New proposal

Turn any Upwork job post into your strongest pitch.

Paste an Upwork listing. Your agent identifies what the client really needs, writes three tailored proposals, and ranks the one most likely to earn a reply.

Jude's Proposal Agent Trained on your winning style

Ready

01 · Job post

Paste the Upwork job you want to win

Include the full Upwork listing, budget, client questions, and required skills for a sharper proposal.

0 / 8,000

Not sure where to start?

Tone

Length

Portfolio proof

Generates in about a second · No generic cover-letter language

02 · Agent analysis

How your Upwork opportunity will be scored

Paste a job post to activate the analysis.

Job fit & client quality Upwork budget, client history, clarity, and long-term potential

✓

Specificity & first-line strength How quickly the pitch proves it understands the job

✓

Offer, proof & risk reversal A credible mini-offer and safe next step

✓

Reply potential Human tone, useful insight, and low-friction CTA

✓

Truth-first writing. The agent never invents metrics, testimonials, or past clients.

03 · Ranked results

Three angles. One clear winner.

Compare each proposal's strategy, score, and strongest use case.

Client brief

What this client needs, in simple language

Strong fit · Apply

The client needs a reliable editor who can turn long videos into a steady weekly batch of short-form content without needing constant direction.

What they asked for 5–8 Reels, TikToks, and Shorts each week

What they really want Consistent publishing with less micromanagement

Their biggest concern Finding an editor who understands their style

Best first step A first-batch style match using one video

Connect decision

Worth applying if the budget and client history are healthy. The ongoing weekly volume makes this more valuable than a one-off edit.

Proposal coverage

How this proposal answers the client's needs

Outcome-led strategy

Why it ranks #1

96 Specificity

94 Client focus

92 Offer strength

93 CTA clarity

Optional follow-up

Generate proposals to create a matching follow-up message.

Boosting recommendation

Generate proposals to receive a boosting recommendation.

Proposal library

Your Upwork proposals

Review generated pitches, track their outcomes, and reuse the angles that consistently earn replies.

Total generated12All Upwork jobs

Sent to clients867% of generated

Replies received450% reply rate

Interviews2From tracked proposals

Performance

Learn what wins on Upwork.

Track which proposal angles, job types, and opening styles produce the strongest client response.

Last 30 days

Reply rate50%+12% from prior period

Interview rate25%2 of 8 sent

Best angleOutcome-led63% reply rate

Best job fitShort-formVideo editing jobs

Proposal outcomes

Replies by proposal angle

Reply rate

Outcome-led

63%

Insight-led

50%

Proof-led

38%

Speed-led

25%

Agent insight

Your strongest pattern

01

Your proposals perform best when the first two lines identify the client's operational problem, not only the editing deliverable.

02

Named mini-offers such as "First Batch Style Match" appear in 3 of your 4 replied-to proposals.

Email automation

New Upwork alerts become ready-to-send drafts.

When a new email reaches Gmail, Google Pub/Sub wakes the agent. Matching Upwork job alerts are processed with the exact proposal-writer skill, saved as three ranked drafts, and sent to you by email.

Checking setup...

01Gmail eventGoogle detects a new inbox message

02Read the jobExtract needs, risks, budget, and context

03Create proposalsRun the exact skill and rank three drafts

04Alert youEmail a link to copy the winner

Private access

Connect this browser

Enter the same private access token configured in Vercel. It stays in this browser and protects your proposals from public access.

Activate the Gmail watch after deployment and Pub/Sub setup.

Service health

Automation connections

AI

Proposal engineOpenAI Responses API + exact skill files

Unknown

GM

GmailReads matching Upwork job alerts

Unknown

DB

Proposal storageSupabase draft history

Unknown

AL

Email alertsResend completion notification

Unknown

PS

Gmail push triggerGoogle Pub/Sub webhook delivery

Unknown

Launch checklist

What must be configured once

1

Create the Supabase tablesRun supabase-schema.sql in the Supabase SQL Editor.

2

Authorize Gmail read accessRun npm run gmail:auth and save the returned refresh token.

3

Add AI and alert keysConfigure OpenAI and Resend environment variables in Vercel.

4

Activate Gmail watchDeploy, configure Pub/Sub, then activate the watch from this screen.

Hosting note

This version uses Gmail push notifications, so Vercel Hobby is sufficient. A once-daily Hobby cron renews the Gmail watch because Google requires renewal at least every seven days.

Profile and proof

Give the agent credible material.

Add only truthful experience and proof. Upwork PitchPilot will select the most relevant evidence for each job.

Saved locally

Freelancer profile

Your positioning

Display name Primary service One-line positioning Typical turnaround Availability

Proof library

Portfolio links and credible evidence

Agent settings

Shape how your agent pitches.

Set the default voice, Upwork job filters, and ranking criteria used when producing three proposal variations.

Writing defaults

Proposal voice

Default tone Default length Opening preference Words or phrases to avoid

Upwork job filters

What makes a job worth pitching?

Minimum fixed budget Minimum hourly rate Preferred job categories

Flag weak-fit jobsWarn when budget, clarity, or relevance is low Include boosting adviceRecommend whether an Upwork proposal is worth boosting Truth-first proof checksNever add unverified metrics, clients, or claims

Ranking model

How the three proposals are scored

Specificity10 Client focus9 Offer strength9 Proof relevance8 CTA clarity8