Head of Global External Workforce & Partner Strategy

Bay Area, CA · US - CA - San Francisco City - Remote · USD 207,400-311,200 · 12+ years experience · Remote · Posted Oct 6, 2026

At a glance

Square is seeking a senior operations leader to define and manage the global external workforce and partner strategy for seller onboarding.
This role oversees the operating model for third-party service providers, vendors, and BPO partners to ensure scalable and high-quality seller outcomes.
The position sits at the intersection of operations, workforce strategy, vendor governance, finance, procurement, legal, and regional execution.

Develop and maintain the global strategy for vendors, third-party service providers, and BPO partners supporting seller onboarding.
Partner with regional operations leaders to determine the right labor mix by market, seller segment, service tier, and business need.
Lead build-vs-buy analyses and recommend when work should be handled by first-party teams, vendors, BPO, partners, or self-serve models.
Create scalable frameworks for external workforce footprint, capacity, quality, cost, and market coverage.
Establish global SLA frameworks, scorecards, quality standards, business review cadences, and escalation mechanisms for external partners.
Hold vendors and BPO partners accountable for operational performance, seller experience, compliance with standards, and continuous improvement.
Partner with Procurement, Legal, Finance, and regional teams on contracts, renewals, pricing structures, and commercial terms.
Oversee the operating model for BPO and vendor-supported onboarding work, including role clarity, performance expectations, enablement, quality assurance, and escalation paths.
Ensure partner operations are integrated with Square’s broader onboarding workflows, data, tooling, and seller experience standards.
Manage partner operations managers, BPO leaders, vendor managers, or related teams.

12+ years of progressive operations, vendor management, partner operations, BPO, procurement-adjacent, or workforce strategy experience.
Deep experience managing third-party providers, BPOs, vendors, or outsourced service delivery at scale.
Strong understanding of SLAs, partner governance, quality assurance, operational scorecards, and business review mechanisms.
Experience making build-vs-buy recommendations and managing tradeoffs across quality, cost, speed, scalability, and risk.
Strong financial and analytical acumen, including cost modeling, vendor spend management, ROI analysis, and capacity planning.
Ability to influence senior stakeholders across several functional areas and gain alignment in complex or sensitive situations.
Clear communication, strong judgment, and comfort operating independently on significant strategic assignments.

Experience in fintech, commerce, SaaS implementation, customer operations, field services, or scaled services delivery.
Experience improving workflows and customer outcomes using AI.