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Square Payroll vs Darwinbox: Which Payroll Software Is Better?


Disclosure: We may earn commissions if you shop through the links below.

Last Updated: May 22, 2025

Both Square Payroll and Darwinbox are leading payroll software solutions, but which one is better for you and your business?

Below we compare Square Payroll and Darwinbox across nearly 50 different data points to help you make find the right one.

 

Square Payroll vs Darwinbox Reviews

Square PayrollDarwinbox
Trustpilot Rating4.20
Number of Trustpilot Reviews40490
iPhone App Rating4.84.5
Number of iPhone App Reviews52
Android App Rating3.84.5
Number of Android App Reviews266017200

Square Payroll vs Darwinbox Pricing

Square PayrollDarwinbox
Free Trialn/an/a
Free Trial Lengthn/an/a
Cheapest Plan NamePay Contractors Onlyn/a
Cheapest Plan Cost Per Month$n/a$n/a
Mid Priced Plan Namen/an/a
Mid Priced Plan Cost Per Month$n/a$n/a
Top Plan NamePay Employees & Contractorsn/a
Top Plan Cost Per Month$41$n/a

Square Payroll vs Darwinbox Features

FeaturesSquare PayrollDarwinbox
Target Business SizeSmall businessEnterprise
Unlimited Payrolls✔✘
Automated Tax Filing & Payments✔✘
E-sign I-9 & W-4✘✘
Live Customer Support✔✘
Third-Party Integrations✔✔
Ability To Manage Employee Benefits✔✔
Employee Access To Platform✔✔
Direct Deposit✔✔
Expense Reimbursement✘✔
Time Off Accrual✔✔
Pre-Tax Deductions✔✔
Wage Garnishment✔✔
Background Checks✘✔
Check Printing✔✘
Check Delivery✔✘
API✔✔

Square Payroll Pay Contractors Only Features

  • We mail all 1099-NEC forms
  • M–F 6 a.m. to 6 p.m. PT support
  • Pay by check, direct deposit, or Cash App
  • Free seasonal inactivity
  • All features included, with no hidden fees
  • No commitment, cancel anytime

Darwinbox n/a Features

n/a

Square Payroll Pay Employees & Contractors Features

  • No additional fees
  • Full-service payroll
  • Payroll for employees and contractors
  • Automatic payroll tax calculations
  • All tax filings and payments
  • Multistate payroll
  • Live support for account setup
  • Timecards and employee app
  • Track and import tips and commissions
  • We mail W-2s and 1099-NEC forms
  • Pay by check, direct deposit, or Cash App
  • M–F 6 a.m. to 6 p.m. PT support
  • No commitment, cancel anytime
  • Unlimited pay runs per month
  • Free seasonal inactivity

Darwinbox n/a Features

n/a

Square Payroll vs Darwinbox Pro & Cons

Square PayrollDarwinbox
Pros
  • Mobile App
  • Self Service
  • User Friendly
  • Easy Processes
  • User Interface
  • User Friendly
  • All In One Place
  • One Stop Shop
Cons
  • Not User Friendly
  • Room for Improvement
  • Slow
  • Technical Issues
  • User Interface
  • Slow
  • Not User Friendly
  • Mobile App Issues

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  • QuickBooks Payroll vs Checkwriters
  • Plane vs Inova Payroll
  • SurePayroll vs SumoPayroll

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