Sales & Outreach

Verified against ChatGPT · 2026-07-30

Rework a standard proposal around what one buyer actually said in discovery

Takes a standard proposal outline and one buyer's specific discovery answers, then returns exactly which sections to reorder, cut, or rewrite so the proposal argues their case, not the default pitch.

ChatGPTClaudeGemini7 fillable variables

The prompt

Ready to copy — highlighted parts are example details you can swap.

I have a standard proposal or deck outline for a mid-market inventory forecasting platform. Current sections, in order: Company overview, product features, case studies, pricing, implementation timeline.

Here's what this specific buyer, Marcus Webb at Bramwell Retail Group, told me in discovery:
- Their stated success metric: cutting stockouts on their top 200 SKUs by half before peak season
- Their decision criteria, what they said they're evaluating options against: ease of integration with their existing ERP, and time-to-first-value
- Who else is involved in the decision and what they likely care about: the CFO, who will care about implementation cost and payback period
- Budget or timeline signals: {{budget_timeline_signal}}
- Competing option, if any: {{competing_option}}

Rework the proposal for this buyer specifically, not as a generic best-practices reshuffle:

1. REORDER — move the section matching ease of integration with their existing ERP, and time-to-first-value to right after the opening, regardless of where it currently sits in Company overview, product features, case studies, pricing, implementation timeline. If nothing in the current outline actually addresses ease of integration with their existing ERP, and time-to-first-value directly, say so and tell me what new section needs to be added rather than pretending an existing section covers it well enough.

2. SECTION-BY-SECTION CALL — for each section in Company overview, product features, case studies, pricing, implementation timeline, tell me plainly: keep as-is, cut entirely, or rewrite. If rewrite, give the new framing in one sentence using Marcus Webb's own language from cutting stockouts on their top 200 SKUs by half before peak season, not generic feature language — a section reframed around "cutting stockouts on our top 200 SKUs by half" reads completely differently to this buyer than the same section framed around "advanced inventory optimization."

3. STAKEHOLDER PARAGRAPH — write one paragraph addressing the CFO, who will care about implementation cost and payback period directly, focused on the concern they'd raise that Marcus Webb alone can't fully answer for them. This paragraph should read as if it anticipates being read by someone who wasn't in the discovery calls and has their own separate priorities, not as an extension of the pitch to Marcus Webb.

4. FAIR COMPETITIVE CONTRAST — if {{competing_option}} is filled in, write one paragraph drawing a fair contrast without naming or disparaging them directly; frame it around what matters to this buyer's ease of integration with their existing ERP, and time-to-first-value, not a feature-for-feature comparison table. If {{competing_option}} is empty, skip this section entirely rather than inventing a generic "why choose us" paragraph with nothing real to contrast against.

GROUNDING CHECK
Flag anywhere the rewrite tailors language to a criterion or priority that wasn't actually confirmed in discovery — don't let a plausible-sounding inference get written as if it were something the buyer stated directly. Overclaiming fit based on an educated guess is the single most common way a "tailored" proposal quietly stops being honest, and it's the kind of gap that surfaces badly if the buyer asks a follow-up question the proposal implied was already answered.

OUTPUT FORMAT
1. The new section order.
2. The keep/cut/rewrite call per section, with the one-sentence new framing for each rewrite.
3. The stakeholder paragraph.
4. The competitive contrast paragraph, or an explicit note that it was skipped and why.
5. The grounding-check flags, if any.

Customize

Optional — swap in your own details for the highlighted parts above.

Why this works

This is deliberately an edit-and-reorder task rather than a from-scratch proposal generator, because it assumes a standard deck already exists and needs to argue one specific buyer's case — that framing is a direct application of MEDDIC's Decision Criteria pillar, mapping the pitch to what the buyer said they'd actually evaluate options against, in their own words, rather than defaulting to whatever order the template happened to ship in. The instruction to say plainly when no existing section covers {{decision_criteria}} at all, rather than forcing a weak fit, protects against a subtle failure mode where a model asked to reorder sections will always find something in the existing outline to promote to the top, even when nothing there actually addresses the buyer's real evaluation criteria, producing a proposal that looks reordered without actually being more relevant. The stakeholder paragraph mirrors a well-documented B2B buying-committee dynamic: a single champion cannot pre-answer every question a CFO or IT lead will raise once a proposal circulates without the rep in the room to field follow-ups live, so a section written to anticipate that separate reader's priorities does real work a champion-only pitch cannot do on its own. The explicit instruction to skip the competitive contrast section entirely when no real competing option was named, rather than manufacturing a generic "why us" paragraph, matters because an invented comparison against nothing in particular reads as filler to a sophisticated buyer and actually weakens the proposal's credibility relative to simply not including that section at all. The grounding check is the load-bearing constraint of the whole prompt: it's what stops the model from quietly inventing a fit-claim for a criterion the buyer never actually confirmed holding, which is the most common way a "tailored" proposal ends up overclaiming and then gets caught out the moment a stakeholder asks a direct question the proposal implied was already settled.

Verified against

ChatGPT GPT-5.1 · 2026-07-30

Claude Sonnet 4.5 · 2026-07-31

Changelog

  • 2026-07-31 Initial publish, verified against ChatGPT (GPT-5.1) and Claude (Sonnet 4.5).

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