Penpal

Write better messages to Claude.

Draw on your screen, keep your best prompts, and get guided step by step.

Penpal's icon, a pen writing on a memo pad

One small dock

Everything is in a little panel beside Claude. Pin it to Claude's edge, or tuck it away behind a floating icon that stays above your other apps, like an icon from the Dock. Click the icon to open it. Drag it anywhere.

Penpal's dock: Search, New and Window, then Highlight and Snippets, and under Magic, Guide me and Enhance Penpal's dock in dark mode: Search, New and Window, then Highlight and Snippets, and under Magic, Guide me and Enhance

Highlight

Hold ⌃ ⌥ (Control and Option) and draw around anything on your screen. Penpal takes a picture of that spot, with your drawing on it, and puts it in Claude's message box.

Each picture gets a number, 🖼 1, 🖼 2, so you can write "see 🖼 2". Nothing is sent until you press Return.

Search, New and Window

Claude's own session buttons, one click away: search your sessions, start a new one, or start one in a new window. That last one has no keyboard shortcut in Claude at all.

The top of Penpal's dock: Search, New and Window under the header, then Highlight and Snippets The top of Penpal's dock in dark mode: Search, New and Window under the header, then Highlight and Snippets
Search
Find any of your Claude sessions, ⇧⌘K
New
A new session in Claude, ⌘N
Window
A new session in its own window

Guide me

GPS for your computer.

Say where you want to go; it rings every click, and you drive.

Enhance

Write a rough ask, add pictures with Highlight, and your own Claude rewrites it as a clear prompt: the goal, the context, the limits, and what done looks like. In your words, nothing made up.

Edit it, then Send puts it in Claude's box.

And more

Guide me and Enhance are the Magic part: they use your own Claude, through Claude Code on your Mac.

Careful with your Mac

Penpal on the privacy page