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.
Toggl Track
Toggl Track is a flexible time tracking software that helps you monitor billable hours, manage team productivity, and generate detailed reports across web, desktop, and mobile platforms.
Quick Comparison
| Feature | Square Payroll | Toggl Track |
|---|---|---|
| Website | squareup.com | toggl.com |
| Pricing Model | Subscription | Freemium |
| Starting Price | Free | Free |
| FREE Trial | ✘ No free trial | ✓ 30 days free trial |
| Free Plan | ✘ No free plan | ✓ Has free plan |
| Product Demo | ✓ Request demo here | ✓ Request demo here |
| Deployment | ||
| Integrations | ||
| Target Users | ||
| Target Industries | ||
| Customer Count | 0 | 0 |
| Founded Year | 2009 | 2006 |
| Headquarters | San Francisco, USA | Tallinn, Estonia |
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.
Toggl Track
Toggl Track is a versatile time tracking tool designed to help you stay on top of your work hours without the friction of complex spreadsheets. You can start a timer with a single click across your browser, phone, or desktop, ensuring every billable minute is accounted for. It eliminates the guesswork of manual entry by providing automated tracking features and reminders that keep your data accurate and your team synchronized.
You can organize your time by project, client, or task to gain clear insights into where your day goes. The platform generates visual reports that make it easy to share progress with clients or analyze internal profitability. Whether you are a freelancer looking to simplify invoicing or a large agency managing hundreds of employees, you can scale your tracking needs with ease while maintaining a high level of transparency across all your operations.
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.
Toggl Track Features
- One-Click Timers. Start and stop tracking your tasks with a single click across all your devices to ensure seamless data capture.
- Automated Tracking. Trigger the timer based on the applications you use so you never forget to log hours for specific projects.
- Reporting Dashboard. Create colorful, exportable reports to visualize your team's progress and share professional time summaries with your clients.
- Project Estimates. Set time estimates for your projects and receive alerts when you are close to reaching your budgeted hours.
- Idle Detection. Get notified when you've been away from your computer so you can decide whether to keep or discard inactive time.
- Billable Rates. Assign specific hourly rates to your projects and team members to calculate your earnings and project costs automatically.
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
Toggl Track Pricing
- Unlimited time tracking
- Unlimited projects and clients
- Exportable reports
- Automated triggers
- Idle detection
- Pomodoro timer
- Everything in Free, plus:
- Billable rates
- Project time estimates
- Tasks (sub-projects)
- Pre-populated project templates
- Calendar integrations
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
Toggl Track
Pros
- Extremely simple interface requires almost no training
- Browser extension integrates timers into other tools
- Reliable sync between mobile and desktop apps
- Generous free version for freelancers and small teams
Cons
- Reporting filters can feel limited on lower tiers
- Manual time entry can be tedious if forgotten
- Pricing is higher than some basic competitors