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Sales Playbook — Value-Based Pricing & Deal Upselling

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A value-based pricing engine that lifts deals from $10K/mo to $40-100K/mo

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About the skill

What it does

The Sales Playbook is a generation engine that turns the value-based pricing framework into three concrete deliverables instead of leaving reps to apply it by hand:

  1. Pre-call briefing — Takes a prospect domain plus competitors and surfaces competitive gaps, value calculations, and conversation hooks. Core principle: lead with data, not your pitch — show prospects their own competitive gap so urgency is triggered without being pushy.
  2. Tiered packager — From a target monthly value and service scope, generates S/M/L plus a performance (outcome-based) tier. It presents the premium tier first (anchor high) and maps every dollar to projected ROI.
  3. Post-call analysis — Scores a transcript 0-100 against six criteria: showed data before pitching (20), presented tiered options (20), anchored high first (15), tied price to value/ROI (15), used competitive triggers (15), got the prospect to state their own pain (15).

It also trains reps via a library of 10 proven pricing patterns and objection-handling scenarios.

When to use it

  • Preparing for a sales call and needing competitive data to anchor on value
  • Building tiered proposals for prospects at different deal sizes
  • Scoring a call transcript against the framework to extract coaching points
  • Training reps on proven pricing patterns and objection handling
  • Upselling an existing deal by spotting missed value levers

Method / frameworks

The backbone is the five principles of Value-Based Pricing: (1) lead with data, not the pitch; (2) anchor high — present the premium tier first so the target tier feels reasonable; (3) tie price to value/ROI; (4) use competitive triggers to create urgency; (5) present 3-4 tiers with clear tradeoffs, always including a performance option. This mirrors benchmark data showing three-tier proposals win ~18% more and carry ~22% higher contract value than single-price ones, operationalizing the "Good/Better/Best" psychology where the middle tier acts as an anchor. The scoring layer converts the framework into a measurable coaching tool, auditing discovery quality along the "did the prospect state their own pain" axis.

How do I use this skill?

You don't "run" a skill — after installing it you just tell the agent your task (e.g. ask for the relevant job), and the skill kicks in by itself when its description matches.

Upload the sales-playbook.zip you downloaded as-is — no packaging needed, the format is already correct (folder at root).

  1. Open Settings → Customize → Skills
  2. Upload → select the sales-playbook.zip you downloaded
  3. Claude reads SKILL.md; the name + description appear. Ready ✅

Scripts run in Anthropic's code-execution environment (sandbox) — not on your machine.