The short answer
When I Work costs $2.50 per user a month for one location and $5 for several, with no setup fees. Deputy starts at $5 per user a month on its annual Lite plan, and Core adds auto-scheduling, demand forecasting and biometric clocking for $6.50.
LeadChange Score: editorial assessment based on public information.
When I Work wins 1Deputy wins 22 ties
| Dimension | When I Work | Deputy |
|---|---|---|
| PricingWhen I Work is $2.50 per user a month for one location and $5 for several, with no setup fees. Deputy is $5, $6.50 or $9 per user a month on annual billing, and monthly plans carry a $30 minimum spend per invoice. None | $2.50/user/mo | $5/user/mo |
| CapabilitiesEach documents 9 of the 11 items on our scheduling checklist, including open shifts, swaps and auto-scheduling. Deputy adds fair workweek compliance; When I Work adds skills and certification management. Auto scheduling, Open shifts, Shift swapping, GPS clock-in with geofencing, Prevent early clock-ins, Team messaging and announcements, Labor forecasting, Time-off and availability management, Overtime and break tracking, Skills and certification management, Task management | 9 of 11 core capabilities | 9 of 11 core capabilities |
| IntegrationsDeputy names ADP, Gusto, Paychex, Paycom, Paycor, Xero, BambooHR, HiBob and point-of-sale systems. When I Work lists 11 integrations, including Rippling, Gusto, Square Payroll and QuickBooks Online. ADP, Gusto, Paychex, Paycom, Paycor, Xero, Clover, Square, Lightspeed, BambooHR, HiBob, QuickBooks | 11 native | 15 documented |
| SecurityDeputy states ISO 27001:2022 and SOC 2 Type 2. When I Work states SOC 2 Type II. Yes | SOC 2 | SOC 2, ISO 27001 |
| Fit and supportBoth sell from small businesses to enterprises. When I Work includes live support in every plan; Deputy has 24/7 live chat on Pro. Small businesses, mid-market companies, enterprises | Small businesses, mid-market companies, enterprises | Small businesses, mid-market companies, enterprises |
| Attribute | When I Work | Deputy |
|---|---|---|
| Deployment | Cloud, mobile | Cloud |
| Support channels | Help center, Ticket submission, Live customer support | 24/7 live chat (Pro), phone, customer success manager (Core), dedicated customer success manager (Pro), help center |
| Headquarters | Minneapolis, MN, USA | Sydney, Australia |
| Attribute | When I Work | Deputy |
|---|---|---|
| Pricing model | Per user | Per user |
| Price transparency | Published | Published |
| Free trial | ||
| Free plan | ||
| Contract term | Monthly | Monthly |
| Best for | Small businesses, mid-market companies, enterprises | Small businesses, mid-market companies, enterprises |
| Mobile apps | iOS, Android | iOS, Android |
| Open API | ||
| Webhooks | ||
| SOC 2 Type II |
When I Work Single location or schedule$2.50/user/mo
| Employees | When I Work Single location or schedule | Deputy Lite |
|---|---|---|
| 10 | $25/mo (lowest) | $50/mo |
| 50 | $125/mo (lowest) | $250/mo |
| 200 | $500/mo (lowest) | $1,000/mo |
Monthly list price of each product’s entry plan with published per-employee pricing.
Pricing. When I Work is $2.50 per user a month for one location and $5 for several, with no setup fees. Deputy is $5, $6.50 or $9 per user a month on annual billing, and monthly plans carry a $30 minimum spend per invoice.
Capabilities. Each documents 9 of the 11 items on our scheduling checklist, including open shifts, swaps and auto-scheduling. Deputy adds fair workweek compliance; When I Work adds skills and certification management.
Integrations. Deputy names ADP, Gusto, Paychex, Paycom, Paycor, Xero, BambooHR, HiBob and point-of-sale systems. When I Work lists 11 integrations, including Rippling, Gusto, Square Payroll and QuickBooks Online.
Security. Deputy states ISO 27001:2022 and SOC 2 Type 2. When I Work states SOC 2 Type II.
Fit and support. Both sell from small businesses to enterprises. When I Work includes live support in every plan; Deputy has 24/7 live chat on Pro.
Sling has the highest LeadChange Score in Employee Scheduling Software after excluding these two (8.3/10).
From $2/user/mo
Yes, at list price. Deputy is $5 per user a month on annual Lite, $6.50 on Core and $9 on Pro. When I Work is $2.50 per user for one location and $5 for several. For 20 staff at one site, that is $50 a month with When I Work and $100 with Deputy Lite.
Scheduling shifts, clocking time and checking hours against labor law rules. Staff use the iOS and Android apps to see shifts, swap them and clock in. HR, payroll by Paycor, messaging and analytics are add-ons.
It depends on your labor rules. Deputy lists fair workweek compliance, labor law checks and demand forecasting. When I Work lists retail among its industries and costs less per user.
Both auto-schedule. Deputy AI is in every plan and adds labor forecasting. When I Work includes auto scheduling and labor forecasting in every plan.
Both state SOC 2 Type II; Deputy also states ISO 27001:2022 and lists TX-RAMP Level 2. Each keeps a public trust center.
Among the scheduling apps we review, we also compare When I Work with Homebase, Connecteam and 7shifts. Against Deputy, When I Work’s case is the lower price; Deputy’s is compliance rules and forecasting.
Yes, both list a free trial.
Your team size, what matters most and your role: see which one fits more of your answers, from verified facts and list prices. Then, if you like, ask to hear from both.
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What the LeadChange Score means
A 0–10 editorial assessment built only from verified facts, across six weighted dimensions: capabilities, pricing, integrations, security, fit and support, and data confidence.
Payments, commissions and lead fees are never inputs.
