Pros
- Contractors-only plan has no base fee
- Seamless integration Square and third-party products
- Migrate data from previous software for free
Cons
- No trial period
- Limited types of earnings
- Report options are limited
Overview
Square, well-known for its payment-processing tools, has been providing an online payroll service since 2015. Square’s payroll service covers essential features to facilitate seamless tax filing with state and federal agencies, as well as efficient processing of employee and contractor payments. Additionally, it offers advantageous features like time tracking and benefits administration, making it particularly compatible for businesses with hourly workers.

Products and Services
Square Payroll proves to offer seamless integration with other Square products and third-party applications, ensuring a cohesive experience across different platforms. Compatible with both Android and iOS devices, you can conveniently manage your payroll anytime and anywhere. If you are already utilizing other Square applications, particularly Square Point of Sale (POS), Square Payroll seamlessly incorporates into your labor management and sales ecosystem. While it can be used as a standalone application, its true efficiency is realized when used in combination with other Square solutions.
Square Payroll has all the core features for payroll administration, covering everything from initial setup to payroll processing, accurate management of payroll taxes, and comprehensive reporting. While the service is particularly beneficial for businesses that employ hourly workers, it also supports the inclusion of salaried employees in pay runs. Therefore, regardless of your staffing structure, Square Payroll can help you with your payroll needs.
Overview
Square, well-known for its payment-processing tools, has been providing an online payroll service since 2015. Square’s payroll service covers essential features to facilitate seamless tax filing with state and federal agencies, as well as efficient processing of employee and contractor payments. Additionally, it offers advantageous features like time tracking and benefits administration, making it particularly compatible for businesses with hourly workers.

Products and Services
Square Payroll proves to offer seamless integration with other Square products and third-party applications, ensuring a cohesive experience across different platforms. Compatible with both Android and iOS devices, you can conveniently manage your payroll anytime and anywhere. If you are already utilizing other Square applications, particularly Square Point of Sale (POS), Square Payroll seamlessly incorporates into your labor management and sales ecosystem. While it can be used as a standalone application, its true efficiency is realized when used in combination with other Square solutions.
Square Payroll has all the core features for payroll administration, covering everything from initial setup to payroll processing, accurate management of payroll taxes, and comprehensive reporting. While the service is particularly beneficial for businesses that employ hourly workers, it also supports the inclusion of salaried employees in pay runs. Therefore, regardless of your staffing structure, Square Payroll can help you with your payroll needs.
Square Payroll Features
Square Payroll is a comprehensive payroll solution that offers services to assist in calculating payments for both employees and contractors, while also automating tax filings. This robust payroll software comes equipped with a set of features designed to streamline the entire payroll process. With Square Payroll, you can easily track work hours for both contractors and employees, accurately calculate fees, including bonuses and deductions, process salary payments, settle invoices, and ensure tax compliance by facilitating tax filing procedures.
Square Payroll differentiates itself through its transparent and affordable pricing structure, as well as its contractor-only plan that eliminates the need for a base fee. Square Payroll differentiates itself through its transparent and affordable pricing structure, as well as its contractor-only plan that eliminates the need for a base fee. With Square’s On-Demand Pay feature, employees have the ability to request up to 50% of their earnings before the scheduled payday, providing them with greater financial flexibility.
Onboarding
Upon providing your business’s size, location, and contact information, Square will prompt you to submit employee records and tax details before linking your bank account. You can effortlessly generate profiles for new employees, which include their names, email addresses, job titles, hire dates, and compensation particulars. Subsequently, each employee can independently input their bank information, W-4 details, and other relevant information, such as addresses and anniversary dates.
Tax Support
Square Payroll takes compliance with state taxes and withholdings seriously, ensuring a smooth payroll process without any potential future problems with government agencies. The service accurately calculates federal, state, or local taxes for both employees and contractors. Square Payroll goes the extra mile by handling the generation, filing, and transmission of essential forms like 1099 and W-2 on your behalf. Additionally, employees have the convenience of downloading and signing tax forms and accessing their pay stubs directly on their mobile devices.
Compliance
With Square Payroll, you can focus on your business operations without worrying about tax-related issues or facing penalties for noncompliance. Whenever Square runs payroll, it automatically calculates and withholds the necessary payroll taxes, promptly sending them to the appropriate federal and state agencies. Square stays vigilant in keeping up-to-date with ever-changing taxation laws, guaranteeing that your business remains fully compliant with all relevant regulations.
Benefits Administration
Square Payroll offers the option to address your employees’ benefit requirements through its partnership with Guideline 401(k), AP Intego, and SimplyInsured. By availing this service for an additional fee, you can effortlessly synchronize all the essential benefits your workers deserve, eliminating the need for manual tracking.
Analytics
Square Payroll offers the convenience of downloading comprehensive reports that include paycheck details, employee earnings, pay stubs, and overall company totals. However, it’s important to note that the download feature is limited to computers. Users can customize these reports by filtering according to pay date and specific team members. Unfortunately, more extensive customization options beyond these features are not available.
On-Demand Pay
Square Payroll’s On-Demand Pay feature offers your employees the convenience of accessing their earnings ahead of the scheduled payday. With this feature, employees can request early access to their earnings, allowing them to receive up to $200 during each pay period. Depending on where they are based, employees have the flexibility to transfer the requested funds to either their Cash App or linked bank account. Cash App transfer is free of charge, while bank account transfer incurs a fee of 1.75% of the amount.
With On-Demand Pay, the amount requested by the worker is automatically deducted from their future earnings, eliminating the need to manually edit their payroll settings to accommodate these withdrawals.
Employee Management
Square Payroll’s Square Team app is a powerful tool designed to streamline employee management and simplify the payroll process. With this app, your team members can set up online accounts, giving them the ability to easily update their personal information, complete and submit W-4 forms, manage pay stubs, and control their bank account details. They can also access their tax information conveniently.
For managers, the app offers the functionality to create and share work schedules, fostering effective communication within the team. Furthermore, employees and contractors can use the app to clock in and out, allowing for precise tracking of their work hours.
Pricing
Square offers a pricing structure for its payroll service that starts at $35 per month for paying both W-2 employees and contractors. There is an extra charge of $6 per worker per month. It’s worth noting that Square Payroll does not provide a free trial.
For businesses primarily working with contractors, Square Payroll also offers a contractor-only option at a rate of $6 per contractor per month, without any base fee. This option can be particularly advantageous for startups or businesses that have a limited number of employees or primarily rely on contractors.
One of the benefits of using Square Payroll is that it does not require long-term contracts. Square Payroll offers the ability for businesses to pause their subscriptions. This feature is particularly advantageous for seasonal businesses or those with fluctuating payroll needs. Square Payroll also takes responsibility for any errors on their part. In the event that you incur liability due to an error made by Square Payroll, they promise to correct the issue and pay associated penalties.
Square Payroll Features
Square Payroll is a comprehensive payroll solution that offers services to assist in calculating payments for both employees and contractors, while also automating tax filings. This robust payroll software comes equipped with a set of features designed to streamline the entire payroll process. With Square Payroll, you can easily track work hours for both contractors and employees, accurately calculate fees, including bonuses and deductions, process salary payments, settle invoices, and ensure tax compliance by facilitating tax filing procedures.
Square Payroll differentiates itself through its transparent and affordable pricing structure, as well as its contractor-only plan that eliminates the need for a base fee. Square Payroll differentiates itself through its transparent and affordable pricing structure, as well as its contractor-only plan that eliminates the need for a base fee. With Square’s On-Demand Pay feature, employees have the ability to request up to 50% of their earnings before the scheduled payday, providing them with greater financial flexibility.
Onboarding
Upon providing your business’s size, location, and contact information, Square will prompt you to submit employee records and tax details before linking your bank account. You can effortlessly generate profiles for new employees, which include their names, email addresses, job titles, hire dates, and compensation particulars. Subsequently, each employee can independently input their bank information, W-4 details, and other relevant information, such as addresses and anniversary dates.
Tax Support
Square Payroll takes compliance with state taxes and withholdings seriously, ensuring a smooth payroll process without any potential future problems with government agencies. The service accurately calculates federal, state, or local taxes for both employees and contractors. Square Payroll goes the extra mile by handling the generation, filing, and transmission of essential forms like 1099 and W-2 on your behalf. Additionally, employees have the convenience of downloading and signing tax forms and accessing their pay stubs directly on their mobile devices.
Compliance
With Square Payroll, you can focus on your business operations without worrying about tax-related issues or facing penalties for noncompliance. Whenever Square runs payroll, it automatically calculates and withholds the necessary payroll taxes, promptly sending them to the appropriate federal and state agencies. Square stays vigilant in keeping up-to-date with ever-changing taxation laws, guaranteeing that your business remains fully compliant with all relevant regulations.
Benefits Administration
Square Payroll offers the option to address your employees’ benefit requirements through its partnership with Guideline 401(k), AP Intego, and SimplyInsured. By availing this service for an additional fee, you can effortlessly synchronize all the essential benefits your workers deserve, eliminating the need for manual tracking.
Analytics
Square Payroll offers the convenience of downloading comprehensive reports that include paycheck details, employee earnings, pay stubs, and overall company totals. However, it’s important to note that the download feature is limited to computers. Users can customize these reports by filtering according to pay date and specific team members. Unfortunately, more extensive customization options beyond these features are not available.
On-Demand Pay
Square Payroll’s On-Demand Pay feature offers your employees the convenience of accessing their earnings ahead of the scheduled payday. With this feature, employees can request early access to their earnings, allowing them to receive up to $200 during each pay period. Depending on where they are based, employees have the flexibility to transfer the requested funds to either their Cash App or linked bank account. Cash App transfer is free of charge, while bank account transfer incurs a fee of 1.75% of the amount.
With On-Demand Pay, the amount requested by the worker is automatically deducted from their future earnings, eliminating the need to manually edit their payroll settings to accommodate these withdrawals.
Employee Management
Square Payroll’s Square Team app is a powerful tool designed to streamline employee management and simplify the payroll process. With this app, your team members can set up online accounts, giving them the ability to easily update their personal information, complete and submit W-4 forms, manage pay stubs, and control their bank account details. They can also access their tax information conveniently.
For managers, the app offers the functionality to create and share work schedules, fostering effective communication within the team. Furthermore, employees and contractors can use the app to clock in and out, allowing for precise tracking of their work hours.
Pricing
Square offers a pricing structure for its payroll service that starts at $35 per month for paying both W-2 employees and contractors. There is an extra charge of $6 per worker per month. It’s worth noting that Square Payroll does not provide a free trial.
For businesses primarily working with contractors, Square Payroll also offers a contractor-only option at a rate of $6 per contractor per month, without any base fee. This option can be particularly advantageous for startups or businesses that have a limited number of employees or primarily rely on contractors.
One of the benefits of using Square Payroll is that it does not require long-term contracts. Square Payroll offers the ability for businesses to pause their subscriptions. This feature is particularly advantageous for seasonal businesses or those with fluctuating payroll needs. Square Payroll also takes responsibility for any errors on their part. In the event that you incur liability due to an error made by Square Payroll, they promise to correct the issue and pay associated penalties.
Customer Support
Square Payroll offers various avenues for support and assistance. Square Payroll’s service agents are available for assistance via live chat or email. You can contact them at any time between 6 a.m. and 6 p.m. Pacific time from Monday through Friday.
Final Word
Square Payroll offers a cost-effective payroll solution suitable for businesses, whether they need to compensate their regular employees or seasonal contractors. It meets the essential requirements for managing staff payments and seamlessly integrates with other Square applications. However, when compared to its competitors, it may fall short in terms of extensive features and customization options. Notably, its integration with the Team App and Square Point of Sale makes it particularly advantageous for businesses employing hourly workers.






