When I Work is a generalist scheduler with broad SMB appeal. PeopleBridge is restaurant-and-multi-location-first. Here's where each one actually lands.
| Feature | PeopleBridge | When I Work | Notes |
|---|---|---|---|
| Free plan | ✅ Free forever: 1 location, up to 10 employees, no card | See When I Work's site | |
| Paid pricing | Team: $29/mo incl. first location + 30 employees (+$10/location, +$1/employee past 30). Pro: $2 per employee + $10 per location, per month | $2.50 per user/mo (single location); $5.00 per user/mo (multiple locations) | When I Work lists scheduling, time and attendance, and messaging in every plan |
| Example: 1 location, 25 employees | $60/mo on Pro (25 × $2 + $10) | $62.50/mo (25 × $2.50) | Close at one location |
| Example: 3 locations, 30 employees | $49/mo on Team ($29 + 2 × $10) or $90/mo on Pro (30 × $2 + 3 × $10) | $150/mo (30 × $5.00) | PeopleBridge adds $10 per location instead of a higher per-user rate |
| Drag-and-drop scheduling | ✅ Free | ✅ | |
| Time clock | ✅ Free: phone time clock, works offline. Team and Pro add tablet kiosk with PIN and breaks | ✅ Included in every plan | Comparable |
| Location check on clock-in | ✅ Warns on Free; can block out-of-range punches on Team and Pro | ✅ | |
| POS integration | ✅ Toast, Square and Clover (Pro): sales, tips, tax, discounts. Other POS built for you for a flat $199 | See When I Work's integrations | |
| Tip pool calculator | ✅ Pro: pro-rata by hours, Lock & Pay snapshot | Not listed | |
| Onboarding (W-4, I-9, DD) | ✅ Pro: W-4, I-9, direct deposit, signed PDF | Not listed | |
| AI features | AI setup assistant and Monday AI digest on Free; Ask PeopleBridge, schedule from a sentence, auto-translate on Pro | ⚠️ Auto-scheduling | |
| Payroll export / integrations | ✅ CSV on Team; Gusto, QuickBooks Online, ADP RUN, Paychex Flex + payroll review on Pro | ✅ Payroll integrations, including Rippling | When I Work also connects to Rippling |
| iPhone / Android app | ✅ iPhone + Android apps, plus the website | ✅ Native apps | Both have phone apps |
| Shift trades + open shifts | ✅ Free | ✅ | |
| Team messaging | ✅ Pro | ✅ Included in every plan | |
| Import from other apps | ✅ Free: AI-assisted import wizard that reads Homebase, 7shifts, When I Work, Deputy and Sling exports (and matches columns from any other app), plus free technical support if you need it | ✅ CSV import |
Competitor prices as listed on their websites, October 2026. Check their sites for current pricing. Examples use monthly list prices; each company counts billable users in its own way. PeopleBridge counts everyone with a profile, including owners and managers.
Free forever for 1 location and up to 10 employees, no credit card. If When I Work is the right fit for your team, we'll be the first to say so.
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