SoftwareDuel

Square Payroll vs Teamwork

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

Square Payroll

Square Payroll is a simple and affordable payroll solution built for small businesses, especially those already using Square for payments. It handles full-service payroll, tax filings, and tip management automatically.

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Teamwork

Teamwork is a project management platform built specifically for client-facing teams and agencies. It includes built-in time tracking, invoicing, and client portals that make it ideal for professional services businesses managing multiple client projects simultaneously. Teamwork helps agencies deliver projects on time and on budget while keeping clients informed.

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Pros

  • Very easy to use
  • Affordable flat pricing
  • Seamless Square POS integration
  • Handles tips and hourly workers well
  • Full-service tax filing included

Cons

  • Limited features for complex payroll needs
  • Not suited for larger businesses
  • HR features are basic
  • Best value only for Square ecosystem users

Pros

  • Built specifically for agencies and client-facing teams
  • Built-in time tracking and invoicing saves money on separate tools
  • Client portal keeps clients informed without giving full system access
  • Strong resource and budget management features

Cons

  • Less suitable for internal team project management
  • Interface feels less modern than competitors
  • Some key features only on higher paid tiers
  • Can be complex to set up for new users

Our Take

Choose Square Payroll if small businesses and restaurants already using square pos wanting a simple integrated payroll solution. Choose Teamwork if agencies and professional services firms managing multiple client projects.

Best For

Small businesses and restaurants already using Square POS wanting a simple integrated payroll solution

Best For

Agencies and professional services firms managing multiple client projects

Square Payroll vs Teamwork: Payroll Software Comparison | SoftwareDuel