Introduction:Pendown is an AI-powered platform that helps freelancers and agencies quickly generate high-converting, expert-level proposals without requiring strong writing skills.
Recorded in:6/4/2025
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Pendown screenshot

What is Pendown?

Pendown is a web-based platform designed for freelancers and agencies who struggle with writing compelling proposals that stand out and win projects. It addresses the common issue where skilled professionals lose bids not due to lack of talent, but because their proposals fail to capture attention or effectively convey value. Pendown leverages AI to automate the proposal writing process, enabling users to create expert-level, high-converting proposals in minutes, even without marketing or strong writing skills. It specifically offers an "Upwork Proposal Mode" to generate tailored, attention-grabbing proposals optimized for freelance marketplaces.

How to use Pendown

Users can get started by signing in or trying the platform for free. The process involves three main steps: first, adding or importing client requirements (e.g., from Upwork or a custom form); second, customizing proposal inputs or utilizing the specialized "Upwork Mode" for optimized content; and third, reviewing, updating, saving, copying, downloading, or sharing the generated proposal. The platform is designed to produce ready-to-send proposals in under 3 minutes, with AI writing in the user's preferred tone and pre-inserting elements like hooks, value offers, and calls to action. While specific pricing details are not on the main page, a "Pricing" link suggests a structured pricing model.

Pendown's core features

AI-powered proposal generation

Upwork Proposal Mode for tailored marketplace bids

Automatic insertion of hooks, value offers, and calls to action

AI-driven tone customization

Rapid proposal creation (under 3 minutes)

Generation based on top-performing proposal structures

Client requirement import functionality

Customizable proposal inputs

Options to review, edit, save, copy, download, and share proposals

Upcoming: Intelligent, jurisdiction-aware contract generation

Use cases of Pendown

Freelancers aiming to increase their response and conversion rates on platforms like Upwork and Freelancer.

Agencies seeking to streamline their proposal writing process and save significant time (e.g., 10+ hours per week).

Professionals who excel in their core skills but lack confidence or expertise in marketing-oriented proposal writing.

Individuals looking to quickly generate high-converting proposals tailored to specific job posts and client needs.

Users wanting to ensure their proposals stand out from the competition and effectively highlight their best projects.