ProposalAI — Upwork Proposal Generator

Generate tailored Upwork proposals with AI. Analyze job fit, write winning proposals, and chat about jobs — powered by Claude.

ProposalAI helps freelancers win more Upwork jobs by generating tailored, high-quality proposals in seconds using OpenAI GPT-4o. HOW IT WORKS 1. Open any Upwork job posting 2. Click the ProposalAI icon in your toolbar 3. Hit "Analyze This Job" — scrapes job details automatically 4. Get a Fit Score (0–100) showing how well the job matches your profile 5. Read your AI-generated proposal, personalized to your skills and experience 6. Modify it with plain English ("make it shorter", "add my React experience") 7. Hit Copy and paste directly into Upwork KEY FEATURES ✦ Job Fit Score Honest AI assessment of whether the job is worth applying to, with reasoning. ✦ Tailored Proposal Generation Every proposal is written specifically for the job and your profile — not a generic template. ✦ Plain English Modifications Don't like something? Just type what you want changed and the AI rewrites it instantly. ✦ Job Chat Assistant Ask anything about the job — predict what the client will ask, get rate advice, spot red flags, or brainstorm your approach. ✦ AI Profile Import Paste your resume, LinkedIn bio, or any plain text and AI automatically fills your entire profile. No manual typing needed. ✦ Persistent Proposals Your last generated proposal stays saved even after closing the popup. Pick up right where you left off. ✦ Chat Memory The assistant remembers your conversation history across sessions so context is never lost. ✦ Works on Any Upwork Job Job listings, search results, recommended jobs — analyzed instantly. SETUP (30 seconds) 1. Click the extension icon 2. Go to the Profile tab 3. Add your OpenAI API key (get one at platform.openai.com) 4. Paste your resume in the AI Import box — Claude fills your profile automatically 5. Done. Open any Upwork job and start generating. PRIVACY & SECURITY ✦ Your profile is stored locally on your device only — never on any server ✦ Your API key is sent directly to OpenAI only — never stored or shared ✦ No account required ✦ No data collected or tracked REQUIREMENTS An OpenAI API key is required. Get one free at platform.openai.com. You are only charged by OpenAI for what you use — typically less than $0.01 per proposal. WHO IS THIS FOR Freelancers on Upwork who are tired of writing proposals from scratch, want to apply to more jobs faster, and want AI that actually knows their background and writes like them — not a generic bot.