011matthias

Upwork Proposal System

> Your job: make them feel "this is already solved — I just need this person to execute it."

011matthias 0 Updated 3mo ago

Resources

1
GitHub

Install

npx skillscat add 011matthias/agentic-ops1-01/claude-skills-skil-upwork-proposals

Install via the SkillsCat registry.

SKILL.md

Upwork Proposal System

Structured playbook for creating Upwork proposals — cover letters and video walkthroughs that demonstrate competence through proof, not claims.

When to Load

  • Creating a new proposal (/new-proposal)
  • Drafting an Upwork application
  • Writing a proposal video script
  • Reviewing/improving an existing proposal

Modules

Module Load when...
POSITIONING.md Starting any proposal — sets the strategic frame
PROPOSAL-TEMPLATES.md Writing the cover letter / application text
VIDEO-SCRIPT.md Planning or scripting a Loom walkthrough
SYSTEM-THINKING.md Analyzing a job post to design the proposed solution

Load only what you need per task. For a full proposal (letter + video), load all four.

Related System Components

  • /new-proposal {prospect} — Creates the proposal page (platform landing page with pricing, timeline, phases)
  • feedback_upwork_formatting.md — Upwork-specific text formatting (plain text, numbered sections, line breaks)
  • /draft — For follow-up messages after proposal is sent
  • Live example — workspace/proposals/volabyg-lead-automation/video-script.md (live reference)

Workflow

1. Read job post
2. Load SYSTEM-THINKING → decompose into pipeline
3. Load POSITIONING → frame the approach
4. Load VIDEO-SCRIPT → record Loom walkthrough
5. Load PROPOSAL-TEMPLATES → write the cover letter
6. Submit application (video link + letter)
7. If progressed: /new-proposal → full proposal page with pricing

Key Principle

Clients don't buy services, hours, or skills. They buy certainty, clarity, and reduced risk.
Your job: make them feel "this is already solved — I just need this person to execute it."