Ai Pdf Filler Cli

This wraps the simplicity-cli command line tool so Claude can autofill PDF forms by running shell commands instead of hitting APIs directly. You point it at a blank PDF form and feed it context strings or source documents like W2s or IDs, and it returns a filled PDF. It handles the full workflow: checking if the CLI is installed, running login if needed, launching new or existing form jobs, polling task status, and downloading results. The skill enforces validation rules around mutually exclusive flags and waits for completion by default unless you explicitly want async behavior. Useful when you're already working in a terminal context and want Claude to handle form filling end to end without switching tools.

skills.sh installs: 341
GitHub stars: 1
last updated: Jun 3, 2026

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Install

$ npx -y skills add askyourpdf/ai-pdf-filler --skill ai-pdf-filler-cli --agent claude-code

Installs into .claude/skills of the current project.

Files

AI PDF Filler CLI

Execute PDF autofill workflows using the installed simplicity-cli command. Prefer direct command execution over manual API calls when this skill applies.

Core Workflow

Confirm simplicity-cli is installed by running simplicity-cli --help.
If missing, install the CLI:

Preferred: uv tool install ai-pdf-filler
Fallback: python3 -m pip install ai-pdf-filler
Re-check with simplicity-cli --help.

Ensure authentication is available (create an account and get API key at https://simplicity.ai):

Preferred: run simplicity-cli login and paste key in hidden prompt.
Non-interactive: printf '%s' "$SIMPLICITY_AI_API_KEY" | simplicity-cli login --api-key-stdin.
Or set env var: SIMPLICITY_AI_API_KEY.