Payroll Manager

The Payroll Manager will lead and manage all US and Canada payroll processes, including regular and equity payrolls, using ADP Workforce Now and Fidelity. This role ensures accurate, timely, and compliant payroll and tax filings, oversees benefits/equity integration, and provides essential payroll support. Key responsibilities include executing biweekly payrolls, ensuring SOX and audit compliance, processing equity and benefits, preparing reports, and partnering with internal stakeholders. This is an in-office position based in Tysons, HQ.

Must Have

• Lead and manage US and Canada payroll processes.
• Ensure accurate, timely, and compliant payroll and tax filings.
• Oversee benefits/equity integration.
• Execute biweekly payrolls and verify earnings/deductions.
• Ensure SOX and audit compliance for payroll activities.
• Process equity payrolls (RSUs, ESPP, options) and benefits integration.
• Prepare and distribute payroll/tax documents (W2, T4, T2200).
• Address payroll and equity questions and process confidential payments.
• 8+ years’ payroll experience (multi-state & Canada).
• Proficient in ADP, Workday, and payroll/benefits/equity integration systems.
• Knowledge of payroll tax law, benefits, and equity administration.
• Strong analytical, organizational, and communication skills.
• Advanced Excel and payroll/accounting system skills.

Good to Have

• Equity payroll experience.
• CPP/FPC certification.

Company Description

Strategy (Nasdaq: MSTR) is at the forefront of transforming organizations into intelligent enterprises through data-driven innovation. We don't just follow trends—we set them and drive change. As a market leader in enterprise analytics and mobility software, we've pioneered the BI and analytics space, empowering people to make better decisions and revolutionizing how businesses operate.

But that's not all. Strategy is also leading a groundbreaking shift in how companies approach their treasury reserve strategy, boldly adopting Bitcoin as a key asset. This visionary move is reshaping the financial landscape and solidifying our position as a forward-thinking, innovative force in the market. Four years after adopting the Bitcoin Standard, Strategy's stock has outperformed every company in the S&P 500.

Our people are the core of our success. At Strategy, you'll join a team of smart, creative minds working on dynamic projects with cutting-edge technologies. We thrive on curiosity, innovation, and a relentless pursuit of excellence.

Our corporate values—bold, agile, engaged, impactful, and united—are the foundation of our culture. As we lead the charge into the new era of AI and financial innovation, we foster an environment where every employee's contributions are recognized and valued.

Join us and be part of an organization that lives and breathes innovation every day. At Strategy, you're not just another employee, you're a crucial part of a mission to push the boundaries of analytics and redefine financial investment

Job Description

Department: Finance

Reports to: Director, Controller NAM

Location: Tysons, HQ

The Role:

• Lead and manage all payroll processes for US and Canada, including regular and equity payrolls through ADP Workforce Now
• Ensure accurate, timely, and compliant payroll and tax filings
• Oversee benefits/equity integration and provide payroll support to employees and internal stakeholders using Fidelity platform
• In-Office Position: At Strategy, Monday, Tuesday, Wednesday, and Thursday are in-office days with Fridays as work-from-home.

Key Responsibilities:

Payroll Processing & Administration

• Execute biweekly payrolls, verifying earnings, changes, and deductions
• Ensure payroll compliance with all relevant laws and policies
• Review, format, and upload payroll data; provide payroll forecasts with Treasury

Compliance & Audit

• Ensure SOX and audit compliance for all payroll activities
• Monitor tax rates, manage payroll accounts, and resolve GL discrepancies
• Support audits and regulatory filings

Equity & Benefits Administration

• Process equity payrolls (RSUs, ESPP, options) and benefits integration through Fidelity
• Coordinate with vendors, manage benefit files, and complete year-end reporting

Reporting

• Prepare and distribute payroll/tax documents (W2, T4, T2200)
• Create payroll journal entries and maintain GL integrity

Employee Support & Stakeholder Partnership

• Address payroll and equity questions, process confidential payments
• Investigate tax discrepancies and partner with HR, Legal, and Finance on reporting and corrections
• Administer Workday timesheets and support reporting needs

Qualifications:

• Bachelor’s in Accounting, Finance, or related field; CPP/FPC preferred
• 8+ years’ payroll experience (multi-state & Canada; equity payroll a plus)
• Proficient in ADP, Workday and payroll/benefits/equity integration systems
• Knowledge of payroll tax law, benefits, and equity administration
• Strong analytical, organizational, and communication skills; attention to confidentiality
• Advanced Excel and payroll/accounting system skills
• Ability to multitask and work independently

Additional Information

Strategy is an equal opportunity employer. All applicants will receive consideration for employment without regard to race, creed, color, religion, national origin, gender, sex, sexual orientation, gender identity, disability, veteran status, age, genetic information, or any other legally-protected basis.

Strategy provides reasonable accommodation for qualified individuals with disabilities in the hiring process. If you have any difficulty using our online system and you need an accommodation due to a disability, you may contact us about your interest in employment at application_accommodations@strategy.com.

Visit Strategy’s Careers page for additional information.