Connecteam vs When I Work Pricing (2026)
How do these two stack up on price? Here's what each one costs, what you get, and where the value sits.
| Connecteam | When I Work | |
|---|---|---|
| Starts at | Custom | $2/mo |
| Number of plans | 13 | 2 |
| Free plan | — | |
| Free trial | ||
| Pricing model | flat-rate | per-seat |
Small Business
- All hubs and all features, entirely free for up to 10 users
Operations Basic
- Real-time clock in & out with GPS
- Unlimited jobs (clients, projects, etc.)
- Payroll integration
- Basic scheduling, including open shifts
- Unlimited checklists, forms, and tasks
- Fully customized app welcome screen
Operations Advanced
- Full time clock customization
- Auto clock out
- Up to 10 Geofence sites
- Advanced filters and bulk actions
- Schedule repeating shifts and templates
- Share live link of your schedule
- Conditional fields in forms
Operations Expert
- Unlimited sub-items
- Unlimited shift attachments
- Unlimited Geofence sites
- Auto assign shifts in the schedule
- Add up to 12 different schedules
- Unlimited shift-tasks
- Add shortcuts to shifts
- Time clock and forms auto-reports
- API access
- Webhook management
Operations Enterprise
- Unlimited time clocks and schedules
- Unlimited auto-reports
- Unlimited schedule shareable links
- Unlimited data layers
- Single Sign On (SSO)
- Two-factor authentication (2FA)
- Biometric app lock
- Personal success manager
- Increased API rate limits
Communications Basic
- Unlimited personal and group chats
- Unlimited media and file attachments
- Centralized company feed
- Engagement tracking and insights
- Unlimited custom user fields
- Fully customized app welcome screen
Communications Advanced
- Schedule chat messages for later
- Advanced chat conversation settings
- Live polls on the company feed
- Advanced privacy settings in directory
- Anonymous surveys
- Advanced threads control
- Automated Smart Groups
Communications Expert
- Add shortcuts in chat, updates, events
- Pop-up update with read confirmation
- Schedule feed updates for later
- Auto-translate feed updates
- New device-login alert
- Custom publishers for feed updates
- Pin feed posts to top of feed
- Organize the feed into topics
- API access
- AI Message Translation
- Webhook management
Communications Enterprise
- Unlimited storage in knowledge base
- Unlimited number of help desks
- Unlimited attachment types per update
- Single Sign On (SSO)
- Two-factor authentication (2FA)
- Biometric app lock
- Increased API rate limits
- Personal success manager
HR & Skills Basic
- Require approval for time off requests
- Course insights and completion status
- Celebrate birthdays and anniversaries
- Add a quiz to a course
- Create 5 custom recognition badges
- Fully customized app welcome screen
HR & Skills Advanced
- Up to 2 e-sign documents
- Add 9 time off policies with balance
- Set carryover limit in time off
- Unlimited courses
- Unlimited documents and packs
- Access course templates library
- Set required score in quizzes
- Set permissions in documents
HR & Skills Expert
- Up to 10 e-sign documents
- Unlimited time off policies with balance
- Deep permissions in time off
- Set course order and availability
- Require review process in documents
- Set document expiration date
- Team-based celebrations
- Limit time off requests time-frame
- Custom publishers for recognitions
- API access
- Webhook management
HR & Skills Enterprise
- Up to 30 e-sign documents
- Unlimited templates in courses
- Unlimited templates in knowledge base
- Unlimited custom recognition badges
- Single Sign On (SSO)
- Two-factor authentication (2FA)
- Biometric app lock
- Personal success manager
- Increased API rate limits
Single location or schedule
- Employee Scheduling
- Time Tracking & Attendance
- Team Messaging
- Create schedules in minutes with Auto Scheduling
- Manage time-off requests and staff availability with ease
- Track attendance using the built-in time clock
- Message your team instantly without using personal numbers
- View standard labor reports and forecasts
- Integrate with payroll and point-of-sale (POS) systems
Multiple locations or schedules
- Employee Scheduling
- Time Tracking & Attendance
- Team Messaging
- Unlimited job sites, schedules, and locations
- Labor sharing between departments and locations
- Custom reporting and role permissions
- Multiple time zone management and shift coverage views
- Advanced privacy and data controls
Connecteam vs When I Work FAQ
- Which one is cheaper?
- One or both use custom pricing, so it depends on your specific needs.
- Can I use either one for free?
- Connecteam has a free plan. When I Work doesn't — though they do offer a free trial.
- How do they charge?
- Different approach here. Connecteam uses flat-rate pricing, while When I Work goes with per-seat. That changes the math depending on your team size and usage.
- Which one is a better deal?
- Depends on what you need. Connecteam: The free-for-10 offer positions them aggressively against Homebase, Deputy, and When I Work in the SMB deskless worker space. Custom pricing on everything above that suggests they're not trying to win on published price transparency — they're competing on bundled value and sales-assisted deals for larger frontline teams. When I Work: At $2.50–$5.00/user/mo, When I Work is firmly in the budget-to-mid tier for workforce scheduling tools — undercutting platforms like Deputy or 7shifts at higher seat counts while targeting SMBs that don't need the full HR suite of something like Workforce.com. They're going after cost-conscious operators who want scheduling without enterprise complexity.
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