Session review

Session is a pomodoro timer for people who spend the workday on a Mac and want the timer to control other apps. The free plan gives unlimited sessions and rests, shows your calendar events inside the app and keeps analytics from the past 2 days. Pro costs $4.99 a month or $39.99 a year, which the vendor shows as $3.33 a month, and new accounts get 7 days free. Pro adds custom session and break lengths, the full session log, website and app blocking on the Mac, Slack muting during sessions, real-time sync, push notifications on iPhone or Apple Watch when a Mac timer ends, automatic Apple Calendar events, global keyboard shortcuts, AppleScript and Shortcuts automation, dark mode and cloud backup. Automation can play music, change a smart bulb's color or turn on Do Not Disturb. The limits are the Apple-only platform list and a thin free tier for anyone who wants history. For Mac users who want the timer wired into Slack, Calendar and Shortcuts, it is the most capable option here.

Who it is for

Mac power users who want automation

Price

Free plan; Pro $4.99 a month or $39.99 a year ($3.33 a month); 7-day free trial; prices vary slightly by region.

Pro Monthly $4.99 / mo
Quoted from the vendor pricing page on November 13, 2026.

Key features

• Unlimited sessions and rests on the free plan, with calendar events shown inside Session
• Website and app blocking on the Mac with Pro
• Mute Slack while a session runs
• Automatic Apple Calendar events when a session finishes
• Automation through AppleScript on macOS and Apple Shortcuts on iOS

Strengths and weaknesses

• Strength: Pro Yearly works out to $3.33 a month at $39.99 a year
• Strength: Start a session on the Mac and end it on iOS, with push alerts on iPhone or Apple Watch
• Strength: Students get 30% off for one year by emailing the developer
• Weakness: Free plan shows analytics from only the past 2 days
• Weakness: Website and app blocking and global keyboard shortcuts are Mac only
• Weakness: Custom session and break durations need Pro

Key facts

• Free plan: Yes, analytics from the past 2 days
• Free trial: 7 days of Pro
• Platforms: Mac, iPhone, Apple Watch
• Student discount: 30% for one year

Where it ranks

Session is No. 3 in our Best Pomodoro Apps verdict.