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.
Time Doctor
Time Doctor is a comprehensive time tracking and productivity monitoring software designed to help remote and hybrid teams improve focus and manage their workflows effectively.
Quick Comparison
| Feature | Square Payroll | Time Doctor |
|---|---|---|
| Website | squareup.com | timedoctor.com |
| Pricing Model | Subscription | Subscription |
| Starting Price | Free | $5.9/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 | 2012 |
| Headquarters | San Francisco, USA | Las Vegas, USA |
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.
Time Doctor
Time Doctor gives you a clear window into how your team spends their workday, whether they are remote, in-office, or hybrid. You can track time spent on specific projects and tasks with a single click, providing the data you need to improve focus and eliminate distractions. It goes beyond simple clock-ins by capturing screenshots, monitoring app usage, and generating detailed reports that highlight productivity trends across your entire organization.
You can use these insights to balance workloads, justify headcount, and ensure your team stays engaged without micromanaging. The platform integrates with your existing project management tools to sync data automatically, making payroll and client invoicing much faster. It scales easily from small startups to large enterprises, helping you build a culture of accountability and transparency while boosting overall team efficiency.
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.
Time Doctor Features
- Automatic Time Tracking. Start tracking time with one click or set it to run automatically when you turn on your computer.
- Distraction Alerts. Receive gentle nudges when you spend too much time on non-work sites like YouTube or social media.
- Detailed Productivity Reports. Access daily and weekly reports that show time spent on projects, clients, and specific applications.
- Optional Screen Recording. View screenshots or video recordings of work in progress to ensure tasks are being completed accurately.
- Project Management Sync. Assign time directly to tasks from tools like Asana, Trello, and Jira to keep your data organized.
- Payroll Automation. Generate automated timesheets and export them to payment platforms like PayPal or Wise for faster processing.
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
Time Doctor Pricing
- Time tracking
- Tasks and projects
- Unlimited screenshots
- Activity tracking
- 1 month of data storage
- 1 email support
- Everything in Basic, plus:
- Payroll integration
- 60+ integrations
- Daily email reports
- 6 months of data storage
- Help desk support
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
Time Doctor
Pros
- Accurate time tracking down to the second
- Seamless integration with popular project management tools
- Detailed insights into website and app usage
- Easy to set up for remote teams
- Helpful automated reminders to stay on task
Cons
- Interface can feel slightly dated for some
- Mobile app has fewer features than desktop
- Initial setup of integrations takes some time