UpProp: Smart, Fast, and Effective Proposal Writing for Freelancers.

Use A.I. to enhance your job search on Upwork with personalized proposals and real-time alerts

Upwork AI Proposals in 2 Minutes, Private & Secure With Upprop

If you’re a freelancer or agency on Upwork, you already know the battle: refreshing the page, rushing to write personalized proposals, and still missing the opportunity because someone beat you by seconds. Speed matters. But so does precision. And above all? Data privacy.

Upprop is a Chrome extension built for those who are serious about winning on Upwork — without wasting time or compromising their data. Let’s break down exactly how Upprop helps you send AI-generated Upwork proposals within 2 minutes, while keeping your workflow secure and personalized.

Proposal Delivery Within 2 Minutes: How It Works

Time is everything on Upwork. When a job gets posted, Upprop instantly detects it through its built-in Upwork scraper. This tool works quietly in the background, so you’re never stuck hitting refresh like it’s 2014.

Within seconds of detection:

  • Upprop pulls key data from the job post
  • Matches it against your saved filters and profiles
  • Generates a customized proposal using your chosen AI model (OpenAI or Gemini)
  • Sends the proposal with attached portfolio items — all within 2 minutes

It’s fast, accurate, and tailored to each job.

Powered by Your Own AI Key (OpenAI or Gemini)

Most tools force you into their built-in AI models. Upprop takes a different route: you bring your own OpenAI or Gemini key. This means:

  • Total control over the AI model used
  • Ability to switch between models (GPT-4, Gemini Pro, etc.)
  • No vendor lock-in
  • Maximum customization for tone, structure, and proposal logic

And the best part? Your key never leaves your browser. Upprop operates entirely within your local environment.

Your Data, Your Browser: A Privacy-First Proposal Tool

Other tools may store your data in the cloud. Upprop doesn’t. Every proposal, job match, and prompt stays local unless you choose to share it.

We don’t store:

  • Your proposals
  • Your portfolio
  • Your API key

No servers. No tracking. Just streamlined automation, you control.

Auto-Matched Portfolios = More Wins

Proposals aren’t just about words. They’re about relevance.

Upprop automatically attaches the most relevant portfolio pieces based on the job description. Instead of digging through folders or pasting links, Upprop picks your best work and includes it in seconds. It’s fast, but more importantly, it’s smart.

Real-Time Job Alerts via Slack or Webhook

You can’t apply if you don’t see the job.

Upprop supports real-time notifications via:

  • Slack (direct to your chosen channel)
  • Browser alerts
  • Webhooks for custom setups

What is a Webhook?

A webhook is like an automated messenger. It sends real-time updates from Upprop to other platforms (like Discord, Teams, or custom dashboards). It’s perfect for agencies or power users who want to route alerts anywhere they work.

Want webhook support for your team setup? Contact us for integration

Use Templates or Create a Prompt Library

Whether you want consistent responses or hyper-customized ones, Upprop gives you the tools:

  • Use static proposal templates for repeatable jobs
  • Or build a custom prompt library for AI to follow different tones or niches

The result? Flexible automation that feels handcrafted.

Built for Freelancers, Agencies & VAs

Upprop isn’t just a solo freelancer tool. It’s built for:

  • Agencies managing multiple Upwork profiles
  • Virtual assistants sending proposals on behalf of clients
  • Business developers scaling outreach without burnout

With multi-profile support, Slack channel routing, and webhook integration, it’s the proposal assistant your team didn’t know it needed.

Ready to Send Proposals Smarter and Win More Jobs?

Upwork success is a numbers game, but it’s also a speed and personalization game. Upprop puts you ahead in all three.

🔧 Try Upprop, Free & Paid Plans Available
Explore Plans

📅 Install the Extension Now
Get Upprop on the Chrome Web Store

🌐 Want a Custom Setup or Demo?
Visit Our Homepage to Get Started