Features

Everything you need to win on Upwork, outbound and inbound.

Find and qualify the right jobs, hear about them first, apply with a strong proposal, get found by more clients, and see exactly what your Connects return.

Outbound · Find jobs

Every new job for your niche, without refreshing Upwork.

Save the keywords you target and WinOnUp searches Upwork for each one every 60 seconds, around the clock, whether or not you're online. Each job appears once, in a table built for deciding fast.

  • Keyword search every 60 seconds, 24/7; no duplicates
  • Proposal count, client hire rate, hires, total spend, budget or hourly range, keyword and posted time on every row
  • Sort by newest, fewest proposals, highest hire rate, most hires, highest spend, budget or rate
  • Add a job to your pipeline (+) or mark it not interested in one click
  • Filters collapse into a row of chips so the table stays front and center
WinOnUp job search: active filter chips and a table of Upwork jobs with client score, proposals, hire rate, hires and client spend
Sample data
Outbound · Qualify clients

Know which clients are worth your Connects before you apply.

Every job gets a client score, and you can filter on the signals that actually predict a hire. Click any score to see exactly how it was built.

  • Client score (High / Medium / Low) from rating, reviews, total spent, hires, jobs posted, payment verification and account age
  • Filters: minimum client spend, minimum hires, minimum hire rate, payment verified only, US clients only
  • Competition filter: skip jobs that already have too many proposals
  • Hourly rate and fixed budget ranges
  • Your filters are saved to your account and drive your alerts too
Upwork doesn't share its own hire-rate percentage, so WinOnUp shows hires per job posted, capped at 100%.
Client score breakdownHigh · 82%
Client rating
4.6 of 5
27.6/30
Reviews
9 reviews
13.5/15
Total spent
$3.4K
20/25
Hires
6 hires
10/15
Jobs posted
9 jobs
10/15
Payment verified
Yes
15/15
Account age
2 years
7/10
High ≥ 75% · Medium ≥ 40% · Low below. Factors Upwork doesn't return are left out, so missing data never counts against a client.

Sample client

Outbound · Alerts

Hear about the right jobs while they're still fresh.

When a new job matches your filters, WinOnUp sends it to you, even with your browser closed. No more checking Upwork every few minutes.

  • Email, Discord or Google Chat (Google Chat needs a Google Workspace account)
  • Usually within a minute or two of a job being posted
  • Only jobs that match your saved filters, posted in the last hour
  • Several matches at once arrive as one message, not a flood
  • Each alert shows pay, proposals, hire rate, hires, spend and a link to the job
  • One-click test alert, and a heads-up if your Upwork connection ever drops
New job alertsSearching every 60s
Hourly ≥ $40/hrSpent ≥ $1,000Hire rate ≥ 50%Proposals ≤ 20Payment verified
Webflow developer for B2B SaaS marketing site
$65–$90/hr · 4 proposals · 91% hire rate · 31 hires · $48K spent · Payment verified
Discord
just now
Zapier + HubSpot automation for lead routing
$50–$75/hr · 7 proposals · 88% hire rate · 14 hires · $19K spent · Payment verified
Email
9 min ago
n8n workflow to sync Stripe payments to Airtable
$800 fixed · 3 proposals · 67% hire rate · 6 hires · $3.4K spent · Payment verified
Google Chat
22 min ago

Sample alerts

Outbound · Proposals

A tailored first draft in seconds, in your own voice.

WinOnUp reads the full job post and combines it with your synced Upwork profile and work history, so the draft speaks to the client's problem and points to relevant past work. You edit, you submit.

  • Uses the whole job post, not just the title
  • Pulls relevant projects from your synced Upwork profile and work history
  • AI Settings: tone, length, opening style, pricing mention, single call-to-action
  • Your own intro, closing and extra instructions on every draft
  • WinOnUp never submits: you review and click Apply on Upwork
AI proposal draftReady to review
Zapier + HubSpot automation for lead routing
$50–$75/hr · 7 proposals · Tone: balanced · Length: standard
Routing leads to the right rep the moment they hit HubSpot is exactly what I built for a B2B agency last year: Zapier catches the form, scores it on company size, and assigns the owner in under a minute.

For your setup I'd start by mapping your current lifecycle stages so nothing gets routed twice…
Copy, then apply on UpworkRegenerate

Sample draft

Chrome extension

WinOnUp, right on the Upwork job page.

The WinOnUp extension adds a sidebar to Upwork job pages, so you can check the client, draft a proposal and save the job without switching tabs.

  • Generate a proposal from the job you're looking at
  • Copy it straight into Upwork's proposal box
  • Save the job to your WinOnUp pipeline
  • Connects to your WinOnUp account in one click
WinOnUp
Client score
High
Hi, routing new leads to the right rep the moment they hit HubSpot is exactly what I built for…
GenerateCopy
Add to pipeline

Illustration of the extension sidebar

Measure · Connects ROI

See what your Connects actually get you.

Upwork tells you your Connects balance. WinOnUp tells you what that spending returned: views, interviews, hires and revenue, using Upwork's own numbers for your account.

  • Connects spent, in Connects and dollars, with refunds and your current balance
  • Where they went: job applications, proposal boosts, profile boosts, refunds
  • Cost per proposal viewed, per interview and per hire
  • Revenue from new contracts, and revenue per $1 of Connects
  • Proposal funnel: sent → viewed → interviewed → hired
  • Boosted vs. not boosted: view and interview rates side by side
Upwork only shares recent Connects history, so WinOnUp records your spending from the day you connect. Cost and revenue-per-$1 figures appear after about 7 days; the funnel and contract revenue show right away. Dollar values use Upwork's $0.15 per Connect.
WinOnUp Connects ROI: Connects spent, cost per interview, revenue from new contracts, proposal funnel and boosted vs not boosted results
Sample data
Inbound · Profile Visibility

Find out how visible you are, and how to fix it.

WinOnUp samples hundreds of recent jobs for your own keywords and compares the skills and categories clients ask for with what's on your profile, then tracks how often clients actually find you.

  • Search impressions, profile views and invites over the last 90 days, including how many came from boosts
  • Skill match: how much of the demand in your niche your profile covers
  • Skills to add (with how many jobs ask for each), skills to reconsider, and skills already working
  • Which Upwork categories your target jobs sit in, and whether your profile is listed there
  • Title check against the most-requested terms
  • Search Upwork's full, current skill list (14,000+), refreshed daily, with newly added skills marked
WinOnUp recommends; you make the changes on Upwork, then sync your profile and refresh the report.
WinOnUp Profile Visibility: skill match, search impressions, profile views, invites, skills to add and skills to reconsider
Sample data
Inbound · Uma Readiness Score

Line your profile up with how Upwork's AI recruiter shortlists.

Uma, Upwork's AI recruiter, shortlists freelancers for new jobs. WinOnUp scores your title, overview, skills and work history against the signals it's known to use, and tells you exactly what to change.

  • Overall score plus title, overview, skills and work history sub-scores
  • Specific fixes, written for your profile, not generic tips
  • Recalculate after you update your profile to see the effect
WinOnUp's own assessment; it isn't provided or endorsed by Upwork, and no tool can guarantee recommendations or ranking.
WinOnUp Uma Readiness Score with sub-scores for title, overview, skills and work history and specific fixes
Sample data
Pipeline CRM

Every lead, from first look to contract won.

A pipeline that fills itself from your Upwork activity, so nothing slips: what you applied to, who invited you, who's interviewing you and what's been offered.

  • Stages: Opportunities → Proposal Sent → Interview → Offer → Contract Won / Lost
  • Kanban or list view; drag cards between stages; archive old deals
  • Proposals and client invites added automatically
  • Job and client details kept up to date from Upwork
  • Client score on every card
WinOnUp pipeline: Kanban columns from Opportunities to Contract Won with client details on each card
Sample data
Also included

The rest of your Upwork toolkit.

Dashboard

Active opportunities, proposals, interviews, offers and contracts won, with activity charts and keyword performance for any period from today to 180 days.

Daily goal and streak

Set a daily proposal target and keep a streak going. Consistency beats bursts on Upwork.

Interview monitoring

New interview conversations and client invites are picked up and added to your pipeline automatically.

Webhooks

Send interview, proposal-generated and deal-stage events to Zapier, Make or any tool that accepts a webhook.

Personal API

API keys for pulling your own stats into a spreadsheet or reporting tool.

Data export

Download everything WinOnUp holds about you from Settings, any time.

Stop wasting Connects. Start winning contracts.

Find better opportunities. Get discovered by clients. Know what's working.

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