Project Manager, Total Rewards

Stripe; Chicago (IL); Hybrid; USD 128,000 - 191,000; Full time

Job summary

Stripe is seeking a Project Manager for Total Rewards to own high-priority programs end to end, partnering with Benefits, Compensation, Equity, Talent Mobility, and M&A pillars. You will build scalable processes, use AI to accelerate work, and align with Legal, Finance, and other functions to deliver clear outcomes.

The role emphasizes rigor, judgment, and a user-first mindset, with a hybrid/remote work model available in the United States.

Qualifications

• 7+ years of People project, program, or operations management experience with multi-stakeholder programs.
• Built processes, playbooks, or program infrastructure from scratch.
• Excellent written communication for updates, memos, and playbooks.
• Strong stakeholder management with senior partners.
• AI expertise: using AI tools for synthesis, drafting, and analysis.
• Analytical fluency with data-driven program narratives.
• Users-first mindset focused on Stripe employee and operator experience.

Responsibilities

• Own end-to-end management of high-profile Total Rewards projects.
• Advise with cross-functional teams and raise quality across the portfolio.
• Develop expertise across Benefits, Compensation, Equity, Talent Mobility, and M&A.
• Create repeatable program management infrastructure: SOPs and playbooks.
• Leverage AI tools to accelerate work and improve processes.
• Drive cross-functional alignment with Legal, Finance, and others.
• Address complex program questions from problem definition to recommendation.
• Surface patterns and provide structured recommendations to People leadership.

Skills

Project management

Cross-functional collaboration

Executive/stakeholder management

AI tooling

Analytical thinking

User-centric mindset

Written communication

Tools

Asana

Jira

Workday

Job description

About StripeStripe is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career.

Who we are

About StripeStripe is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career.

About The Team

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're a small, high-leverage team that bridges strategy and execution, partnering with People leadership and cross-functional teams across Finance, Legal, and the business to turn ambiguous problems into durable programs.

What you’ll do

Stripe's Total Rewards programs span compensation, benefits, equity, internal mobility/immigration, and mergers and acquisitions (M&A), each with cross-functional dependencies, regulatory stakes, and direct impact on the Stripes they affect. Delivering these programs well takes a Project Manager who develops real subject matter depth, engages with pillar leads as a strategic partner, and brings structure to decisions that aren't always clear-cut.

We're hiring a Project Manager to own high-priority Total Rewards projects and programs end to end. You'll work closely with our Benefits, Compensation, Equity, Talent Mobility, and M&A pillars, building expertise in how these programs work and what it takes to land them well. Some programs have established playbooks you'll sharpen; others are less defined and will need you to help shape the approach before you execute it. Across all of them, you'll identify dependencies early, proactively surface and mitigate risks, and keep complex, multi-stakeholder work moving toward clear outcomes. This is a high-leverage individual contributor role for someone who brings both rigor and judgment to every project they own.

Responsibilities

• Own end-to-end project management for high-profile cyclical and transformational Total Rewards projects, from intake and scoping through go-live and handoff to program owners
• Advise and embed with project teams across the Total Rewards and People portfolio, raising the quality bar and building PM capability across the extended team, not just doing the work yourself
• Build subject matter expertise across Benefits, Compensation, Equity, Talent Mobility, and M&A — becoming a reliable strategic thought partner to pillar teams on program decisions, not just a tracker of status
• Build, automate, and continuously improve the infrastructure that makes program management repeatable and scalable: intake frameworks, project plan templates, SOPs, playbooks, and handoff checklists for common program types
• Leverage AI tools in your daily work and the team's workflows, using them to accelerate synthesis, drafting, stakeholder communications, and documentation, and actively identifying new opportunities to work faster and better
• Drive cross-functional alignment across People and key partner functions (Legal, Finance, Corporate Technology, and others), creating shared visibility into priorities, dependencies, and blockers
• Tackle complex, ambiguous program questions with rigor and independence, owning work from problem definition through final recommendation — including defining the approach, monitoring progress, identifying risks early, and putting mitigation in place before issues land
• Surface patterns and gaps across the program portfolio, translating observations into structured analysis and recommendations for People leadership

Who you are

We're looking for someone who meets the minimum requirements to be considered for the role. If you meet these requirements, you are encouraged to apply. The preferred qualifications are a bonus, not a requirement.

Minimum Requirements

• 7+ years of People project, program, or operations management experience, including at least 3 years driving multi-stakeholder, cross-functional programs end to end, ideally at a scaling or global company
• A track record of building from scratch: you've created processes, playbooks, or program infrastructure where none existed before, not just improved what was already in place
• Excellent written communication: you can produce an executive update, a stakeholder decision memo, and a practitioner playbook with equal fluency
• Strong stakeholder management across senior cross-functional partners: you drive results with a balance of urgency and thoughtfulness, and know when to push, when to align, and when to elevate
• AI expertise: you default to AI tools for synthesis, drafting, analysis, and communications, and you proactively design workflows that help the team move faster and operate at scale.
• Analytical fluency: you can work with data to build a credible narrative, identify patterns across a program portfolio, and make recommendations grounded in evidence
• A users-first mindset: you obsess over the Stripe employee experience and the operator experience, not just the project/program artifacts

Preferred Qualifications

• Familiarity with change management frameworks (such as Prosci ADKAR) and judgment about when to apply structured change management vs. lighter-touch approaches
• Experience building and deploying enablement materials or training resources for cross-functional teams
• Experience in Total Rewards, People Operations, or an adjacent HR domain
• Familiarity with PM and collaboration tools (Asana, Jira, or similar)
• Familiarity with Total Rewards or HR systems (such as Workday, equity administration platforms, or benefits administration tools)
• PMP, Lean/Six Sigma, or comparable structured-program training

Hybrid work at Stripe

This role is available either in an office or a remote location (35+ miles or 56+ km from a Stripe office).

In-office expectations

Office-assigned Stripes spend at least 50% of the time in a given month in their local office or with users. This hits a balance between bringing people together for in-person collaboration and learning from each other, while supporting flexibility about how to do this in a way that makes sense for individuals and their teams.

Working remotely at Stripe

A remote location is defined as being 35 miles (56 kilometers) or more from one of our offices. While you would be welcome to come into the office for team/business meetings, on-sites, meet-ups, and events, our expectation is you would regularly work from home rather than a Stripe office. Stripe does not cover the cost of relocating to a remote location. We encourage you to apply for roles that match the location where you currently live or plan to live.

Pay and benefits

The annual US base salary range for this role is $127,600 - $191,400. For sales roles, the range provided is the role’s On Target Earnings ("OTE") range, meaning that the range includes both the sales commissions/sales bonuses target and annual base salary for the role. This salary range may be inclusive of several career levels at Stripe and will be narrowed during the interview process based on a number of factors, including the candidate’s experience, qualifications, and location. Applicants interested in this role and who are not located in the US may request the annual salary range for their location during the interview process.

Additional benefits for this role may include: equity, company bonus or sales commissions/bonuses; 401(k) plan; medical, dental, and vision benefits; and wellness stipends.

We look forward to hearing from you.

At Stripe, we're looking for people with passion, grit, and integrity. You're encouraged to apply even if your experience doesn't precisely match the job description. Your skills and passion will stand out—and set you apart—especially if your career has taken some extraordinary twists and turns. At Stripe, we welcome diverse perspectives and people who think rigorously and aren't afraid to challenge assumptions. Join us.

Please find our California applicant personal information notice here.

The application window will remain open for 100 days after the Job Post is published. However, this opportunity will remain open based on the needs of the business, which may cause the application window to close before or after the 100-day mark.