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Lasso

Lasso is an AI-powered Productivity tool — Annotate your Mac screen with a simple drawing tool to guide AI agents. Best for: Productivity. Pricing: Free (GateOnAI Score: 67/100).

Annotate your Mac screen with a simple drawing tool to guide AI agents

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Lasso is a free macOS app that places a transparent canvas over any screen content, letting you draw circles, highlights, arrows, numbers, text, shapes and use a laser pointer while you present, teach or explain. Activate drawing with ⌥⇧A, sketch directly on any app or display, then press Esc to remove the overlay instantly. After drawing, press S to capture a screenshot that stays in a corner for copying, saving, cropping or sharing—drag it into chat tools, Slack, Messages or AI assistants like Claude, Cursor or ChatGPT. You can also generate a 24‑hour shareable link that requires no account and is encrypted locally. Lasso runs from the menu bar without a Dock icon, works over slides, code, video calls and full‑screen apps, and supports both Apple silicon and Intel Macs on macOS 14 Sonoma or later. It’s designed for presenters, teachers and teammates who need quick visual annotations without extra windows or lingering ink.

Summary written from Lasso's own website on 25 Oct 2026. Check the vendor's website for current details.

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Questions to ask the vendor

  1. Will you sign a GDPR data processing agreement (Article 28) and share your list of sub-processors?
  2. Where is our data stored and processed, and is it used to train your models?
  3. Are there usage limits on the free version, and could it become paid?
  4. Can we export all our data, and how is it deleted when we cancel?

Full checklist: 43 questions to ask an AI vendor · Alternatives to Lasso · Compare Lasso with Hourtick

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