Generate and Refine Upwork Proposals Directly in Telegram, Slack, and Discord

7 min read

Applying fast on Upwork matters, but speed without quality rarely wins jobs. The best proposals are personalized, relevant, and submitted before the competition. That usually means switching between tabs, copying job details, crafting a cover letter, and rushing to hit submit — all while hoping no one beat you to it.

With Vollna's AI Proposal Generator now available directly in Telegram, Slack, and Discord, that workflow changes. You can generate, refine, and submit personalized Upwork proposals without leaving your messaging app.

How it works: from alert to application in one workflow

Here is the step-by-step flow:

  1. A matching job alert arrives in your Telegram, Slack, or Discord channel through Vollna's notification system. Each alert includes the job title, budget, client history, and hire rate.
  2. Tap "Generate Proposal" directly on the alert. Vollna's AI uses the job description, client details, and your profile to write a personalized cover letter in seconds.
  3. Review and refine the proposal. Edit the text, adjust the tone, or regenerate with different instructions — all inside the messaging app.
  4. Submit to Upwork when you are satisfied. The proposal is sent with your specified rate and connects.

The entire process takes under two minutes. No tab switching, no copy-pasting, no logging into the Vollna dashboard.

What the AI uses to personalize each proposal

Vollna's AI Proposal Generator is not a generic text tool. When it writes a cover letter, it has access to specific context that makes each proposal relevant:

Data source What the AI sees
Job description Full text of the job posting, including requirements and deliverables
Client details Client name, location, hire rate, total spend, and review history
Your Upwork profile Skills, experience, specializations, and portfolio highlights
Your AI guidance Custom prompts you write to control tone, structure, and focus areas
Additional context Case studies, achievements, GitHub/LinkedIn links you provide

This means a proposal for a React development job references your React experience, while a proposal for a copywriting project highlights your writing portfolio. Each letter is tailored to the specific job and client.

You control the AI — no black-box proposals

Unlike other tools that generate proposals you cannot see or control, Vollna gives you full transparency:

  • Write your own AI guidance — define the tone (professional, friendly, confident), structure, and focus areas for your proposals
  • Preview before sending — every generated proposal is shown to you before submission. Nothing goes out without your approval
  • Iterate and refine — not happy with the result? Edit the text directly or regenerate with adjusted instructions
  • A/B test templates — create two template variations and compare which gets better response rates

You can also configure how the AI answers client screening questions. Set general guidelines or create targeted answers for common questions like "What is your experience with X?" or "What is your hourly rate?"

Why proposals from messaging apps matter

On Upwork, early proposals get more visibility. Jobs posted during your off-hours, meetings, or commute are opportunities you would normally miss. With proposal generation in Telegram, Slack, and Discord:

  • Respond from your phone while commuting, between meetings, or during breaks
  • Never miss a high-value job because you were not at your desk
  • Apply in under 2 minutes instead of the typical 10–15 minutes per manual proposal
  • Keep your messaging app as the single hub for job alerts, proposal generation, and submission

Freelancers using Vollna's AI proposals report a 50% higher reply rate compared to manually written cover letters. The combination of speed and personalization gives you an edge over competitors who are still refreshing the Upwork job feed.

Built for phone and desktop

The proposal generation interface adapts to whatever device you are using. On mobile, the buttons and text fields are optimized for touch. On desktop, you get the full editing experience within your Slack or Discord workspace.

This works with all three supported messaging platforms:

  • Telegram — inline buttons on job alerts for instant proposal generation
  • SlackVollna's Slack integration delivers alerts and proposal tools directly in your workspace
  • Discord — the same workflow, available in your Discord server channels

How to set it up

If you already have Vollna notifications configured for Telegram, Slack, or Discord, the proposal generator is ready to use. Here is what to do:

  1. Configure your AI guidance in your Vollna dashboard. Write prompts that define how proposals should sound and what they should emphasize.
  2. Add your context (optional). Provide portfolio links, case studies, and achievements so the AI can reference them when relevant.
  3. Set up screening question answers (optional). Pre-configure responses to common client questions.
  4. Start receiving alerts and use the "Generate Proposal" button on any job that matches your filters.

If you have not set up notifications yet, start a free 14-day trial — no credit card required. You can configure your Telegram, Slack, or Discord integration during setup.

How it compares to the manual workflow

Step Manual workflow With Vollna in Telegram/Slack/Discord
Find the job Refresh Upwork feed, scroll through listings Job alert arrives automatically based on your 30+ filters
Evaluate the client Open client profile, check history manually Client spend, hire rate, and reviews shown in the alert
Write the proposal Open a new tab, write from scratch or edit a template Tap "Generate" — AI writes a personalized proposal in seconds
Submit Copy to Upwork, set rate, submit Review, edit if needed, submit from the messaging app
Total time 10–15 minutes Under 2 minutes

Advanced features for power users

Beyond basic proposal generation, Vollna supports advanced features that help high-volume freelancers and agencies scale:

  • Spintax support — create proposal variations automatically to avoid Upwork's duplicate detection. Write {{SPINTAX:option1|option2|option3}} in your templates and Vollna rotates between variations.
  • Multiple AI models — choose from different AI models including ChatGPT to find the one that best matches your writing style.
  • Semi-automatic mode — for those on the Automation plan, proposals can be generated and queued for your approval via Slack or Telegram before automatic submission.
  • Template structure — combine static text blocks with AI-generated sections for consistent formatting across all proposals.

Get started

AI proposal generation is available on all plans, which include Telegram, Slack, and Discord integrations. Check the pricing page for current plans and details.

All plans include a 14-day free trial with no credit card required. Start your free trial to try AI proposal generation today.

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