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

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

 

Square Payroll vs Trolley Reviews

Square PayrollTrolley
Trustpilot Rating4.20
Number of Trustpilot Reviews40490
iPhone App Rating4.8not available
Number of iPhone App Reviews5not available
Android App Rating3.8not available
Number of Android App Reviews2660not available

Square Payroll vs Trolley Pricing

Square PayrollTrolley
Free Trialn/aYes
Free Trial Lengthn/an/a
Cheapest Plan NamePay Contractors OnlyStandard
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 & ContractorsTrolley Plus
Top Plan Cost Per Month$41$By request

Square Payroll vs Trolley Features

FeaturesSquare PayrollTrolley
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

Trolley Standard Features

  • TFA: app + SMS
  • Notifications: email + SMS + slack
  • 1 IP, 1 domain
  • Invoice creation
  • Zapier integrations
  • Unlimited Team Members
  • Domestic and international bank transfers, wallets, checks
  • White-label onboarding
  • Fee splitting
  • Payment approval workflows
  • End-to-end tax compliance (EU or US)
  • Xero or Quickbooks
  • NetSuite integration
  • Vendor pull
  • Refreshes
  • Priority support
  • Access to Help Center

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

Trolley Trolley Plus Features

  • TFA: app + SMS
  • Notifications: email + SMS + slack
  • unlimited IPs, unlimited domains
  • Invoice creation
  • Granular user roles
  • Dedicated CSM
  • Access to SOC2 report
  • API rate limit increases
  • Recipient syncing between multiple merchants
  • Custom SLAs
  • Zapier integrations
  • Unlimited Team Members
  • Domestic and international bank transfers, wallets, checks
  • White-label onboarding
  • Fee splitting
  • Payment approval workflows
  • Transaction/FX volume discounting
  • Revenue Stream
  • End-to-end tax compliance (EU or US)
  • Recipient statement generation
  • Xero or Quickbooks
  • NetSuite integration
  • Vendor pull
  • Refreshes
  • NetSuite integration
  • Priority support
  • Access to Help Center
  • Dedicated Customer Success Manager

Square Payroll vs Trolley Pro & Cons

Square PayrollTrolley
Pros
  • Mobile App
  • Self Service
  • User Friendly
  • User-friendly interface
  • Built-in time clock supports geolocation
  • Expanded earning types
  • Employee records and employee portals
  • Year-end tax reporting
Cons
  • Not User Friendly
  • Room for Improvement
  • Slow
  • Difficult onboarding process
  • Password cannot be saved when logging in
  • Unclear payment status

Other Payroll Software Comparisons

  • Square Payroll vs Proliant
  • Microkeeper vs EBS PaySuite
  • Trolley vs PDS Vista Payroll
  • BambooHR vs Workday
  • APS Payroll vs PDS Vista Payroll
  • Multiplier vs Xero Payroll
  • Paychex vs Dayforce
  • Wagepoint vs Gloroots
  • isolved vs SumoPayroll
  • SurePayroll vs Everee Payroll

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