Smart Attachments

The Only Upwork Tool That Automatically Picks the Right File for Every Proposal

While competitors send the same file to everyone - GetMany reads the job type, client budget, and industry, then attaches the exact portfolio piece that will close it. Automatically.

Getmany Smart Attachments
  • 10,000+

    proposals sent with smart attachments

  • 20%

    avg response rate (vs 8–12% industry avg)

  • 300+

    Upwork agencies using Getmany

  • 0

    competitors with AI attachment selection

The hidden cost of generic Upwork proposals

Your Competitors Send Generic Proposals.
You Can't Afford To.

You wrote a solid cover letter — then sent the same files to everyone. A copywriting job gets your dev case studies. Clients notice. And they move on.

Without Smart Attachments

  • Manually pick a file for every proposal

  • Same portfolio sent to a $500 and a $50,000 client

  • Forget to attach files in 30% of cases

  • Response rate: 8–12%

With Getmany AI Attachments

  • AI reads the job, budget, and client type

  • AI attaches the right file automatically

  • Fintech client gets a fintech case study. Enterprise gets an enterprise deck. Automatically.

  • Never miss an attachment — 100% automatic

  • Response rate: 20%+

Every other Upwork tool. Every. Single. One.

GigRadar

GigRadar - no attachments at all

ProposalHero

ProposalHero - manual upload only, no AI

Upwork native - manual upload only, no AI

Getmany - AI Smart Attachments (only us)

How GetMany AI Picks the Right File for Every Proposal

Set Your Rules Once. AI Attaches the Right Files to Every Proposal.

Write conditions in plain language. AI reads each job and decides what goes out - automatically, on every proposal.

How it works:

1

AI Reads the Job

It analyzes the job type, client budget, job description, and hiring history - before a single proposal goes out.

Example: "Mobile app for fintech startup, $10k budget, 5 previous hires".

2

Matches Your Library

AI scans your uploaded files and finds the most relevant one for this specific job.

Example: picks fintech-portfolio.pdf instead of generic-work-samples.pdf.

3

Auto-Attaches

The right file is attached to the proposal automatically. No clicks, no manual work.

Example: the client sees exactly the case study they need - without you lifting a finger.

4

You Get Hired

A relevant attachment means a higher chance of getting a response.

Average across GetMany agencies: +20% response rate.

Features Built for Agencies That Actually Win Jobs

What Makes Smart Attachments Work

Every part of Smart Attachments was built to solve one problem: the right files, sent to the right client, every time. Here's what's inside.

  • AI File SelectionOnly Getmany

    AI analyzes every job post and automatically picks the right file from your library. No manual selection, no guesswork.

    AI File Selection
  • Smart File LibraryOnly Getmany

    Upload portfolios, case studies, testimonials, and process decks - AI knows what to use and when.

    Smart File Library
  • Job-Type MatchingOnly Getmany

    Fintech job → fintech case study. E-commerce → e-commerce portfolio. Design → design deck. No manual setup required.

    Job-Type Matching
  • Budget-Aware SelectionOnly Getmany

    For $50k+ jobs - enterprise presentation. For small business clients - portfolio highlights. Automatically.

    Budget-Aware Selection
  • Attachment AnalyticsOnly Getmany

    See which files drive more responses. Optimize your library based on real data.

    Attachment Analytics

Results

How Upwork Agencies Win More Contracts with Smart Attachments

Set it once. Let every proposal speak directly to the client.

  • 10,000+

    proposals sent with smart attachments

  • 20%

    avg response rate (vs 8–12% industry avg)

  • 300+

    Upwork agencies using Getmany

  • 0

    competitors with AI attachment selection


Strategic Advantage: Relevant work samples, zero extra effort - clients see exactly what they need to say yes.

Frequently Asked Questions

The information you need to make the most of our platform.

Ready to 3× Your Response Rate?

Join 300+ agencies that send the right file to every client - automatically. While your competitors are still doing it manually.

Getmany Smart Attachments