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Session review

Freemium#3 of 28 in Pomodoro Timer AppsFocus Tools

A focused Apple timer with calendars, blocking, analytics, and automation.

9.0/10Editor score
Session9.0 Visit Session

Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026

Session is a Pomodoro-style focus timer for macOS, iOS, and iPadOS, with a Chrome extension. It is designed for people who want structured focus and rest sessions alongside productivity analytics, distraction blocking, and calendar workflows. The free plan supports unlimited sessions and rest, analytics from the past 2 days, and calendar events inside Session. That makes it suitable for basic timer use and short-term progress review without a subscription.

The paid options add the controls that make Session more useful for structured work. Pro Monthly costs $4.99 per month, while Pro Yearly costs $39.99 per year; the annual plan is also displayed as $3.33 per month. Both paid tiers include custom session and break durations, full session log access, website and app blocking on Mac, real-time synchronization between devices, calendar event creation, and AppleScript and Apple Shortcuts automation. A 7-day free trial gives prospective subscribers time to assess those additions before choosing a paid tier.

Session’s main distinction is its Apple-centered ecosystem fit. It supports synchronization across Apple devices and connects with Apple Calendar, Slack, Apple Shortcuts, AppleScript, Apple Reminders, Todoist, Trello, GitHub, Things 3, and Linear. Slack status updates during sessions and automation options extend the timer into a broader work routine. The trade-off is platform focus: users seeking broad support beyond macOS, iOS, iPadOS, and the Chrome extension may prefer a more platform-neutral timer. The early-preview To Do feature also makes Session better suited to users who already rely on connected calendars or task tools than to those seeking a mature standalone task manager.

Session pros and cons

  • Where it wins
    • Custom focus and break durations with full session history
    • Website and app blocking on Mac
    • Apple Calendar, Shortcuts, Slack, and task-tool integrations
  • Where it doesn't
    • Several advanced features require a paid plan
    • Blocking is listed for Mac rather than all platforms
    • Daily To Do remains in early preview

Session fact sheet, pricing and score →

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