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

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Insperity (NYSE:NSP) has partnered with Wingspan to launch Insperity Contractor Management, a comprehensive platform designed to streamline the management of 1099 contractors. The solution automates the entire contractor engagement lifecycle, including onboarding, TIN verification, payments, and tax reporting compliance.

The platform offers key features including bulk contractor onboarding, automated W-9 collection, TIN verification, and 1099 tax reporting compliance. Contractors benefit from multiple payment options including ACH and instant transfers, real-time payment tracking, and access to insurance products and financial features.

Insperity (NYSE:NSP) ha collaborato con Wingspan per lanciare Insperity Contractor Management, una piattaforma completa progettata per semplificare la gestione dei collaboratori 1099. La soluzione automatizza l'intero ciclo di vita dell'ingaggio dei collaboratori, inclusi l'onboarding, la verifica del TIN, i pagamenti e la conformità alla dichiarazione fiscale.

La piattaforma offre funzionalità chiave come l'onboarding di più collaboratori contemporaneamente, la raccolta automatica del modulo W-9, la verifica del TIN e la conformità alla dichiarazione fiscale 1099. I collaboratori possono usufruire di diverse opzioni di pagamento, tra cui ACH e trasferimenti istantanei, monitoraggio dei pagamenti in tempo reale e accesso a prodotti assicurativi e servizi finanziari.

Insperity (NYSE:NSP) se ha asociado con Wingspan para lanzar Insperity Contractor Management, una plataforma integral diseñada para optimizar la gestión de contratistas 1099. La solución automatiza todo el ciclo de vida del compromiso con los contratistas, incluyendo la incorporación, la verificación del TIN, los pagos y el cumplimiento de los informes fiscales.

La plataforma ofrece funciones clave como la incorporación masiva de contratistas, la recopilación automática del formulario W-9, la verificación del TIN y el cumplimiento en la presentación de informes fiscales 1099. Los contratistas se benefician de múltiples opciones de pago, incluyendo ACH y transferencias instantáneas, seguimiento de pagos en tiempo real y acceso a productos de seguros y funciones financieras.

Insperity (NYSE:NSP)는 Wingspan과 협력하여 Insperity Contractor Management를 출시했습니다. 이 종합 플랫폼은 1099 계약자 관리를 간소화하도록 설계되었습니다. 이 솔루션은 계약자 참여의 전체 라이프사이클을 자동화하며, 온보딩, TIN 검증, 결제 및 세금 신고 준수를 포함합니다.

플랫폼은 대량 계약자 온보딩, 자동 W-9 수집, TIN 검증, 1099 세금 신고 준수 등 주요 기능을 제공합니다. 계약자는 ACH 및 즉시 이체를 포함한 다양한 결제 옵션, 실시간 결제 추적, 보험 상품 및 금융 기능에 접근할 수 있습니다.

Insperity (NYSE:NSP) s'est associé à Wingspan pour lancer Insperity Contractor Management, une plateforme complète conçue pour simplifier la gestion des contractants 1099. La solution automatise l'ensemble du cycle de vie de l'engagement des contractants, y compris l'intégration, la vérification du TIN, les paiements et la conformité aux déclarations fiscales.

La plateforme propose des fonctionnalités clés telles que l'intégration en masse des contractants, la collecte automatisée des formulaires W-9, la vérification du TIN et la conformité à la déclaration fiscale 1099. Les contractants bénéficient de plusieurs options de paiement, notamment ACH et les transferts instantanés, du suivi des paiements en temps réel, ainsi que d'un accès à des produits d'assurance et des services financiers.

Insperity (NYSE:NSP) hat sich mit Wingspan zusammengeschlossen, um Insperity Contractor Management zu starten, eine umfassende Plattform zur Optimierung der Verwaltung von 1099-Auftragnehmern. Die Lösung automatisiert den gesamten Lebenszyklus der Auftragnehmerbindung, einschließlich Onboarding, TIN-Überprüfung, Zahlungen und Einhaltung der Steuerberichterstattung.

Die Plattform bietet wichtige Funktionen wie die Massen-Onboarding von Auftragnehmern, automatisierte W-9-Erfassung, TIN-Überprüfung und Einhaltung der 1099-Steuerberichterstattung. Auftragnehmer profitieren von mehreren Zahlungsoptionen, darunter ACH und Sofortüberweisungen, Echtzeit-Zahlungsverfolgung sowie Zugang zu Versicherungsprodukten und finanziellen Dienstleistungen.

Positive
  • Strategic partnership with Wingspan expands Insperity's service offerings into contractor management
  • Platform automates and streamlines entire contractor lifecycle management, reducing administrative burden
  • Addresses growing market need with one in three American workers earning 1099 income
Negative
  • None.

Insights

Insperity's new contractor management platform addresses a growing market need, potentially creating a significant new revenue stream.

Insperity's strategic partnership with Wingspan represents a meaningful expansion into the contractor management space, addressing a critical gap in their service offering. The timing is strategic, as one in three American workers earned 1099 income in the past year, highlighting the significant market opportunity.

This new platform solves several pain points for businesses managing independent contractors: complex onboarding, payment processing, and 1099 tax compliance. By automating these workflows, Insperity is positioning itself to capture value from the growing contingent workforce trend while strengthening client retention through expanded service offerings.

The platform's comprehensive feature set—including TIN verification, automated payments, and tax reporting compliance—addresses the compliance challenges that often create friction in contractor management. For Insperity, this partnership requires minimal capital investment while potentially generating subscription revenue from existing clients who already engage contractors "frequently with numbers anticipated to increase."

Strategically, this move enables Insperity to serve clients with blended workforces (W-2 and 1099) through a unified solution, increasing their value proposition in the HR solutions market. The partnership aligns with broader workforce trends toward flexibility and offers Insperity a competitive edge against HR platforms that lack robust contractor management capabilities.

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/.

Cision View original content to download multimedia:https://www.prnewswire.com/news-releases/insperity-partners-with-wingspan-to-launch-first-contractor-management-solution-enabling-seamless-onboarding-and-payments-for-1099-workers-302510685.html

SOURCE Wingspan

FAQ

What is Insperity Contractor Management powered by Wingspan?

It's an all-in-one platform that automates contractor management, including onboarding, TIN verification, payments, and 1099 tax reporting compliance for Insperity clients.

What features does Insperity's (NYSE:NSP) new contractor management platform offer?

The platform offers bulk contractor onboarding, automated W-9 collection, TIN verification, automated payments, and 1099 tax reporting compliance. Contractors get access to multiple payment options and financial features.

How will contractors benefit from Insperity's new management platform?

Contractors will receive rapid and flexible payout options (ACH, debit, instant transfer), real-time payment status visibility, and access to optional insurance products and financial features.

Why did Insperity (NSP) launch a contractor management solution in 2025?

Insperity launched the solution to address the evolving workforce needs, noting that one in three American workers earn 1099 income, and to help clients manage the increasing shift toward flexible workforce arrangements.
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