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Square Payroll vs CloudPay: 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 CloudPay are leading payroll software solutions, but which one is better for you and your business?

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

 

Square Payroll vs CloudPay Reviews

Square PayrollCloudPay
Trustpilot Rating4.20
Number of Trustpilot Reviews40490
iPhone App Rating4.83
Number of iPhone App Reviews52
Android App Rating3.80
Number of Android App Reviews26600

Square Payroll vs CloudPay Pricing

Square PayrollCloudPay
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 CloudPay Features

FeaturesSquare PayrollCloudPay
Target Business SizeSmall businessMid size business
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

CloudPay 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

CloudPay n/a Features

n/a

Square Payroll vs CloudPay Pro & Cons

Square PayrollCloudPay
Pros
  • Mobile App
  • Self Service
  • User Friendly
  • Global Payroll Basic
  • Earned Wage Access
  • Global Treasury Service
  • Payroll Efficiency Index
Cons
  • Not User Friendly
  • Room for Improvement
  • Slow
  • Flexible Employee Pay
  • Payroll Compliance
  • Reporting and Analytics

Other Payroll Software Comparisons

  • Multiplier vs Oytser HR
  • Gusto vs EPAY Payroll
  • Multiplier vs Ready Pay by HR3
  • Papaya Global vs PrimePay
  • Deel vs Sage
  • EPAY Payroll vs Gloroots
  • Patriot Software vs isolved
  • EPAY Payroll vs Paycor
  • ADP vs Paychex
  • CheckMark Payroll vs Push Payroll

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