home / skills / ncklrs / startup-os-skills / proposal-writer
This skill crafts winning sales proposals and pricing presentations by framing buyer outcomes, reducing friction, and guiding action across executive summaries
npx playbooks add skill ncklrs/startup-os-skills --skill proposal-writerReview the files below or copy the command above to add this skill to your agents.
---
name: proposal-writer
description: Expert sales proposal and pricing presentation strategist. Use when writing proposals, executive summaries, ROI business cases, pricing presentations, SOWs (Statement of Work), RFP responses, or competitive positioning documents. Covers proposal structure, terms positioning, design formatting, follow-up strategy, and win-rate optimization.
---
# Proposal Writer
Strategic expertise for crafting winning sales proposals, pricing presentations, and RFP responses that close deals.
## Philosophy
Great proposals don't describe your product. They describe your buyer's **future success**.
The best sales proposals:
1. **Lead with outcomes, not features** — Buyers care about their results, not your capabilities
2. **Make the decision easy** — Remove friction, objections, and confusion
3. **Tell a story** — Context → Challenge → Solution → Success
4. **Respect the reader's time** — Every section earns its place
## How This Skill Works
When invoked, apply the guidelines in `rules/` organized by:
- `structure-*` — Proposal architecture, components, flow
- `executive-*` — Executive summary, C-level communication
- `pricing-*` — Pricing presentation, anchoring, packaging
- `sow-*` — Statement of Work, deliverables, timelines
- `rfp-*` — RFP response strategy, compliance, win themes
- `design-*` — Formatting, layout, visual hierarchy
- `strategy-*` — Competitive positioning, follow-up, negotiation
## Core Frameworks
### The Proposal Pyramid
```
┌─────────────────┐
│ Executive │ ← Why this matters (1 page)
│ Summary │
├─────────────────┤
│ Solution & │ ← How we solve it (2-3 pages)
│ Approach │
├─────────────────┤
│ Investment & │ ← What it costs (1-2 pages)
│ Timeline │
├─────────────────┤
│ Proof & │ ← Why trust us (1-2 pages)
│ Credibility │
└─────────────────┘
```
### Proposal Types by Deal Stage
| Type | Purpose | Length | Timeline |
|------|---------|--------|----------|
| **One-Pager** | Early qualification | 1 page | Same day |
| **Solution Brief** | Mid-funnel engagement | 3-5 pages | 2-3 days |
| **Full Proposal** | Final presentation | 8-15 pages | 5-10 days |
| **RFP Response** | Formal bid | Variable | Per deadline |
| **SOW** | Contract scope | 3-10 pages | Post-verbal |
### The CLOSE Framework
Every proposal section should CLOSE:
- **C**ontext — Where the buyer is today
- **L**oss — What it's costing them (pain)
- **O**utcome — The desired future state
- **S**olution — How you get them there
- **E**vidence — Proof it works
### Pricing Presentation Matrix
| Element | Purpose | Placement |
|---------|---------|-----------|
| **Value Summary** | Anchor on ROI before price | Before pricing |
| **Investment Options** | Give control, not ultimatum | 2-3 tiers |
| **Package Comparison** | Make preferred option obvious | Side-by-side table |
| **Terms & Conditions** | Reduce friction | After pricing |
| **Next Steps** | Create momentum | Final section |
### Proposal Win Factors
```
┌─────────────────────────────────────────────────────────────┐
│ PROPOSAL SUCCESS │
├─────────────────────────────────────────────────────────────┤
│ │
│ 40% — Relationship & access (built before proposal) │
│ 25% — Solution fit (do you solve the problem?) │
│ 20% — Presentation (is it compelling and clear?) │
│ 15% — Pricing (is it defensible and competitive?) │
│ │
└─────────────────────────────────────────────────────────────┘
```
## Proposal Components
| Component | Required | Purpose | Common Mistakes |
|-----------|----------|---------|-----------------|
| **Cover Page** | Yes | First impression, branding | Generic, no personalization |
| **Executive Summary** | Yes | Decision-maker snapshot | Too long, feature-focused |
| **Understanding** | Yes | Prove you listened | Assumptions, not discovery |
| **Solution Overview** | Yes | What you propose | Feature dump |
| **Approach/Methodology** | Depends | How you'll do it | Too technical |
| **Timeline** | Yes | When they get value | Unrealistic dates |
| **Investment** | Yes | Total cost of ownership | Hidden costs surface later |
| **Team/About Us** | Optional | Build confidence | Self-congratulatory |
| **Case Studies** | Recommended | Social proof | Irrelevant industry |
| **Terms & Conditions** | Yes | Protect both parties | Buried gotchas |
| **Next Steps** | Yes | Drive action | Vague, no urgency |
## Anti-Patterns
- **Feature dumping** — Listing everything you can do vs. what they need
- **One-size-fits-all** — Using templates without customization
- **Price-first** — Showing cost before establishing value
- **Competitor bashing** — Direct attacks backfire; focus on your strengths
- **Wall of text** — No visual hierarchy, hard to scan
- **Jargon overload** — Internal terminology the buyer doesn't know
- **Missing next steps** — Proposal ends with no clear action
- **Over-promising** — Timelines and outcomes you can't deliver
- **Ghosting** — No follow-up strategy after sending
This skill is an expert sales proposal and pricing presentation strategist that helps craft proposals, executive summaries, ROI cases, SOWs, RFP responses, and competitive positioning docs. It focuses on outcome-led messaging, win-rate optimization, and clear decision pathways to make buying easy. Use it to tighten structure, defend pricing, and increase close probability.
When invoked, the skill applies a structured ruleset covering proposal architecture, executive messaging, pricing strategy, SOW structure, RFP compliance, design and follow-up. It uses the Proposal Pyramid and the CLOSE framework to shape content: establish context, quantify pain, present outcomes, describe the solution, and provide evidence. It also recommends pricing matrices, tiered packaging, and next-step sequencing to remove friction.
How long should a full proposal be?
Typically 8–15 pages for final presentations; keep focused on decision-maker needs and move detailed specs to appendices.
When should I include an SOW vs. a full proposal?
Use a full proposal to sell the solution and SOW after verbal agreement to lock scope, milestones, and commercial terms.