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Overboard for Mac vs Squint

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

Overboard for Mac compared with Squint
DetailOverboard for Mac logo Overboard for MacSquint logo Squint
What it doesNot given Press a hotkey, drag a box around anything on your screen, and get instant AI explanations without switching apps
StageNot given Not given
FoundedNot given Not given
Based inNot given US
Pricing modelPaid Freemium
Pricing$49 USD, one-time purchase. Includes 14-day full trial with every feature, 1 year of updates, and can be activated on up to 3 Macs. Free: $0 per month (3 captures daily, 10 per week, Fast model only, up to 2 follow-ups). Plus: $10/month or yearly with 17% savings (2,000 credits monthly, both Fast and Best models, up to 10 follow-ups). A capture costs 1 credit on Fast model and 20 credits on Best model.
Key features
  • Schedule repeating agents for daily, weekly or custom intervals
  • Project-specific agent dispatching and task routing
  • Morning report compilation with blockers and activity summary
  • Multi-Mac license activation across up to 3 devices
  • Real-time Claude Code sessions as scheduled tasks
  • Hotkey activation for instant capture
  • Streaming answers while capturing
  • Follow-up questions within the same capture
  • Two AI models (Fast and Best)
  • Rich formatting with Markdown and code blocks
  • 16 color themes including Dracula and Nord
  • Multiple regions selection (up to 4)
  • Local searchable chat history
  • Multilingual support for 8+ languages
What makes it different
  • No cloud infrastructure required; runs entirely on your Mac
  • One-time $49 purchase instead of ongoing subscription fees
  • Integrates with Telegram and Slack for remote task dispatch
  • No app switching or context loss during workflow
  • Fast enough that using it never becomes a decision
  • Free plan is a real plan with no trial countdown or feature restriction
  • Works on Windows, macOS, and Linux
  • Captured content is deleted after answer returns
Community votes00
DR (Domain Rating by Ahrefs)14 −1 (down) since last check3 −1 (down) since last check
Trust Flow (Majestic)85
Citation Flow (Majestic)2525
Referring domains (Majestic)3765

4 details filled in for both companies.

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