Softwr

Restaurants · head to head

Olo vs When I Work

Olo logo

Olo

Restaurants

Digital ordering and delivery platform

From
On request
Rated
-
Full reviewWebsite
When I Work logo

When I Work

Restaurants

Scheduling and time tracking made simple

From
$2.5/user/month
Rated
-
Full reviewWebsite

The short version

  • Each has a real cost: Olo no pricing published on website; all pricing inquiries directed to request a demo; When I Work aPI key access, webhooks and SAML single sign on require the Premium plan at $8 per user per month
  • They diverge on capability: Olo covers Digital ordering, When I Work covers Shift scheduling.
  • Prices and features above were last checked on 30 August 2026.

Where they differ

Only the attributes on which Olo and When I Work actually diverge.

Attributes where Olo and When I Work differ
AttributeOloWhen I Work
Starting priceOn request$2.5/user/month
Founded20052010

Identical on both: pricing model (subscription), free tier (No), platforms (Web, Ios, Android), user rating (Not yet rated), category (Restaurants).

What each one covers

Drawn from each product's published feature list. An absence here means we hold no record of it - not that the product lacks it.

Only in Olo

  • Digital ordering
  • Delivery management
  • Dispatch
  • Rails integration
  • Catering
  • Enterprise analytics
  • DoorDash
  • Uber Eats

Only in When I Work

  • Shift scheduling
  • Time clock
  • Team messaging
  • Availability management
  • Shift swapping
  • Mobile apps
  • QuickBooks
  • ADP

Both cover

  • Web support
  • Ios support
  • Android support

What people use each for

The jobs each tool is most often brought in to do.

Olo

  • Point of Salenot When I Work
  • Order Managementnot When I Work
  • Inventory Controlnot When I Work
  • Staff Schedulingnot When I Work

When I Work

  • Scheduling hourly shift workers across locationsnot Olo
  • Time clock and timesheet capture for payrollnot Olo
  • Handling shift swaps, availability and time off requestsnot Olo

Where each one falls short

Documented limitations, not opinions. Every one is a constraint you would hit in normal use.

Olo

  • No pricing published on website; all pricing inquiries directed to request a demo

When I Work

  • API key access, webhooks and SAML single sign on require the Premium plan at $8 per user per month
  • Scheduling rules, role permissions and custom reporting require the Pro plan at $5 per user per month
  • There is no free plan; the trial lasts 14 days
  • Enterprise arrangements are priced by quote with no published rate

Pricing, plan by plan

Olo

On request
  • EnterpriseFree
    • Custom pricing
    • Full platform

When I Work

$2.5/user/month
  • Standard$2.5/user/month
    • Scheduling
    • Messaging
  • Advanced$6/user/month
    • Time clock
    • Labor forecasting

Which should you pick?

Choose Olo if

  • You need digital ordering.
  • You work on Web, Ios, Android.
  • You also want delivery management.
Olo review

Choose When I Work if

  • You need shift scheduling.
  • You work on Web, Ios, Android.
  • You also want time clock.
When I Work review

Questions people ask

Is Olo or When I Work better?
Neither clearly leads. Olo starts at On request and When I Work at $2.5/user/month, and user ratings are close enough to be indistinguishable. Choose on capability and platform support.
Which is cheaper, Olo or When I Work?
Olo starts at On request and When I Work at $2.5/user/month.
Does Olo or When I Work run on more platforms?
Both run on Web, Ios, Android, so platform support will not decide this one for you.
What is Olo best used for?
Olo is most often used for point of sale, order management, inventory control, staff scheduling. Of those, point of sale and order management are not what When I Work is typically brought in for.
What can Olo do that When I Work cannot?
Olo covers Digital ordering, Delivery management, Dispatch, Rails integration. When I Work covers Shift scheduling, Time clock, Team messaging, Availability management. Both handle Web support, Ios support, Android support.

Answered from the vendors’ own pages

Olo: How much does Olo cost?

Olo pricing is not published online. The vendor directs customers to request a demo or contact their sales team for pricing and availability information.

Source
When I Work: What is the pricing structure?

Plans start at $2.50 per user per month, billed in user tiers of five, with pricing that scales flexibly with team size.

Source
Olo: Does Olo offer different pricing for restaurants of different sizes?

Specific tiered pricing based on restaurant size is not disclosed on Olo's website. Contact Olo's sales team to discuss pricing options tailored to your restaurant's needs.

Source
When I Work: Are there long-term contracts required?

No long-term contracts, no hidden surprises, and no enterprise-only paywalls. The platform scales as your business grows without binding agreements.

Source
When I Work: Is there a free trial available?

Try When I Work free for 14 days with full access to all core features. No credit card is required for the trial period.

Source
When I Work: Can I adjust or cancel my plan anytime?

You can upgrade, downgrade, or cancel at any time and adjust your plan at any time or use hibernation options during seasonal downtime.

Source
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Related pages

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