Subj : Square Payroll review To : All From : TechnologyDaily Date : Wed Sep 17 2025 05:15:08 Square Payroll review Date: Wed, 17 Sep 2025 03:48:05 +0000 Description: From the makers of one of the most popular POS systems out there comes a small-scale HR and payroll platform. FULL STORY ====================================================================== Square might be best known for its point-of-sale (POS) solutions that help small businesses manage payments, inventory and customer interactions, but the California software maker (co-founded by Twitter co-founder Jack Dorsey in 2009) has now gone on to make more business software solutions. These days, Square offers everything from scheduling and team communications to banking and invoicing. Square Payroll is another extension of the companys strategy, for simplifying wage payments, tax compliance and contractor management, and again, its designed for small and medium-sized businesses (SMBs). Businesses already using Square POS or the Square Team app can quickly sync things like employee time cards, tips and hours, and it covers both W-2 employees and 1099 contractors in the US, making it a versatile option for an array of businesses. The platform isnt without its drawbacks, though. Advanced HR tools are limited, so if youre a bigger company with more demanding needs, it could be time to look elsewhere. Our guide to the best payroll software Square Payroll: Plans and pricing Depending on how you run your business and how your staffing looks, you have two routes to go down with Square Payroll. If youre running a contractor-only payroll, you pay $6 per month per person paid, but if youre a full-service payroll with people on the books too, youll need to pay $35 per month for the account plus an extra $6 per month per person paid. Its not quite as simple as that, though, because the full-service payroll package does add some things that the contractor-only plan doesnt get, including automatic payroll, off-cycle payments, multiple pay rates, next-day direct deposit and more. The contractor-only plan also lacks scheduling (for up to 10 days ahead) and tip tracking and importing. Given that the two plans cost the same per person paid, the fact that the fuller package only costs an additional $35 per month shouldnt end up being too costly for medium-sized companies and above, but smaller companies with just a handful of workers will notice the difference that $35 makes. (Image credit: Square) Square Payroll: Features Square Payrolls core payroll functions include unlimited payroll runs, direct deposits, automated calculations and W-2/1099-NEC filings. Besides that, you can automatically import timecards and direct tips from Square POS or the Square Team app, which is really handy if youre already in the Square ecosystem and are looking to support your staff with even more management software. Users can create schedules on the app and monitor labor costs across teams, which gives you some sort of visibility into staffing. Workers benefits will also sync with Square Payroll, including health insurance and retirement plans, and integration with QuickBooks Online keeps bookkeeping in order across the two platforms with a nifty link that means you wont need to be inputting the data twice across two different apps. (Image credit: Square) Square Payroll: Ease of use If youre already familiar with Squares other solutions, then youll know just how easy they are to use. The interface is very simple, with an easy-to-read black font on a white background. Its very no-frills, but thats great in what can be a fairly complex system. The seamless integration with other Square tools makes it simple to manage things across the board, but on that note, Square is lacking in some more powerful solutions. Think of it as a great support for smaller businesses, like restaurants and cafs, but maybe not as a catch-all solution for multi-location sites with complex needs. Because of its simplicity, theres no real learning curve apart from getting familiar with payroll processes in general. Onboarding options exist, but some have noted that the initial setup can sometimes feel a bit mot complex. Staff can access what they need to from a mobile app, too, which adds to the convenience. (Image credit: Square) Square Payroll: Support Square is a relatively easy company to get hold of, with payroll specialists available during working hours on weekdays to answer queries. Thats on top of the customized onboard and initial setup, as well as support for those who want to migrate from other payroll solutions. On the whole, responses appear to be prompt and helpful. Email support promises responses in 24-48 hours, but theres the option to call customer support or sales, or speak online with the live chat. As youd expect, theres also a pretty extensive knowledge base available for those who might be able to triage issues themselves. (Image credit: Square) Square Payroll: Final verdict Smaller and some mid-sized businesses will benefit from Square Payroll, but those who have already invested in the Square ecosystem will get the biggest benefits. Square Payroll supports both on-the-books workers and contractors, and its transparent pricing strategy removes any nasty surprises. Real-time cost and staffing visibility is a welcome addition, and you can also link in with third-party services via integrations to further boost functionality. However, compared with other payroll software services, Square Payroll can feel a little behind. It lacks more detailed customer needs that mean it might not be the best solution for larger businesses. Still, the affordable pricing and features that are included mean its a worthwhile solution for startups and those with just a few workers, as it can cost a lot less than many others. Remember, though, that Square Payroll isnt necessarily aiming to compete with full-scale HR services, hence its a user-friendly system for its target market. In short, Square Payroll is a powerful, efficient option for small businesses that prioritize value, ease of use, and interoperability with the rest of Squares suite. ====================================================================== Link to news story: https://www.techradar.com/pro/square-payroll-review --- Mystic BBS v1.12 A49 (Linux/64) * Origin: tqwNet Technology News (1337:1/100) .