Senior Program Manager, Compliance

Description

The company helps small businesses handle HR so they can focus on running their business. The team is data-driven, keeps iterating, and works in a supportive, entrepreneurial setting.

The role sits within Product Compliance and offers a welcoming, casual environment, wellness programs, company retreats, and chances to learn from leaders in the startup community.

Responsibilities

• Keep one integrated view of Product Compliance priorities, initiatives, milestones, dependencies, and risks.
• Work with Product Compliance leadership to rank work by regulatory risk, business impact, dependencies, and available capacity.
• Turn priorities into workable plans with clear owners, sequencing, milestones, and expected outcomes.
• Set up planning and reporting routines that show leadership progress, risks, dependencies, and where they need to step in.
• Carry initiatives through to completion and make sure issues are tracked until they are resolved for good.
• Lead complex programs that cut across Product Compliance and partner teams such as Operations, Product, Engineering, Accounting, Finance, Legal, Internal Audit, and others, where outcomes depend on coordinated change.
• Run program structure, planning, coordination, execution, and escalation, while subject matter experts keep ownership of substantive compliance decisions.
• Find dependencies, risks, resource gaps, and blockers early and work across teams to clear them.
• Drive execution of the Compliance Risk & Remediation program in the near term, coordinating remediation across Product Compliance and partners and setting up governance to track issues to resolution.
• Build scalable governance for Product Compliance initiatives covering intake, prioritization, ownership, milestone tracking, risk and dependency management, escalation, and executive reporting.
• Create repeatable operating rhythms that improve accountability and transparency across the portfolio.
• Set up clear ways to raise risks, decisions, and needs for leadership or cross-functional support.
• Work with Product Compliance leadership and subject matter experts to clarify roles, responsibilities, and ownership in the operating model.
• Improve documentation and business continuity for critical compliance processes, and support controls that can be sustained over time.
• Define useful measures of compliance performance, risk, and execution, and reduce single points of failure in the function.
• Find and drive ways to simplify workflows, cut manual and duplicate work, strengthen quality and controls, and speed up regulatory response.
• Increase automation and use technology and AI where it makes sense for efficiency, scale, and sustainability.
• Build dashboards and executive reports covering portfolio health, remediation status, milestones, dependencies, compliance risks, control implementation, KPIs, and capacity.
• Give Product Compliance leadership clear insights and recommendations, including where priorities, resources, or cross-functional support should shift.

Requirements

• Have 8+ years of program management, compliance operations, operational excellence, or related experience.
• Have 5+ years leading complex cross-functional initiatives.
• Have worked in a highly regulated environment such as payroll, HR technology, financial services, fintech, or a similarly complex industry.
• Have a track record of turning complex regulatory, risk, operational, or control priorities into structured programs and executable plans.
• Have led programs that need coordination across several business and technical functions.
• Have built roadmaps, governance processes, and executive reporting that worked.
• Have experience with risk, compliance, internal controls, audit, or remediation programs.
• Can influence and drive outcomes across teams without direct authority.
• Bring strong organizational, analytical, problem-solving, and communication skills.
• Can operate well through ambiguity and competing priorities.
• Preferred: experience in payroll, payroll tax, SaaS, PEO, fintech, or HR technology environments.
• Preferred: experience leading compliance, risk, control, or regulatory remediation programs.
• Preferred: experience with operational or process transformation.
• Preferred: experience partnering with Product and Engineering teams on complex operational or compliance initiatives.
• Preferred: experience with AI-enabled workflow automation or other technology-enabled process improvements.
• Preferred: familiarity with enterprise risk.
• You will strengthen compliance while helping the business scale. You do not need to be the deepest expert in every area, but you should know how to bring the right people together and turn complex priorities into action.
• You plan strategically, lead programs, and solve operational problems. You bring structure to unclear situations, connect work across teams, and build the transparency and accountability needed to finish complex initiatives.
• You will work across Compliance, Operations, Product, Engineering, Accounting, Finance, Legal, Internal Audit, Security, and other teams.
• Your work is judged largely on how you achieve results. Key strengths include strategic planning, program leadership, systems thinking, operational excellence, risk management, cross-functional influence, executive communication, and continuous improvement.
• Live the company values, known as COGIS: camaraderie, openness, grit, integrity, and simplicity.

Conditions

Hybrid role based in the New York City office.

The base pay range is targeted at $121,000.00 to $151,000.00 per year.

Actual pay depends on factors such as skill set, relevant experience, and work location. Ranges for other locations may differ based on local labor costs.

The company is an equal opportunity employer.

Benefits

• Wellness program offerings.
• Company retreats.
• Access to learning from leaders in the startup community.
• Total rewards package with benefits and perks, detailed in the company's Total Rewards information.