SoftwareDuel

15Five vs When I Work

A head-to-head comparison to help you pick the right tool

Last updated: April 30, 2026

15Five

15Five is a continuous performance management platform focused on weekly check-ins, OKRs, and employee engagement. It helps managers stay connected with their teams through structured feedback and recognition tools. 15Five is popular with remote and distributed teams that need async communication tools.

PaidFrom $4/user/mo
Get Pricing →

When I Work

When I Work is an employee scheduling and time tracking platform designed for hourly and shift-based teams. It makes it easy for managers to build schedules, communicate with staff, and track attendance. When I Work is one of the most affordable scheduling tools on the market.

PaidFrom $2.50/user/mo
Get Pricing →

Pros

  • Simple and intuitive weekly check-in format that drives adoption
  • Strong OKR and goal-setting tools
  • Excellent manager training and coaching resources
  • Good engagement survey tools with benchmarking

Cons

  • Limited HR functionality beyond performance and engagement
  • No payroll or benefits administration
  • Reporting could be more advanced for data-driven HR teams

Pros

  • Very affordable pricing starting at just a few dollars per user
  • Easy-to-use scheduling with drag-and-drop interface
  • Good team messaging and shift swap tools
  • Simple time clock with GPS tracking

Cons

  • Limited features beyond scheduling and time tracking
  • No payroll processing or full HR suite
  • Reporting is basic compared to more comprehensive workforce tools

15Five vs When I Work: Side by Side

Factor15FiveWhen I Work
User RatingN/AN/A
CategoryHR SoftwareHR Software
Pricing ModelPaidPaid
Starting Price$4/user/mo$2.50/user/mo
Best ForCompanies focused on employee engagement and performanceSmall businesses with hourly or shift-based workers
Our Pick

15Five Features

  • Weekly check-ins
  • OKRs
  • performance reviews
  • engagement surveys
  • manager training

When I Work Features

  • Shift scheduling
  • time clock
  • team messaging
  • attendance tracking
  • payroll export

Pricing Comparison

15Five

Paid

Starts at $4/user/mo

See full pricing →

When I Work

Paid

Starts at $2.50/user/mo

See full pricing →

Our Take

Choose 15Five if companies focused on employee engagement and performance. Choose When I Work if small businesses with hourly or shift-based workers.

Best For

Companies focused on employee engagement and performance

Best For

Small businesses with hourly or shift-based workers

How 15Five and When I Work Are Similar

  • Both are HR Software platforms designed for business teams
  • Both offer web-based access with no software installation required
  • Both provide customer support and onboarding resources
  • Both integrate with popular third-party business tools
  • Both offer a trial or demo to evaluate before purchasing

Also Consider

If neither 15Five nor When I Work is the right fit, Justworks is worth evaluating.

Justworks

Small businesses wanting Fortune 500 benefits

From $59/employee/mo

Frequently Asked Questions

What is the difference between 15Five and When I Work?

15Five is best for companies focused on employee engagement and performance. When I Work is best for small businesses with hourly or shift-based workers.

Which is better, 15Five or When I Work?

Choose 15Five if companies focused on employee engagement and performance. Choose When I Work if small businesses with hourly or shift-based workers.

How much does 15Five cost?

15Five starts at $4/user/mo. Pricing model: Paid.

How much does When I Work cost?

When I Work starts at $2.50/user/mo. Pricing model: Paid.

Who should use 15Five?

Companies focused on employee engagement and performance

Who should use When I Work?

Small businesses with hourly or shift-based workers