Square Payroll vs Timesheets.com

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

Updated Mar 2026 8 min read

Square Payroll

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.

0.0 (0 reviews)
Starting at --
Free Trial 14 days
VS

Timesheets.com

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.

0.0 (0 reviews)
Starting at --
Free Trial 30 days

Quick Comparison

Feature Monday.com Asana
Starting Price $8/user/mo $10.99/user/mo
Free Plan ✓ Yes (2 seats) ✓ Yes (15 users)
Free Trial 14 days 30 days
Deployment Cloud-based Cloud-based
Mobile Apps ✓ iOS, Android ✓ iOS, Android
Integrations 200+ 100+
Gantt Charts ✓ Timeline view ✓ Timeline view
Automation ✓ Advanced ✓ Basic
Best For Visual teams, automation Task-focused teams

Overview

S

Square Payroll

<p>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.</p> <p>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.</p>

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Timesheets.com

<p>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.</p> <p>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.</p>

Pricing Comparison

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Square Payroll Pricing

Free
$0
  • Up to 2 seats
  • Unlimited boards
  • 200+ templates
A

Timesheets.com Pricing

Free
$0
  • Up to 15 users
  • Unlimited tasks
  • List & Board views

Pros & Cons

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Square Payroll

Pros

  • Highly visual and intuitive
  • Powerful automation
  • 200+ integrations
  • Great mobile apps

Cons

  • Can get expensive for larger teams
  • Free plan limited to 2 users
  • Learning curve for advanced features
A

Timesheets.com

Pros

  • Excellent task dependencies
  • Free plan supports 15 users
  • Strong reporting features
  • Great for enterprise teams

Cons

  • Higher starting price
  • Less visual than Monday.com
  • Fewer integrations

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