Wingspan
“Can a contractor payroll platform become the embedded infrastructure layer that every HCM, PEO, and payroll platform uses to serve the 1099 workforce?”
Founded in 2019 as a direct contractor payroll platform, Wingspan built end-to-end lifecycle management — onboarding, payments, 1099 compliance, and banking — specifically for 1099 workers at a time when traditional HR platforms were W-2 centric. By 2023 it added a BaaS layer via Lead Bank (Visa debit cards, instant payouts) and deepened its infrastructure with Modern Treasury for ledger and payment automation. In 2025 the company made its most significant pivot: launching Wingspan Embed, repositioning from a direct SaaS tool to an embedded infrastructure provider for HCM, PEO, and payroll platforms that want to serve contractor workforces — monetizing as B2B2C infrastructure rather than solely as an end-employer tool.