Agent Skills

proposal-writer

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.

Install

npx skills add https://github.com/ncklrs/startup-os-skills --skill proposal-writer
SKILL.md

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:

  • Context — Where the buyer is today
  • Loss — What it's costing them (pain)
  • Outcome — The desired future state
  • Solution — How you get them there
  • Evidence — 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

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