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.
WebWork Tracker
WebWork Tracker is a comprehensive time tracking and employee monitoring software designed to help you boost productivity through automated screenshots, activity tracking, and detailed work reports.
Quick Comparison
| Feature | Square Payroll | WebWork Tracker |
|---|---|---|
| Website | squareup.com | webwork-tracker.com |
| Pricing Model | Subscription | Subscription |
| Starting Price | Free | $4.99/month |
| FREE Trial | ✘ No free trial | ✓ 14 days free trial |
| Free Plan | ✘ No free plan | ✘ No free plan |
| Product Demo | ✓ Request demo here | ✓ Request demo here |
| Deployment | ||
| Integrations | ||
| Target Users | ||
| Target Industries | ||
| Customer Count | 0 | 0 |
| Founded Year | 2009 | 2015 |
| Headquarters | San Francisco, USA | Yerevan, Armenia |
Overview
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.
WebWork Tracker
WebWork Tracker helps you gain full visibility into how your team spends their work hours. You can automate time tracking across desktop, web, and mobile platforms, eliminating the need for manual spreadsheets. The software captures screenshots at set intervals and monitors active versus idle time, giving you a clear picture of daily productivity levels without constant check-ins.
You can manage projects more effectively by assigning tasks directly within the app and tracking the exact time spent on each. It also simplifies your financial workflow by generating automated invoices based on tracked hours and custom hourly rates. Whether you lead a remote team or manage an office, you can use these insights to optimize workflows and ensure everyone stays on track.
Overview
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.
WebWork Tracker Features
- Automated Screenshots. Capture random screenshots of your team's screens to verify work progress and maintain accountability throughout the day.
- Activity Level Tracking. Monitor mouse and keyboard activity to identify high-productivity periods and distinguish between active and idle time.
- App and Web Usage. See exactly which applications and websites your team visits during work hours to identify potential distractions.
- Real-time Monitoring. Check who is currently online and which specific task they are working on right now from your dashboard.
- Automated Invoicing. Generate professional invoices automatically based on tracked billable hours and send them directly to your clients.
- Geofence Tracking. Track the location of your mobile workforce and automatically start the timer when they enter a specific job site.
Pricing Comparison
Square Payroll Pricing
- $5 per person paid monthly
- No monthly base fee
- Direct deposit included
- 1099-NEC generation and filing
- Self-service contractor account
- Everything in Contractor plan, plus:
- $6 per person paid monthly
- Full-service tax filings
- Time card and POS integration
- Health insurance and 401(k) access
- Live phone and chat support
WebWork Tracker Pricing
- Time tracking with screenshots
- Activity level monitoring
- App and web usage tracking
- Task management tools
- 24/7 Customer support
- Detailed productivity reports
- Everything in Basic, plus:
- Custom deployment options
- Dedicated account manager
- Custom feature development
- Priority technical support
- Volume-based pricing discounts
Pros & Cons
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
WebWork Tracker
Pros
- Very affordable pricing compared to major competitors
- Easy to set up and start tracking immediately
- Detailed reporting makes client billing much faster
- Mobile app works well for field employees
Cons
- Screenshot feature may feel intrusive to some employees
- Interface feels slightly dated compared to newer tools
- Occasional sync delays with the desktop application