Insperity Partners with Wingspan to Launch First Contractor Management Solution, Enabling Seamless Onboarding and Payments for 1099 Workers

Insperity Contractor Management powered by Wingspan automates the entire contractor engagement lifecycle 

NEW YORK, July 22, 2025 /PRNewswire/ -- Wingspan, the first modern payments platform purpose-built for independent contractors, today announced a new strategic partnership with Insperity, Inc. (NYSE: NSP), a leading national provider of human resources and business performance solutions. The new solution, Insperity Contractor Management powered by Wingspan, is an all-in-one contractor management platform. With this launch, Insperity can help its clients facilitate the entire contractor engagement lifecycle – from onboarding and TIN verification to payments and 1099 tax reporting compliance – with a single, seamless experience. Insperity clients will be able to manage 1099 contractors in an easy-to-use, feature-rich platform.

"The workforce is evolving, and our clients need solutions that evolve with it," said Kathy Johnson, Insperity executive vice president of strategic development. "We're not just responding to the rise of 1099 workers, we're leading the way in how businesses manage this shift. Our goal has always been to deliver premium experience to our clients. This partnership strengthens our ability to help them navigate complexity with confidence, while delivering a streamlined contractor management experience that reflects Insperity's values of care, innovation and unwavering support."

By partnering with Wingspan, innovative HR platforms like Insperity are creating a central hub for any organization managing a modern, flexible workforce. Insperity Contractor Management powered by Wingspan is purpose-built for growing companies that use 1099 talent but don't want to rely on manual workflows to manage them.

Currently, Insperity clients engage with independent contractors frequently with numbers anticipated to increase in the coming years. Wingspan's platform brings embedded onboarding, automated payments, and 1099 tax reporting compliance into one powerful system, combining smart automation and service-backed support to create a seamless experience for both companies and contractors.

"Contract work is the backbone of our economy, with one in three American workers earning 1099 income in the past year. The massive shift toward a flexible workforce is well underway," said Wingspan co-founder and CEO Anthony Mironov. "The launch of Insperity Contractor Management powered by Wingspan is a testament to Insperity's commitment to innovation and forward thinking. We are proud to partner with Insperity so that its clients can manage 1099 workers as seamlessly as they handle W-2 employees."

Insperity Contractor Management powered by Wingspan was developed to meet the specific needs of existing clients. With this platform, Insperity clients can onboard contractors individually or in bulk – with W-9 collection and TIN verification– and automate the 1099 tax reporting compliance process from creation to correction and filing, saving valuable time. Additionally, the platform benefits contractors as they will gain access to rapid, flexible payout options (ACH, debit, instant transfer), real-time visibility into payment status, and optional insurance products and financial features.

HCM and HR platforms that want to extend their solutions to the broader contractor audience can partner with Wingspan to build a white-label solution or directly integrate using Wingspan's modular pre-built UI components. This new offering, Wingspan Embed, is customizable and scalable. 

To learn more about Wingspan Embed, visit https://www.wingspan.app/embedded-finance.

About Wingspan
With 12x growth in contractors served and over $3B in total payments made, Wingspan is on a mission to make flexible work effortless. As the first payroll platform for independent contractors, Wingspan provides platforms and their customers with the tools to efficiently and effectively manage contractors at scale – ensuring timely payments, access to optional insurance products and simplified onboarding. Wingspan was founded by Anthony Mironov and Greg Franczyk, whose backgrounds in financial services, small business payroll and benefits, and platform engineering gave them the tools to reinvent how companies support the way people work now. Learn more at https://www.wingspan.app/.

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SOURCE Wingspan