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Chalk vs ProofOkay

A side-by-side comparison built from both listings. Blank cells mean the company has not given that detail; we never guess.

Chalk compared with ProofOkay
DetailChalk logo ChalkProofOkay logo ProofOkay
What it doesA native macOS drawing app for quick sketches, screenshot markup, and AI-generated diagrams Proof approval software for anything that gets printed
StageNot given Not given
FoundedNot given Not given
Based inNot given Not given
Pricing modelFreemium Paid
PricingFree: $0 forever, includes all drawing tools, unlimited sketches in one folder, copy to clipboard as PNG, and auto-save with local-first storage. Pro: coming soon. $49 per month USD for unlimited users and unlimited proofs. 7 days free to look around with no card, then 14 days free trial.
Key features
  • Instant copy-to-clipboard as PNG
  • No accounts or setup required
  • Local-first storage with auto-save
  • Screenshot annotation with arrows, boxes, text, and freehand tools
  • AI diagram generation via Claude, Cursor, Windsurf, and VS Code
  • Refine diagrams through chat
  • Paste screenshot from clipboard
  • Unlimited sketches in one folder
  • Native macOS performance
  • All drawing tools included in free version
  • Zoomable native file preview for PDF, Illustrator, EPS, Photoshop, TIFF, JPEG and PNG
  • Automatic print check at final print size for file size, image sharpness, vector status, CMYK/RGB color, bleed and fonts
  • Three approval options: Approve, Approve with changes, or Request changes
  • File uploads up to 300 MB with resumable uploads
  • No customer account or login required
  • Automatic reminders on custom schedule
  • Version tracking with message threads per proof
  • Customizable approval boxes and email wording
What makes it different
  • Zero-friction design: open, draw, and share in seconds with no setup or accounts
  • Local-first architecture: all sketches stay on your Mac, nothing leaves unless you ask
  • AI integration runs through your own subscription with no proxying of prompts
  • Customers zoom into native files and see fine print sharp instead of flattened JPEGs
  • Automatic print check at final print size catches issues before approval
  • One flat price for unlimited users and proofs instead of per-seat pricing
  • Made by the team behind PrinterFlo with upgrade path to full shop software
Community votes00
DR (Domain Rating by Ahrefs)Not checked yet no change since last check2 +2 (up) since last check
Trust Flow (Majestic)00
Citation Flow (Majestic)240
Referring domains (Majestic)460

5 details filled in for both companies.

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