ToolVS

When I Work vs Deputy (2026): Best Employee Scheduling Software?

By ToolVS Research Team · Updated April 10, 2026 · Based on 28+ hours of testing

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Quick verdict: Choose When I Work if you want simple, affordable scheduling with a free tier. Choose Deputy if you need AI scheduling, labor compliance, and demand forecasting. Deputy wins 7-5 overall because its compliance and AI features prevent costly scheduling mistakes.

Our Verdict

Best for Simple Scheduling

When I Work

⭐ 4.4/5
Free / From $2.50/user/mo
  • Free plan for up to 75 users
  • Simple drag-and-drop scheduling
  • Great mobile app for employees
  • No AI scheduling
  • Limited compliance features
  • Basic reporting
Try When I Work Free →
🔍 Deep dive: When I Work full analysis
PlanPriceNotes
EssentialsFree (up to 75 users)Basic scheduling, messaging
Pro$2.50/user/mo+ Time tracking, overtime
Premium$5/user/mo+ Labor reports, advanced features

Side-by-Side Comparison

👑
7
Deputy
Our Pick — wins 7 out of 12
Strengths: AI scheduling, compliance, forecasting, reporting
5
When I Work
wins 5 out of 12
Strengths: Free plan, simplicity, mobile app, pricing, messaging
CategoryWhen I WorkDeputyWinner
AI SchedulingManual schedulingAI auto-scheduling
Deputy
Free PlanFree for 75 users31-day trial only
When I Work
ComplianceBasic overtime alertsFair workweek, break tracking
Deputy
Ease of UseSimplest drag-and-dropGood but more features to learn
When I Work
Demand ForecastingNo forecastingSales-based demand forecasting
Deputy
Team MessagingBuilt-in team chatBasic messaging
When I Work
Time TrackingGood time clockGPS, facial recognition, kiosk
Deputy
ReportingBasic labor reportsAdvanced labor cost analytics
Deputy
Mobile AppExcellent employee appGood mobile app
When I Work
Integrations40+ integrations60+ integrations, POS systems
Deputy
PricingFree + $2.50/user/mo$4.50/user/mo
When I Work
Multi-LocationGood multi-locationAdvanced multi-site management
Deputy

● Deputy wins 7 · ● When I Work wins 5 · Based on 3,100+ user reviews

Which do you use?

When I Work
Deputy

Who Should Choose What?

→ Choose When I Work if:

You need simple, affordable scheduling for a small team. The free plan for up to 75 users is hard to beat for budget-conscious businesses.

→ Choose Deputy if:

You need AI-powered scheduling with labor law compliance, especially in regulated industries like hospitality, healthcare, or retail with multiple locations.

→ Consider neither if:

You need scheduling integrated with full HR and payroll. Look at Homebase for combined scheduling, time tracking, and payroll for small businesses.

Frequently Asked Questions

Is When I Work or Deputy better for scheduling?
Deputy is better for complex scheduling with AI auto-scheduling and compliance. When I Work is better for simple, affordable scheduling with a free tier.
How much do they cost?
When I Work has a free plan and starts at $2.50/user/month. Deputy starts at $4.50/user/month with no free plan.
Which is better for labor compliance?
Deputy is significantly better with built-in fair workweek rules, break compliance tracking, and overtime alerts for multiple jurisdictions.

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Our Methodology

We tested both platforms over 28 hours, creating schedules, tracking time, and testing compliance features. We analyzed 3,100+ verified reviews from G2 and Capterra.

Ready to choose?

Both offer free trials to test scheduling with your team.

Try When I Work →Try Deputy →
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Last updated: . Pricing and features are verified weekly via automated tracking.