Flexible Workforce Management
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Wingspan Raises $24M Series B to Scale Embedded Contractor Management and Capture $1.4T Market
Prnewswire· 2025-07-29 13:00
Wingspan is on a mission to make contract work effortless for everyone. In less than three years, the company expanded its customer base by 200%, increased average ACV by 5x, supported 12x more contractors, and processed $3B+ in payments. Wingspan's rapid adoption across various industries signals that businesses are urgently seeking infrastructure to manage this workforce transformation. "From day one, we knew the real problem existed at the intersection of company and contractor. We strategically started ...
Insperity Partners with Wingspan to Launch First Contractor Management Solution, Enabling Seamless Onboarding and Payments for 1099 Workers
Prnewswire· 2025-07-22 13:00
Core Insights - Insperity has launched a new contractor management platform powered by Wingspan, designed to streamline the entire contractor engagement lifecycle, including onboarding, payments, and tax reporting compliance [1][4] - The partnership aims to address the growing trend of 1099 workers, with Insperity positioning itself as a leader in managing this shift in the workforce [2][4] - The platform offers features such as automated payments, real-time payment status visibility, and flexible payout options for contractors, enhancing the overall experience for both companies and contractors [3][4] Company Overview - Insperity is a leading provider of human resources and business performance solutions, focusing on delivering premium experiences to clients navigating the complexities of contractor management [2] - Wingspan has experienced significant growth, serving 12 times more contractors and facilitating over $3 billion in total payments, emphasizing its mission to make flexible work effortless [6] Industry Context - The contractor workforce is rapidly evolving, with one in three American workers earning 1099 income in the past year, indicating a substantial shift towards a flexible workforce [4] - The new platform is tailored for growing companies that utilize 1099 talent and seek to eliminate manual workflows in contractor management [2][3]