Program Manager, Global Workforce Strategy (Contract)

Location: US - Remote

Department: People

Location Type: REMOTE

Employment Type: CONTRACT

Company Overview

Role

Key Responsibilities

• Own the global workforce strategy work stream end to end - scope, plan, milestones, risks, and status reporting to leadership.
• Build a comprehensive cost-benefit analysis across our international footprint, covering contractor-to-EOR conversions, new EOR implementations, and the threshold at which standing up a legal entity is the better long-term investment.
• Develop a scalable decision framework for choosing between contractor, EOR, and entity models, weighted for cost, compliance risk, speed, candidate experience, and long-term operating complexity.
• Drive cross-functional alignment across People, Legal, Finance, Tax, and business leaders - surfacing tradeoffs, forcing the open questions, and getting to a decision rather than another meeting.
• Support UK expansion, including evaluation and potential entity creation, on a timeline that lands before year-end.
• Partner with engineering leadership on LATAM hiring plans, giving them the data and framework to evaluate tradeoffs before commitments are made.
• Define clear guardrails and operating principles for contractor engagements including eligibility for employee programs, benefits, and equity. 
• Establish lightweight governance: intake process, decision rights, escalation path, and turnaround expectations, so requests stop being handled reactively.
• Document everything and run a clean handoff - playbooks, templates, and decision logs that outlast the engagement.

Qualifications

• 7+ years in program or project management with direct ownership of international workforce, global mobility and expansion, or global HR operations initiatives.
• Hands-on experience with EOR platforms and implementations, contractor engagement models, and the economics and mechanics of establishing legal entities in a new market.
• Working knowledge of the risk landscape: worker classification, permanent establishment, payroll and employment tax, work authorization, benefits, and statutory requirements.
• Direct experience working with LATAM and the UK markets.
• Strong financial modeling instincts. Able to build a defensible fully-loaded cost comparison across models and markets, and explain it to a CFO.
• Proven ability to drive alignment and decisions across senior stakeholders without formal authority.
• Crisp written communication; comfortable writing the exec memo and the operating doc with equal quality.
• Ability to move fast in an ambiguous, high-growth environment and bring structure without adding bureaucracy.

Nice to have

• Experience in healthcare or another regulated industry
• Prior work at a company scaling from first international hires to a multi-entity footprint.
• Familiarity with equity administration across contractor and EOR populations.

To be a strong fit, you embody our Core Values

• Ruthless Prioritization:
  • We don’t let perfect get in the way of progress.
  • We move quickly to drive value, not perfection.
  • We prioritize what drives impact.
  • We never compromise on standards of excellence.
• Member-First, Always:
  • We design and deliver like we’re caring for someone we love.
  • We create calendar, actionable, human experience.
  • We prioritize responsiveness, peace of mind, and outcomes.
  • We empower members with truth, clarity, and care.
• One Team, Moving Fast:
  • We are aligned in purpose, prioritization, and speed.
  • We gather diverse perspectives to make informed decisions.
  • We clear paths for each other and move fast together.
  • We communicate clearly and respectfully, rallying around shared goals.
• Radical Ownership, Relentless Execution:
  • We don’t just ship– we own outcomes and drive results.
  • We act with urgency and precision
  • We anticipate, initiate, and follow through.
  • We meet challenges with grit and pragmatism.
  • We embrace new tech to deliver better outcomes.
• Mission Over Ego:
  • We are ruthlessly aligned to our mission - and leave ego at the door.
  • We disagree and commit.
  • We don't tolerate politics or withholding information.
  • We operate with honesty, transparency, and respect.
• Sustained Integrity in Every Detail:
  • We earn trust by obsessing over accuracy, quality, and clarity in everything we do.
  • We prioritize clinical precision - data must be right.
  • We sweat the details because outcomes depend on them.

Why You'll Love Working With Us