Contingent Workforce & Vendor Program Lead

Squarespace • New York, NY

237d • $100,000 - $161,000 • Hybrid

About The Position

We are looking for a strategic operations partner to build our contingent workforce and vendor management practices within the People organization. This newly created role will establish structure, governance, and process discipline for our extended workforce—contractors, consultants, and vendors—while partnering with Legal, Finance, and Procurement to ensure compliance, fiscal accountability, and streamlined operations. You will bring expertise in contingent workforce strategy, vendor lifecycle management, and collaboration. You excel in environments where you can create clarity and implement sustainable, scalable solutions. This is a hybrid role working from our NYC office 3 days per week. You will report to the Sr Manager, Talent Acquisition Operations.

Requirements

• 6+ years of experience in vendor management, contingent workforce programs, procurement, or related functions within People, Legal, or Finance teams.
• Experienced success in building and scaling contractor/vendor management processes in high-growth or global environments.
• Experience with employment classifications (W2 vs. 1099), global contractor engagement, and compliance/tax considerations.
• Collaborator with excellent project management and ability to turn data into actionable insights.
• Experience with contract review and working with Legal, Finance, and Procurement partners.
• Familiarity with systems like Workday, Coupa, Zip, or other VMS/procurement tools; HRIS experience is a bonus.

Nice To Haves

• Certifications such as PMP or CCWP are a bonus.

Responsibilities

• Design and implement a scalable contingent workforce program, including classification, compliance, onboarding/offboarding, and lifecycle management.
• Establish clear policies, procedures, documentation standards, service level agreements (SLAs), and measurements (KPIs) across the organization to ensure service delivery and risk mitigation.
• Manage tools/systems to track labor usage and spend; develop training and change management resources to support adoption and partner agreement.
• Manage end-to-end vendor lifecycle, from onboarding and evaluation to integration and performance tracking.
• Maintain accurate vendor records, including contracts, scopes of service, and renewal timelines.
• Partner with Legal on contract execution, renewals, and data regulations; lead performance reviews to assess quality and identify opportunities for optimization or new partnerships.
• Identify gaps in vendor capabilities and lead strategic sourcing decisions.
• Partner with Finance, Procurement, and Legal to align vendor intake, budgeting, compliance, and sourcing strategies.
• Collaborate on contract negotiations, vendor evaluation, and policy development.
• Advise People Leadership on talent models, market trends, and vendor strategy.
• Work with relevant partners to integrate contingent workforce data into analytics and planning tools.
• Support vendor selection, RFPs, and performance reviews to guide efficiency and cost savings.
• Develop dashboards to track contingent workforce usage, vendor spend, KPIs, and program performance.
• Analyze trends to guide strategic decisions on vendor performance and resource allocation.
• Provide People Partners with data insights to inform workforce planning and budgeting visibility across client groups.
• Deliver executive summaries on program health, risks, and opportunities.
• Conduct regular audits to maintain data accuracy, compliance, and policy integrity.

Benefits

• A choice between medical plans with an option for 100% covered premiums
• Fertility and adoption benefits
• Access to supplemental insurance plans for additional coverage
• Headspace mindfulness app subscription
• Global Employee Assistance Program
• Retirement benefits with employer match
• Flexible paid time off
• 20 weeks for parental leave and up to 12 weeks to care for an ill family member
• Pretax commuter benefit
• Education reimbursement
• Employee donation match to community organizations
• 8 Global Employee Resource Groups (ERGs)
• Dog-friendly workplace
• Free lunch and snacks
• Private rooftop
• Hack week twice per year

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Industry: Professional, Scientific, and Technical Services