Quick Answer
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Clockwise pricing varies by team size and features, ranging from $7.75 to $7.75 per user/month in 2026. Your actual cost depends on the tier you choose, contract length, and negotiated discounts.

Use the interactive pricing calculator to estimate your exact cost based on team size and requirements.

  • Free tier: Yes
  • Billing: Monthly and annual (save 15-20%)
  • Hidden costs: Add ~35% for implementation, support, and training

Clockwise offers 4 pricing tiers: Free, Teams, Business, Enterprise. Standard paid plans include Free at $0/user/month, Teams at $7.75/user/month. The Teams plan is individuals, teams, and smaller companies wanting to optimize team calendars and boost productivity with ai automation.

Compared to other ai productivity software, Clockwise is positioned at the budget-friendly price point.

Last verified: February 2026 | Sources: 1 pricing pages and reviews

Clockwise is an AI-powered calendar management platform that helps teams optimize meeting schedules, protect focus time, and make data-driven decisions about how they spend their work hours. Founded in 2016 and backed by $76M in funding from investors including Coatue, Accel, and Greylock, Clockwise automatically reorganizes meetings to create longer blocks of uninterrupted focus time for every team member.

Clockwise offers one of the most affordable entry points in the AI productivity space, with a robust Free plan and paid tiers starting at just $6.75/user/month (Teams, billed annually). The Business plan at $11.50/user/month adds organization-wide analytics and a longer optimization window. This guide covers every Clockwise plan in detail, including hidden costs like the annual-only Business tier, the 30-day Teams trial on free accounts, and limitations for Microsoft Outlook users.

All Clockwise Plans & Pricing

Plan Monthly Annual Best For
Free optimization: Basic calendar optimizationfocusTime: Manual focus time holds only Free Free 0 Individuals and small teams getting started with AI calendar management and basic scheduling
Teams optimizationWindow: 2 weeksanalytics: Basic team analytics $7.75 /user/month $6.75 /user/monthSave 13% Individuals, teams, and smaller companies wanting to optimize team calendars and boost productivity with AI automation
Business optimizationWindow: 4 weeksbilling: Annual billing only (no monthly option) Contact Contact Large departments and small companies needing full-feature Clockwise with advanced analytics and custom contracts
Enterprise billing: Annual billing only, contact sales for pricing Contact Contact Larger companies needing centralized provisioning, custom data processing, advanced privacy, and enterprise-grade security
View all features by plan

Free

  • Smart calendar holds
  • Personal calendar sync
  • AI calendar management
  • Advanced scheduling
  • Flexible Meetings
  • Focus Time basic holds
  • Unlimited Scheduling Links
  • Group scheduling links
  • Round-robin scheduling links
  • Custom branding on booking pages
  • Out-of-office calendar management
  • Team no-meeting day basic
  • Priority support
  • 30-day trial of Teams features at sign-up

Teams

  • Everything in Free plan
  • Optimize meeting times for focused work blocks
  • Auto-scheduled Focus Time holds
  • Group Scheduling Links with multiple teammates
  • 2-week calendar optimization window
  • Company-wide no-meeting day
  • Meeting & calendar data export
  • Admin controls & user roles

Business

  • Everything in Teams plan
  • 4-week calendar optimization window
  • Organization-wide meeting load and focus time measurement
  • Enhanced calendar analytics
  • Advanced billing management
  • Custom contracts and invoicing
  • Company-wide no-meeting day implementation
  • Enhanced administrative controls

Enterprise

  • Everything in Business plan
  • Central user provisioning and deprovisioning via SCIM
  • Custom data processing for security requirements
  • Calendar exclusion list functionality
  • Guaranteed preferred support and maintenance
  • Advanced privacy settings
  • Custom invoicing
  • Configurable processing settings
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Hidden Costs to Budget For

Watch for 5 hidden costs
  • Business plan is annual-only billing - The Business plan at $11.50/user/month is only available with annual billing, meaning a minimum upfront commitment of $138/user/year. There is no monthly billing option for Business, forcing teams to commit for a full year before they can fully evaluate the tier
  • Free plan's 30-day Teams trial creates upgrade pressure - New free users automatically receive a 30-day trial of Teams features. When the trial expires, functionality reverts to the limited Free tier, creating pressure to upgrade right when users have become accustomed to premium features
  • Optimization window limitations - Free plan has minimal optimization, Teams offers only a 2-week window, and Business extends to 4 weeks. Teams planning meetings or schedules further out hit these limits and must upgrade to extend their scheduling horizon
  • Microsoft support still in beta - Clockwise's Microsoft/Outlook support is currently in beta, meaning Microsoft-based organizations may experience limited functionality, bugs, or feature gaps compared to Google Calendar users
  • Organization-wide analytics require Business tier - Team and company-wide analytics for measuring meeting load and focus time across the organization require the Business plan ($11.50/user/month annual). Teams wanting data-driven scheduling insights face a 70% premium over the Teams plan
Tip

Ask your Clockwise sales rep about these costs upfront. Getting them in writing before signing can save you from surprise charges later.

Full hidden costs breakdown →

Frequently Asked Questions

01 How much does Clockwise cost?

Clockwise pricing starts with a Free plan ($0/user/month) and scales through Teams ($6.75/user/month annual or $7.75/month monthly), Business ($11.50/user/month annual only), and Enterprise (custom pricing). The Teams plan is the most popular option, offering AI-powered focus time scheduling and calendar optimization. Annual billing saves about 13% compared to monthly on the Teams plan.

02 Is Clockwise free?

Yes, Clockwise offers a Free plan that includes smart calendar holds, personal calendar sync, AI calendar management, flexible meetings, unlimited scheduling links, group scheduling links, round-robin links, custom branding on booking pages, and out-of-office calendar management. The free plan is suitable for individuals or small teams with basic scheduling needs. New free users also receive a 30-day trial of Teams features. For auto-scheduled focus time holds and calendar optimization, the Teams plan ($6.75/month annual) is required.

03 What is Clockwise?

Clockwise is an AI-powered calendar management platform designed to optimize meeting schedules and protect focus time for teams. Founded in 2016 in San Francisco and backed by $76M in funding from Coatue, Accel, Greylock, and Bain Capital Ventures, Clockwise uses AI to automatically reorganize meetings, create uninterrupted focus blocks, schedule team no-meeting days, and provide analytics on how teams spend their time. It integrates primarily with Google Calendar and is in beta for Microsoft Outlook.

04 Clockwise vs Reclaim AI?

Clockwise and Reclaim AI are close competitors in the AI calendar management space. Clockwise Teams costs $6.75/user/month (annual) compared to Reclaim AI Starter at $8/user/month (annual). Clockwise focuses on meeting optimization and focus time protection with a stronger free tier. Reclaim AI offers deeper project management integrations (Asana, Todoist, ClickUp, Linear, Jira) and habit tracking. Choose Clockwise for pure calendar optimization at lower cost; choose Reclaim AI for broader task management integration.

05 What are Clockwise's pricing tiers?

Clockwise offers 4 tiers: Free (basic calendar holds, unlimited scheduling links), Teams ($6.75/user/month annual or $7.75 monthly with auto-scheduled focus time and 2-week optimization window), Business ($11.50/user/month annual only with 4-week optimization and org-wide analytics), and Enterprise (custom pricing with SCIM provisioning and advanced security). All paid plans include a 30-day free trial.

06 Does Clockwise work with Outlook?

Clockwise is currently in beta for Microsoft Outlook users. The platform was originally built for Google Calendar and offers full feature parity on Google. Microsoft users may experience limited functionality or feature gaps during the beta period. Check Clockwise's website for the latest status on Microsoft support before committing to a paid plan if your organization uses Outlook.

07 Does Clockwise offer startup or nonprofit discounts?

Yes, Clockwise offers discounts for qualifying nonprofits and startups. The specific discount amounts are not publicly listed; you need to contact Clockwise's sales team to learn about available offers and verify your eligibility. These discounts can make the already affordable Teams plan ($6.75/user/month) even more accessible for organizations with limited budgets.

08 What is the difference between Clockwise Teams and Business?

The Teams plan ($6.75/user/month annual) includes auto-scheduled focus time, group scheduling links, 2-week calendar optimization window, company-wide no-meeting day, data export, and admin controls. The Business plan ($11.50/user/month annual) adds a 4-week optimization window, organization-wide meeting load and focus time analytics, advanced billing management, custom contracts and invoicing, and enhanced administrative controls. Business is annual-only billing while Teams offers monthly and annual options.