Contingent Workforce Program Lead

About the Team OpenAI Finance is responsible for ensuring the organization is set up for success in pursuit of its mission. Within Finance, the Procurement team serves as a trusted advisor to the business, optimizing investments, securing essential resources, and enabling OpenAI’s mission through efficient and effective procurement practices. The Extended Workforce team helps OpenAI access specialized and flexible talent while creating a consistent, compliant, and high-quality experience for hiring managers, workers, vendors, and internal partners. As part of an AI-native organization, we are also rethinking how extended workforce programs should operate, using AI, automation, data, and new ways of working to reduce friction, improve decision-making, and build more scalable workforce solutions. Our goal is not simply to modernize traditional contingent workforce practices, but to help define what best-in-class extended workforce management looks like in an AI-first company. About the Role We’re looking for an experienced, hands-on Senior Manager to operate and continuously improve key elements of OpenAI’s extended workforce program. Reporting to the Head of Extended Workforce, you will be a trusted partner responsible for translating program priorities into clear plans, scalable solutions, and measurable outcomes. This is an individual contributor role with significant cross-functional ownership and influence. You will take ownership of complex workstreams, solve ambiguous operational challenges, and partner closely with our Extended Workforce Operations team, Global Compliance Lead, and cross-functional stakeholders to strengthen the systems, workflows, and partnerships that enable the program to scale globally. While operational excellence is at the heart of this role, we are equally excited about what comes next. We believe AI presents an opportunity to fundamentally rethink how extended workforce programs operate. We are looking for someone who enjoys challengin

About Flexport: At Flexport, we believe global trade can move the human race forward. That’s why it’s our mission to make global commerce so easy there will be more of it. We’re shaping the future of a $10T industry with solutions powered by innovative technology and exceptional people. Today, companies of all sizes—from emerging brands to Fortune 500s—use Flexport technology to move more than $19B of merchandise across 112 countries a year. The recent global supply chain crisis has put Flexport center stage as we continue to play a pivotal role in how goods move around the world. We are proud to have the support of the best investors in the game who believe in our mission, solutions and people. Ready to tackle global challenges that impact business, society, and the environment? Come join us. Lead the strategic HR transformation across our rapidly expanding fulfillment network, empowering our global trade mission. The opportunity: This is a pivotal opportunity to architect and scale the HR function across Flexport's growing fulfillment network. You will partner directly with Operations leadership, driving the strategic transition from a contingent to a full-time workforce. This involves building comprehensive HR capabilities from the ground up in states like New Jersey, Wisconsin, Texas, Georgia, and California. You will tackle complex challenges related to multi-state compliance, talent acquisition, employee relations, and HR program implementation, all while fostering a high-performance culture aligned with Flexport's mission to make global trade easier for everyone. You will: Develop and execute a comprehensive HR strategy tailored for Flexport's Omni (fulfillment) operations, aligning with business objectives and growth plans. Lead the strategic transition from a temporary to a full-time workforce across all fulfillment centers, including legal compliance, policy development, talent acquisition, and employee integration. Build, mentor, and manage a

About Flexport: At Flexport, we believe global trade can move the human race forward. That’s why it’s our mission to make global commerce so easy there will be more of it. We’re shaping the future of a $10T industry with solutions powered by innovative technology and exceptional people. Today, companies of all sizes—from emerging brands to Fortune 500s—use Flexport technology to move more than $19B of merchandise across 112 countries a year. The recent global supply chain crisis has put Flexport center stage as we continue to play a pivotal role in how goods move around the world. We are proud to have the support of the best investors in the game who believe in our mission, solutions and people. Ready to tackle global challenges that impact business, society, and the environment? Come join us. Lead the strategic HR transformation across our rapidly expanding fulfillment network, empowering our global trade mission. The opportunity: This is a pivotal opportunity to architect and scale the HR function across Flexport's growing fulfillment network. You will partner directly with Operations leadership, driving the strategic transition from a contingent to a full-time workforce. This involves building comprehensive HR capabilities from the ground up in states like New Jersey, Wisconsin, Texas, Georgia, and California. You will tackle complex challenges related to multi-state compliance, talent acquisition, employee relations, and HR program implementation, all while fostering a high-performance culture aligned with Flexport's mission to make global trade easier for everyone. You will: Develop and execute a comprehensive HR strategy tailored for Flexport's Omni (fulfillment) operations, aligning with business objectives and growth plans. Lead the strategic transition from a temporary to a full-time workforce across all fulfillment centers, including legal compliance, policy development, talent acquisition, and employee integration. Build, mentor, and manage a

About Flexport: At Flexport, we believe global trade can move the human race forward. That’s why it’s our mission to make global commerce so easy there will be more of it. We’re shaping the future of a $10T industry with solutions powered by innovative technology and exceptional people. Today, companies of all sizes—from emerging brands to Fortune 500s—use Flexport technology to move more than $19B of merchandise across 112 countries a year. The recent global supply chain crisis has put Flexport center stage as we continue to play a pivotal role in how goods move around the world. We are proud to have the support of the best investors in the game who believe in our mission, solutions and people. Ready to tackle global challenges that impact business, society, and the environment? Come join us. Lead the strategic HR transformation across our rapidly expanding fulfillment network, empowering our global trade mission. The opportunity: This is a pivotal opportunity to architect and scale the HR function across Flexport's growing fulfillment network. You will partner directly with Operations leadership, driving the strategic transition from a contingent to a full-time workforce. This involves building comprehensive HR capabilities from the ground up in states like New Jersey, Wisconsin, Texas, Georgia, and California. You will tackle complex challenges related to multi-state compliance, talent acquisition, employee relations, and HR program implementation, all while fostering a high-performance culture aligned with Flexport's mission to make global trade easier for everyone. You will: Develop and execute a comprehensive HR strategy tailored for Flexport's Omni (fulfillment) operations, aligning with business objectives and growth plans. Lead the strategic transition from a temporary to a full-time workforce across all fulfillment centers, including legal compliance, policy development, talent acquisition, and employee integration. Build, mentor, and manage a

About Flexport: At Flexport, we believe global trade can move the human race forward. That’s why it’s our mission to make global commerce so easy there will be more of it. We’re shaping the future of a $10T industry with solutions powered by innovative technology and exceptional people. Today, companies of all sizes—from emerging brands to Fortune 500s—use Flexport technology to move more than $19B of merchandise across 112 countries a year. The recent global supply chain crisis has put Flexport center stage as we continue to play a pivotal role in how goods move around the world. We are proud to have the support of the best investors in the game who believe in our mission, solutions and people. Ready to tackle global challenges that impact business, society, and the environment? Come join us. Lead the strategic HR transformation across our rapidly expanding fulfillment network, empowering our global trade mission. The opportunity: This is a pivotal opportunity to architect and scale the HR function across Flexport's growing fulfillment network. You will partner directly with Operations leadership, driving the strategic transition from a contingent to a full-time workforce. This involves building comprehensive HR capabilities from the ground up in states like New Jersey, Wisconsin, Texas, Georgia, and California. You will tackle complex challenges related to multi-state compliance, talent acquisition, employee relations, and HR program implementation, all while fostering a high-performance culture aligned with Flexport's mission to make global trade easier for everyone. You will: Develop and execute a comprehensive HR strategy tailored for Flexport's Omni (fulfillment) operations, aligning with business objectives and growth plans. Lead the strategic transition from a temporary to a full-time workforce across all fulfillment centers, including legal compliance, policy development, talent acquisition, and employee integration. Build, mentor, and manage a

Upwork Inc.’s (Nasdaq: UPWK) family of companies connects businesses with global, AI-enabled talent across every contingent work type including freelance, fractional, and payrolled. This portfolio includes the Upwork Marketplace, which connects businesses with on-demand access to highly skilled talent across the globe, and Lifted, which provides a purpose-built solution for enterprise organizations to source, contract, manage, and pay talent across the full spectrum of contingent work. From Fortune 100 enterprises to entrepreneurs, businesses rely on Upwork Inc. to find and hire expert talent, leverage AI-powered work solutions, and drive business transformation. With access to professionals spanning more than 10,000 skills across AI & machine learning, software development, sales & marketing, customer support, finance & accounting, and more, the Upwork family of companies enables businesses of all sizes to scale, innovate, and transform their workforces for the age of AI and beyond. Since its founding, Upwork Inc. has facilitated more than $30 billion in total transactions and services as it fulfills its purpose to create opportunity in every era of work. Learn more about the Upwork Marketplace at Upwork.com and follow us on LinkedIn, Facebook, Instagram, TikTok, and X; and learn more about Lifted at Go-Lifted and follow on LinkedIn. Lifecycle Marketing is a horizontal team that shapes how we engage clients and talent across the full journey, and this role sits in our demand-side acquisition lane. We’re hiring a Lifecycle Marketing Lead, Growth & Acquisition to own high-impact lifecycle programs that help close the new-client acquisition gap through smarter demand capture and stronger engagement with SMB audiences. You’ll lead key initiatives across outbound prospecting and always-on content, translate performance signals into clear recommendations, and help shape how lifecycle marketing contributes to Upwork’s 2026 priorities. This is a senior indi