Ashby vs When I Work
Compare Ashby and When I Work on features, pricing, and buyer fit using the same researched criteria.

Ashby
Modern ATS + CRM/analytics — Foundations $400/mo flat for ≤100 employees (10% off annual); Plus/Enterprise seat-based custom quote.
Best for
- • Startups and growth-stage companies (≤100 employees) that want one modern ATS+analytics platform
- • TA teams comparing Ashby vs Greenhouse for AI-native hiring
- • Orgs willing to pay a high Foundations floor instead of a free ATS
Starting from $400.00/user/mo
No free plan
VS
Our verdict
No universal winner. Choose based on which criteria matter most for your team.
When I Work is better for
- ✓ Starting pricing
Tie
- • Integrations
Choose Ashby if: Startups and growth-stage companies (≤100 employees) that want one modern ATS+analytics platform
Choose When I Work if: Hourly teams that mainly need scheduling and messaging at a low per-user price

When I Work
Per-user hourly scheduling — Essentials from $2.50/user/mo; Pro $5; Premium $8; 14-day trial. Time & attendance is a paid toggle.
Best for
- • Hourly teams that mainly need scheduling and messaging at a low per-user price
- • Operators who will trial 14 days before buying Deputy or Homebase hubs
- • Multi-location teams that stay on Essentials+ for templates and OpenShifts
Starting from $2.50/user/mo
No free plan
Ashby vs When I Work pricing
Ashby researched starting price from $400/mo. When I Work researched starting price from $2.5/mo. Affiliate economics excluded.
Ashby
From $400.00/user/mo
When I Work
From $2.50/user/mo
Ashby
Starting from $400.00/user/mo
No free trial evidenced
- All-in-One FoundationsPopular$400.00/mo
- $400/mo for companies ≤100 employees. 10% off annual. AI credits included.
- max users: 100
- All-in-One PlusCustom
- 101–1,000 employees — seat-based custom quote.
- All-in-One EnterpriseCustom
- 1,000+ employees — custom consolidation quote.
When I Work
Starting from $2.50/user/mo
Free trial available
- EssentialsPopular$2.50/user/mo
- $2.50/user/mo scheduling. Auto-scheduling, multi-location, OpenShifts, messaging.
- Pro$5.00/user/mo
- $5/user/mo. Rules, permissions, labor sharing, custom forecasting.
- Premium$8.00/user/mo
- $8/user/mo. API, webhooks, SAML/SSO.
- EnterpriseCustom
- Custom enterprise packaging — contact sales.
Estimate your team cost
Monthly estimate from verified per-seat list pricing. Confirm on the vendor site before purchasing.
Ashby
$6,000.00/mo
When I Work
$37.50/mo
+$5,962.50/mo — Ashby costs more
Verified monthly unit prices · Aug 18, 2026
Prices in USD
Shown per user / month from verified list pricing.
Plans can change
Confirm live vendor rates before purchasing.
Add-ons may apply
Calling, SMS, or usage fees can add cost.
Independence
Affiliate status never changes pricing outcomes.
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