Project Manager, Global Expansion

Overview

The Total Rewards Strategy & Enablement (TR S&E) team translates people strategy into business impact, building the infrastructure, programs, and systems that make Total Rewards work at scale. We bridge strategy and execution, partnering with People leadership and cross-functional teams across Finance, Legal, and the business to turn ambiguous problems into durable programs.

Responsibilities

• Own end-to-end project management for entity employment readiness, including intake and scoping, requirements gathering, readiness gates, cross-functional approvals, and go-live and post-go-live handoff to People, Legal, and Finance functions
• Lead communications and change management across every entity lifecycle event, from kick-off briefings for executive sponsors and functional leads through employee-facing notifications before system cutover, ensuring every impacted audience has the right information at the right time
• Lead entity-related workstreams in mergers and acquisitions (M&A) integrations, advising on retain/merge/wind-down decisions, managing employer-of-record to entity transitions, and ensuring entity timelines are reflected in broader deal plans
• Serve as the primary coordination point across People functions (Total Rewards, People Systems, People Operations) and cross-functional leads (Payroll, Tax, Legal, Finance & Strategy, Treasury), aligning workstreams, driving decisions, and holding accountability against program timelines
• Predict and manage the full implications of entity lifecycle events before they create downstream risk; proactively surface dependencies, resolve blockers, and escalate where needed
• Build and continuously improve the infrastructure that makes entity management and employment readiness scalable: intake forms, project plan templates, handoff checklists, standard operating procedures (SOPs) and playbooks for common jurisdictions, compliance trackers, and retrospective documentation that feeds back into process improvements after each go-live
• Partner with cross-functional stakeholders to surface cross-entity patterns, systemic risks, and program coverage gaps; support People leadership with structured analysis and reporting on portfolio health and entity-specific program decisions

Requirements

• 7+ years of program / operations management experience, including at least 3 years driving multi-stakeholder, cross-functional programs end to end
• Demonstrated experience in at least one of: Total Rewards (benefits, compensation, equity, talent mobility), Mergers & Acquisitions, People or Legal Operations, or People transformation programs at a global company
• A strong track record of taking ambiguous, multi-jurisdictional problems and converting them into structured, repeatable programs — ideally in a scaling environment where you built from 0 to 1
• Excellent written communication: you can produce a 1-page exec update, a stakeholder-tailored decision memo, and a step-by-step operator playbook with equal fluency
• Strong stakeholder management across senior cross-functional partners (Legal, Tax, Finance, People Systems); you know when to push, when to align, and when to escalate
• Comfort with data and systems — Workday and equity platforms (e.g., Shareworks/Carta) a plus; ability to spec requirements with People Systems
• A users-first mindset: you obsess over the Stripe employee experience and the operator experience, not just the program artifacts
• Familiarity with financial regulatory or licensing frameworks (such as banking licensing, money transmission, or card network requirements) and/or a demonstrated track record of ramping quickly on complex regulatory context in a new domain
• Familiarity with statutory benefits/compensation/equity requirements in EMEA, APAC, or LATAM jurisdictions
• Experience launching People/Total Rewards programs in a new country or legal entity
• Experience with M&A integrations on the People side
• PMP, Lean/Six Sigma, or comparable structured-program training

Preferred Qualifications

• Experience with financial regulatory or licensing frameworks (such as banking licensing, money transmission, or card network requirements)
• Familiarity with statutory benefits/compensation/equity requirements in EMEA, APAC, or LATAM jurisdictions
• Experience launching People/Total Rewards programs in a new country or legal entity
• Experience with M&A integrations on the People side
• PMP, Lean/Six Sigma, or comparable structured-program training

Location

• Available in an office or a remote location (35+ miles or 56+ km from a Stripe office)

Benefits

• Annual US base salary range: $127,600 - $191,400
• Equity
• Company bonus or sales commissions/bonuses
• 401(k) plan
• Medical, dental, and vision benefits
• Wellness stipends

Team

People Functions

Job Type

Full time