An honest comparison — including where When I Work wins.

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 tier	✅ First month free, 1 loc / 10 employees	❌ No free tier (14-day trial)	WIW pulled their free tier in 2024
Pricing for 3 locations	$1/employee/mo + $30 (3 locations)	$5–9 per user/mo × employees	WIW prices per employee; adds up fast
Per-employee billing model	✅ $1/active employee/mo + $10/location	✅ $4–9 per user/mo	WIW costs 4–9× more per employee
Drag-and-drop scheduling	✅	✅
GPS-verified time clock	✅ Included for everyone	✅ Standard+	Comparable
POS integrations (Toast, Square)	✅ Toast, Square, Clover, Stripe live	⚠️ Square only	POS is our differentiator
Tip pool calculator	✅ With Toast integration	❌ Not built-in	WIW does not have this
Onboarding (W-4, I-9, DD)	✅ Included	⚠️ Limited	WIW's onboarding is light
Operational AI features	✅ All AI included	⚠️ Auto-scheduling
Native iOS / Android app	❌ PWA only	✅ Native apps	Honest call-out
Shift trades + open shifts	✅	✅
Multi-location scheduling	✅ $1/employee + $10/location	✅ Per-employee pricing	Math favors us above ~15 employees
Team messaging	✅	✅
Nonprofit discount	✅ 10% off	❌ Not advertised
Bulk CSV import	✅ Included	✅

The honest takeaway

Pick PeopleBridge if…

You run a restaurant on Toast and want POS-deep integration
You have 15+ employees and per-user billing hurts
You need W-4/I-9/direct-deposit onboarding included
You're comfortable without an App Store presence
You want a free first month (WIW has no free tier)

Pick When I Work if…

You're under 15 employees and want a generalist tool
Native iOS / Android app is non-negotiable
You don't need POS integration
You prefer WIW's tiered packaging over a single all-in plan

Common questions

How does When I Work's per-employee billing compare?

WIW charges $4–9 per active employee per month depending on tier. For a 25-employee restaurant that's $100–225/mo. PeopleBridge is $1 per active employee/mo + $10 per location/mo with every feature included — that 25-employee single-location restaurant is $35/mo. Math favors us at almost any headcount.

Does When I Work integrate with Toast?

No native Toast integration as of 2026. WIW integrates with Square POS. If you run Toast, you'd be cross-referencing two tools — which is exactly the problem we built around.

What does WIW do better than PeopleBridge?

Native iOS/Android app in the App Store (we're a PWA), broader generalist appeal for non-restaurant SMB, and a more mature standalone scheduling experience if POS integration is irrelevant to you.

Is there a free tier?

PeopleBridge: yes — your first month is free for up to 10 employees and 1 location, no card required. After that it's $1 per active employee/mo + $10 per location/mo. WIW: no — they retired their free tier in 2024.

Can I import my team from WIW?

Yes. Export from WIW as CSV, upload to PeopleBridge via Settings → People → Import. Names, emails, pay rates, location assignments come over. Schedules are typically rebuilt.

Trial both. See for yourself.

Free for your first month, 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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