied to the asset.
6. Success Metrics: reply rate, meetings booked, stage progression, win rate uplift. Provide benchmark ranges and cite any used sources.

OUTPUT FORMAT

- Why This Works
- Where It Fits
- Who Owns What
- Cadence and SLAs
- Adaptation Notes
- Objections and Counters
- Metrics to Watch

RULES

- Keep it blunt and practical.
- Include short inline citations where benchmarks are referenced.
- No new inputs.

FALLBACK

If benchmarks are missing: include a [PLACEHOLDER] range and a plan to instrument tracking.

Prompt 5 — Tighten Variants

👉 Optional. Paste the full output from Prompt 4, then run this prompt if you want role or channel variants.

DESCRIPTION

Spin slim variants for a specific role and channel so you can test fast.

TASK

Create one CFO-focused email and one LinkedIn opener variant using the chosen top pain.

ROLE

Conversion Copy Chief.

INPUTS

Use only prior outputs.

WORKFLOW

1. Select the highest-urgency pain from the matrix.
2. Draft one CFO email under 110 words with a quantified hook.
3. Draft one LinkedIn opener under 220 characters.
4. Provide one subject line A/B pair.

OUTPUT FORMAT

- CFO Email
- LinkedIn Opener
- Subject Line A/B

RULES

- Keep it human. No hype.
- Mirror the tone from the Messaging Angles table.
- No new data requests.

FALLBACK

If role variation is unclear: default to CFO and VP Ops.

Output spec (what you'll end up with)

You will produce a complete execution pack in Markdown plus CSV-ready tables:

  • Qualified Prospect List: 20 sample rows, CSV header included, with score and notes.
  • Contact and Follow-up Strategy Templates: 5-touch email or LinkedIn sequence, 2 follow-ups, and a 7-question call script.
  • Tailored Presentation Outline: 7–10 slides for a first meeting.
  • Pain Point to ICP Mapping Document: table linking pains to outcomes, roles, metrics, proof points, and features.

Include short inline citations where used.

Summary

Random outreach is noise. Mapping pains to roles and then to real humans turns noise into meetings. This guide gives you a compact system: one input pass, smart web context, then execution assets that sell because they align to what buyers measure.

Founders, CROs, and Heads of Sales benefit most when pipeline is lumpy, markets are noisy, or you are entering a new segment. Use it when you need momentum now and learning that compounds.

Next steps: run Prompt 1, keep the brief tight, then push through to Prompt 3 without stopping. Drop the mini-deck into your first-call flow, hand the sequence to your SDR, and start A/B testing two angles this week.

You do not need perfection... you need signal. Ship, learn, tighten. Meetings follow.

Best,

Alan

Any questions? Book a quick call with me… via this link