Square Payroll vs Timesheets.com Comparison: Reviews, Features, Pricing & Alternatives in 2026

Detailed side-by-side comparison to help you choose the right solution for your team

Updated Apr 2026 8 min read

Square Payroll

0.0 (0 reviews)

Square Payroll is a full-service payroll software that automates tax filings, employee payments, and benefits management for small businesses using integrated time tracking and point-of-sale data.

Starting at Free
Free Trial NO FREE TRIAL
VS

Timesheets.com

0.0 (0 reviews)

Timesheets.com is a cloud-based time tracking solution providing employee mileage and expense tracking, human resources document management, and payroll integration to streamline your business operations and workforce management.

Starting at Free
Free Trial 0 days

Quick Comparison

Feature Square Payroll Timesheets.com
Website squareup.com timesheets.com
Pricing Model Subscription Freemium
Starting Price Free Free
FREE Trial ✘ No free trial ✓ 0 days free trial
Free Plan ✘ No free plan ✓ Has free plan
Product Demo ✓ Request demo here ✓ Request demo here
Deployment saas mobile saas mobile
Integrations Square POS QuickBooks Online Xero Homebase Deputy TSheets 7shifts Guideline SimplyInsured AP Intego QuickBooks ADP Paychex Sage Gusto Xero SurePayroll Red Wing Software
Target Users solopreneur small-business freelancer small-business mid-market
Target Industries retail restaurant professional-services
Customer Count 0 0
Founded Year 2009 2004
Headquarters San Francisco, USA Cupertino, USA

Overview

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Square Payroll

Square Payroll simplifies how you pay your team by automating the most complex parts of business ownership. You can pay employees and contractors in just a few clicks, whether they are hourly or salaried. The platform automatically calculates, files, and pays your federal and state payroll taxes, ensuring you stay compliant without manual paperwork. Because it integrates directly with Square POS, your team's hours sync automatically, eliminating the need for manual data entry or messy spreadsheets.

You can manage everything from a single dashboard, including workers' compensation, health insurance, and 401(k) plans. The system supports flexible payment options like Instant Payments, allowing you to send funds to employees the same day they work. Whether you are running a single coffee shop or managing multiple retail locations, you get a straightforward tool that handles the back-office heavy lifting so you can focus on growing your business.

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Timesheets.com

Timesheets.com provides you with a centralized platform to manage employee time, expenses, and HR documents without the complexity of enterprise systems. You can track hourly time for payroll, record project hours for billing, and monitor employee GPS locations to ensure accountability. The software simplifies your administrative workflow by allowing employees to upload receipts for mileage and expenses directly from their mobile devices.

Beyond simple clock-ins, you can manage vacation requests, track accruals, and store essential HR documents in a secure digital vault. It solves the headache of manual data entry by exporting your approved data directly to popular payroll providers like QuickBooks and ADP. Whether you run a small local shop or a growing mid-sized firm, you get the tools needed to reduce labor costs and improve record-keeping accuracy.

Overview

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Square Payroll Features

  • Automated Tax Filings Let the software calculate, file, and pay your state and federal payroll taxes automatically to ensure total compliance.
  • Time Card Sync Import employee hours directly from Square POS or the Team App to eliminate manual data entry errors.
  • Instant Payments Access your funds immediately and pay your team the same day they work using your Square Balance.
  • Benefits Integration Offer and manage health insurance, 401(k) plans, and workers' comp directly through your payroll dashboard.
  • Contractor Payments Pay your independent contractors via direct deposit and let the system generate and file 1099-NEC forms.
  • Employee Mobile App Give your team a dedicated app to track their hours, view pay stubs, and manage their tax forms.
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Timesheets.com Features

  • Multiple Entry Options. Clock in using a traditional timer, manual entry, or a secure photo-ID kiosk to prevent buddy punching.
  • GPS & Geofencing. View your team's location during clock-ins and set geographic boundaries to ensure work happens where it should.
  • Expense & Mileage Tracking. Upload photos of receipts and track travel mileage from your phone to simplify your reimbursement process.
  • Project Costing. Assign time to specific projects or customers so you can see exactly where your labor budget goes.
  • HR Document Vault. Store employee files, performance reviews, and signed forms in a secure, searchable digital filing cabinet.
  • Automated Accruals. Calculate PTO, sick leave, and vacation time automatically based on your specific company policies and rules.

Pricing Comparison

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Square Payroll Pricing

Contractors Only
$0
  • $5 per person paid monthly
  • No monthly base fee
  • Direct deposit included
  • 1099-NEC generation and filing
  • Self-service contractor account
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Timesheets.com Pricing

Freelancer
$0
  • Single user access
  • Time tracking for payroll
  • Project time tracking
  • Expense and mileage logging
  • Mobile web app access

Pros & Cons

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Square Payroll

Pros

  • Seamless integration with Square Point of Sale
  • Automatic tax filing saves hours of manual work
  • Simple and transparent per-employee pricing model
  • Easy setup process for new business owners

Cons

  • Customer support can be difficult to reach
  • Limited advanced HR features for large corporations
  • Account freezes can occasionally delay payroll processing
A

Timesheets.com

Pros

  • Extremely responsive and helpful US-based customer support
  • Very affordable per-user pricing for small businesses
  • Simple interface that is easy for employees to learn
  • Reliable payroll exports save hours of manual entry

Cons

  • User interface feels dated compared to modern apps
  • Mobile experience is a web-app rather than native
  • Reporting customization can be limited for complex needs
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