SoftwareDuel

Square Payroll vs Smartsheet

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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Smartsheet

Smartsheet is a work management platform that combines the familiarity of spreadsheets with powerful project management and collaboration features. It is widely used by enterprise teams for project tracking, resource management, and automated workflows. Smartsheet is particularly popular with teams comfortable with Excel who need more collaboration and automation capabilities.

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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

  • Familiar spreadsheet interface reduces learning curve for Excel users
  • Powerful automation and workflow capabilities
  • Strong enterprise security and compliance features
  • Excellent for managing large portfolios of projects

Cons

  • Pricing is higher than many competitors
  • Interface feels dated compared to modern tools
  • No free plan — 30-day trial only
  • Less intuitive for teams unfamiliar with spreadsheet-style tools

Our Take

Choose Square Payroll if small businesses and restaurants already using square pos wanting a simple integrated payroll solution. Choose Smartsheet if enterprise teams wanting spreadsheet-familiar project management with powerful automation.

Best For

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

Best For

Enterprise teams wanting spreadsheet-familiar project management with powerful automation