How Much Does When I Work Cost in 2026?

When I Work has positioned itself as 'scheduling that just works' — no vertical specialization, no compliance complexity, no per-location pricing gymnastics. Essentials at $2.50/user/month is the cheapest serious scheduling platform in the category, and it includes the core trio (scheduling + time clock + team messaging) that 80% of SMBs actually need. The jump to Pro ($5) adds 'advanced customization' (custom shift templates, more granular scheduling rules) — worth it for 50+ employee operations. Premium at $8 unlocks API access, SSO/SAML, and custom reporting — the tier most enterprises land on for procurement compliance. The 'unlimited users on every tier' policy avoids the per-seat surprise that hits some competitors. Where When I Work wins: cheapest category entry tier, clean generalist positioning works for offices/retail/clinics/service businesses alike, genuinely unlimited users on every plan, 50+ country global reach, 14-day no-CC trial. Where it loses: no vertical specialization (restaurants want 7shifts, hospitals want Deputy), labor law compliance engine less deep than Deputy's, payroll integration requires a separate tool (no in-platform payroll), reporting on Essentials/Pro is basic (Premium needed for advanced).