New: smart template library + 3 stage followups

Win the right Upwork jobs. Skip the rest.

Paste any Upwork job. WinningJobs scores the client, flags scams, and writes an 80 word proposal that starts with "Hi" and ends with a real CTA.

3 free analyses every month. No credit card.

Pasted Upwork job

Looking for a React developer to fix our slow Shopify storefront. Pages take 6+ seconds to load on mobile and our checkout conversion has dropped 30%. Need someone who can run a Core Web Vitals audit and ship fixes this month. Budget flexible for the right person.

Client quality

82

Budget realism

61

Scam risk

12

Win probability

44

Proposal opening

Hi there, a 30% checkout drop on a 6 second storefront usually points to render blocking scripts plus oversized hero images, both fixable in a week.

Trusted by freelancers fromToptalFiverr ProYouTeamContraBraintrust

What you get

One workflow. Paste, score, write, win.

We score the job first, then condition every output on what your client actually wants.

Job Intelligence Score

Client quality, budget realism, scam risk, competition, and win probability, only when real client data is provided.

Red & Green Flags

Vague scope, fake budgets, unverified payment. Catch them before you spend 16 Connects.

Human Proposals

50, 70, 80, or 100 words. Starts with Hi. Ends with a real CTA. No hyphens. No bullet lists. Sounds like you.

Template Library

Build a personal library of winning proposals. Pick a few per opening style and the AI mirrors their rhythm and specificity.

3 stage followups

Gentle nudge, fresh insight, graceful breakup. Recover one in five dormant leads.

Interview prep

Likely questions, suggested answers, anchor rate and walk-away. Tailored to that exact job.

How it works

Paste to proposal in 30 seconds

  1. 1

    Paste the Upwork job description

    Any niche. Any length.

  2. 2

    Add client stats (optional)

    Total spent, hire rate, applicants. We never guess numbers without them.

  3. 3

    Score across 5 dimensions

    If the score is bad, we tell you so. Save your Connects.

  4. 4

    Generate proposal, followups, interview prep

    All conditioned on the job and your voice.

Reviews

Freelancers are saving Connects and landing better clients

I went from 1 reply in 20 bids to 1 reply in 4. The scoring saved my Connects budget in week one.

Marta R. · Full stack dev, Spain

The proposals actually sound like me now. Clients tell me my outreach is the best they have seen on Upwork.

Jay K. · SEO consultant, India

The template library is the killer feature. I drop in my best past pitches and every new proposal sounds like me, not a robot.

Hanna L. · Video editor, Berlin

Pricing

Pays for itself in one extra win

Free

$0/forever

3 analyses + proposals every month.

Starter

$19/mo

50 analyses, followups, 90 day history.

Most popular

Pro

$39/mo

200 analyses, template library, interview prep.

Agency

$99/mo

5 seats, 800 analyses, shared pipeline.

See full feature comparison

FAQ

Common questions

Does WinningJobs scrape Upwork?

No. You paste the job description yourself, and optionally a few client stats from the Upwork sidebar. Nothing leaves your browser without your action.

Will my proposals sound like AI?

No. Every proposal goes through an humanizer pass that strips common tells, banned phrases, and forces natural rhythm. Outputs are 50, 70, 80, or 100 words.

What about the Hi greeting?

Every proposal starts with Hi {name} when a client name is detected, otherwise Hi there. The closing line is always a real CTA, never a question.

Why do some scores show no info?

We never invent numbers. If you do not paste client stats like total spent or applicants, we leave those scores empty rather than guess.

Can I cancel anytime?

Yes. Cancel in one click from your profile. You keep access until the end of your billing period.

Stop bidding blind.

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