In a strategic move to meet the demands of a rapidly evolving workforce, Insperity, Inc., a leading provider of HR and business performance solutions, has partnered with Wingspan, the first modern payments platform designed specifically for independent contractors. The collaboration has led to the launch of Insperity Contractor Management powered by Wingspan, an integrated platform that streamlines the entire contractor lifecycle—from onboarding and TIN verification to payments and 1099 tax compliance.
Built for growing businesses that rely on 1099 talent, the platform enables Insperity’s clients to manage independent contractors efficiently through a centralized, feature-rich experience that eliminates manual processes. It provides automation for onboarding, payment processing, and tax reporting, enhancing both operational efficiency and compliance.
“The workforce is evolving, and our clients need solutions that evolve with it,” said Kathy Johnson, Executive Vice President of Strategic Development at Insperity. “We’re not just responding to the rise of 1099 workers, we’re leading the way in how businesses manage this shift… This partnership strengthens our ability to help them navigate complexity with confidence.”
The platform also enhances the experience for contractors by offering fast, flexible payout options—such as ACH, debit, and instant transfer—along with real-time payment visibility and access to optional insurance and financial tools.
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“Contract work is the backbone of our economy, with one in three American workers earning 1099 income in the past year,” said Anthony Mironov, Co-founder and CEO of Wingspan. “We are proud to partner with Insperity so that its clients can manage 1099 workers as seamlessly as they handle W-2 employees.”
Designed with client-specific needs in mind, Insperity Contractor Management supports both individual and bulk onboarding, automated W-9 collection, and error-free 1099 reporting—from generation through correction and filing.
In addition to this platform, Wingspan is extending its reach with Wingspan Embed, a customizable white-label solution that allows HCM and HR platforms to incorporate contractor management tools directly into their systems using pre-built UI components.
This partnership marks a significant step forward in empowering businesses to adapt to the growing flexible workforce, with a robust solution that enhances compliance, reduces administrative burden, and supports contractor satisfaction.
