The short answer
Connecteam is free for up to 10 users, and its Basic plan costs $29 a month on yearly billing with the first 30 users included. When I Work charges $2.50 per user a month for one location and $5 for several.
LeadChange Score: editorial assessment based on public information.
Connecteam wins 2When I Work wins 01 tie
| Dimension | Connecteam | When I Work |
|---|---|---|
| PricingConnecteam Basic costs $29 a month on yearly billing for the first 30 users, then $0.80 per user. When I Work costs $2.50 per user a month for one location. For 30 users that is $29 against $75 a month; each extra Connecteam hub is billed separately. Each hub billed separately: Operations, Communications and HR & Skills each carry their own base price of $29 to $119 a month, by plan and billing, Users beyond 30: $0.8 to $5.0 per user a month on Operations, $0.5 to $3.6 on Communications and HR & Skills, by plan and billing, Monthly billing: $35, $59 and $119 base for Basic, Advanced and Expert, against $29, $49 and $99 on yearly billing, HIPAA-registered account: additional fees on every plan (amount not published), Seats added mid-cycle: prorated for the rest of the billing cycle, then billed in full, Cancellation: no refund of prepaid monthly amounts; annual plans refunded pro rata only within the first 30 days | Partly published | $2.50/user/mo |
| IntegrationsBoth document a REST API and webhooks. Connecteam lists Gusto, QuickBooks, ADP, Paychex Flex and Xero; When I Work lists Rippling, Gusto, Square Payroll, Paychex and QuickBooks Online. REST, webhooks | 13 documented | 11 native |
| SecurityConnecteam states SOC 2 Type II, ISO 27001, GDPR and HIPAA. When I Work states SOC 2 Type II. Yes | SOC 2, ISO 27001, GDPR | SOC 2 |
| Attribute | Connecteam | When I Work |
|---|---|---|
| Pricing model | Base fee + per employee | Per user |
| Price transparency | Partly published | Published |
| Free plan | ||
| Deployment | Cloud | Cloud, mobile |
| Mobile apps | iOS (Connecteam), Android (Connecteam), Kiosk app for shared tablets | iOS, Android |
| Support channels | Live chat, email, help center | Help center, Ticket submission, Live customer support |
| Typical implementation | Fully set up in a day (vendor claim) | Minutes (vendor claim) |
| Headquarters | Israel | Minneapolis, MN, USA |
| Attribute | Connecteam | When I Work |
|---|---|---|
| Free trial | ||
| Contract term | Monthly | Monthly |
| Best for | Small businesses, mid-market companies, enterprises | Small businesses, mid-market companies, enterprises |
| Open API | ||
| Webhooks | ||
| SOC 2 Type II |
When I Work Single location or schedule$2.50/user/mo| Employees | Connecteam Basic | When I Work Single location or schedule |
|---|---|---|
| 10 | $37/mo | $25/mo (lowest) |
| 50 | $69/mo (lowest) | $125/mo |
| 200 | $189/mo (lowest) | $500/mo |
Monthly list price of each product’s entry plan with published per-employee pricing.
Pricing. Connecteam Basic costs $29 a month on yearly billing for the first 30 users, then $0.80 per user. When I Work costs $2.50 per user a month for one location. For 30 users that is $29 against $75 a month; each extra Connecteam hub is billed separately.
Capabilities. Connecteam spans operations, communications and HR: time clock, scheduling, forms, chat, knowledge base, onboarding, courses and recognition. When I Work covers scheduling, time and attendance, messaging and labor forecasting.
Integrations. Both document a REST API and webhooks. Connecteam lists Gusto, QuickBooks, ADP, Paychex Flex and Xero; When I Work lists Rippling, Gusto, Square Payroll, Paychex and QuickBooks Online.
Fit and support. Both serve small, mid-market and enterprise teams. Connecteam offers 24/7 live support; When I Work offers a help center, tickets and live customer support.
Security. Connecteam states SOC 2 Type II, ISO 27001, GDPR and HIPAA. When I Work states SOC 2 Type II.
Deputy has the highest LeadChange Score in Employee Scheduling Software after excluding these two (8.9/10).
From $5/user/mo
For most teams of 12 or more, yes. Connecteam Basic is $29 a month on yearly billing for up to 30 users, while When I Work costs $2.50 per user a month for one location. Up to 10 users, Connecteam is free.
Connecteam suits teams that want one app for scheduling, time clock, chat, forms and training. When I Work suits teams that only need scheduling and time tracking, with auto scheduling on the entry plan.
Both use location at clock-in: Connecteam's time clock uses GPS and geofencing, and When I Work offers GPS clock-in with geofencing.
Yes, both offer a free trial. Connecteam also has a free plan for up to 10 users; When I Work has none.
Yes. Connecteam lists Gusto, QuickBooks, ADP and Paychex Flex, and When I Work lists Rippling, Gusto, Square Payroll, Paychex and QuickBooks Online.
Both Connecteam and When I Work state SOC 2 Type II. Only Connecteam states ISO 27001, HIPAA (BAA), and GDPR.
Connecteam ranks #6 of 10 in our employee scheduling software ranking. Besides When I Work, the highest-scored are Deputy, Sling, and Homebase. Every alternative, matched to the reason you might switch: Connecteam alternatives.
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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