Square vs When I Work

Headquartered in San Francisco, Square was founded in 2009 by Jack Dorsey and Jim McKelvey. Initially focused on POS systems, the company has expanded into other industries, including payroll solutions. In 2022, Square garnered significant recognition, earning the ISO 27001 certification for robust information security practices. The company excels in delivering user-friendly payroll solutions tailored for small to midsize businesses, featuring seamless integration, time tracking, and mobile accessibility to streamline payroll management efficiently.

Square's appeal in the payroll management industry is bolstered by a transparent pricing model, nationwide coverage, and seamless integrations with third-party applications. The emphasis on security and innovation, reflected in the ISO certification and continuous improvements, underscores Square's commitment to providing reliable solutions.

Despite varying user experiences, Square remains dedicated to simplifying payroll processes and ensuring compliance. While acknowledging limitations, such as the absence of a free trial and specific employee-type support, Square's adaptability, transparency, and customer-centric approach make it a reliable choice in the business technology landscape.

When I Work is a software company that specializes in workforce management. Founded in 2010 and based in Minneapolis, Minnesota, they serve companies of all sizes worldwide across various industries. They focus on providing employee scheduling and time-tracking software that can be integrated into top payroll service solutions like ADP and Gusto to give clients a comprehensive overall package. Their employee scheduling services include payroll processing, team messaging features, and turning any device into a full-featured time clock and attendance tracker. Recently, they have introduced native payroll processing capabilities for small businesses, which provide a complete employee management solution. Their new payroll service includes payroll processing, paid time off (PTO) management, multiple location support, and streamlining payroll reporting by automating the process, among other things. Although they are recognized and well-regarded by their industry and clients for their employee scheduling software and app, they are not yet acclaimed for their payroll services. They do not have an accreditation from the Better Business Bureau (BBB) nor receive any reviews or complaints, but they hold an A+ rating.