About Our Client

Our client is a smart, intuitive platform that makes production payroll and accounting easier, faster, and more secure. They provide a unified payroll platform that seamlessly connects your entire team—production, accounting, cast, and crew—all in one place. The platform empowers production teams to manage projects, pay cast and crew, track expenses, and generate data-driven insights, while enabling workers to manage timecards, track pay, and onboard to new projects from any device. The company brings clarity and dependability to production payroll, while increasing the productivity of your whole team.

Trusted by companies of all sizes, the hiring company powers payroll for some of the industry’s top production companies. Their growing team of 250+ people across the USA and Canada includes entertainment and technology experts from SAG-AFTRA, DGA, IATSE, Teamsters, Amazon, Microsoft, Facebook, and more. The company is backed by top-tier investors and are in a strong financial position.

About The Role

As the Director of Product Management, Payables , you’ll lead their efforts to innovate Payables processes in industries where accuracy, precision, and customer experience are everything. From navigating union contracts and benefits, all the way through calculating hours to gross (HTG), you’ll tackle complex, multi-faceted challenges with significant impact.

At the most basic level, the Payables Group at the company is responsible for payments against complex industry agreements—ensuring accuracy and speed—which is absolutely core and essential to their operations. This is an exciting time to join the Payables Group, with its unique ability to increase growth in customer acquisition and subsequently market share. However, this growth also necessitates the ability to navigate through ambiguity and leverage strong prioritization skills, providing a realistic view of the challenges and opportunities in this role.

If you’re energized by complexity, thrive on collaborating with diverse teams, and are passionate about delivering exceptional products, we’d love to hear from you.

What You'll Do

As the Director of Product Management, Payables , you’ll set the vision and strategy for the Payables Group, including productizing union agreements via their timecard and payroll batching solution. You’ll partner with Client Operations to ensure they have the right mix of automation and internal tools to calculate timecards accurately, with speed, and at scale. Additionally, you’ll lead and grow a team of product managers and program managers to execute on the vision you've set that meets the demands of the entertainment industry and helps the company meet its growth goals and delight customers along the way.

In this role, you’ll:

Define the Vision: Lead the strategy for the Payables products, encompassing agreement support, configurations of rates and job classifications, timecards, hours-to-gross (HTG) calculations, P&H/Benefits calculations, and tools that empower internal teams to scale rapidly and better serve the entertainment industry.
Deliver Exceptional Products: Define, prioritize and execute against a roadmap that balances long-term innovation with near-term impact, aligning with company goals and customer needs.
Partner Cross-Functionally: Collaborate with Engineering, Design, Client Operations, and Labor Relations to define and deliver impactful solutions that help the company meet its growth goals and delight customers along the way.
Own Key Relationships: Work closely with Union Operations and Payroll Operations to ensure they provide the functionality required to scale rapidly and maintain accuracy. Responsible for clear and timely communication to senior leadership.
Help Elevate Product Management: Contribute to the ongoing development of the product management practice, fostering best practices and raising the bar for excellence.
Lead & Mentor: Lead a high-performing team of product managers and program managers, empowering them to grow in their careers.

What You'll Have

They’re looking for someone who combines strategic vision with a bias for action. You love navigating complexity and creating elegant solutions, and you thrive in a collaborative environment.

Here’s what they’re looking for:

10+ years of product management experience, with a track record of leading successful products in complex, regulated environments.
7+ years of experience managing and mentoring product teams, including both individual contributors and managers.
Expertise in defining and prioritizing strategic roadmaps, with the ability to clearly articulate tradeoffs, focus on what matters most, and manage expectations of executives.
Outstanding communication skills—you can rally teams, influence stakeholders, and tackle tough conversations with empathy and low ego.
A customer-centric mindset, always advocating for delightful, impactful experiences that solve real-world problems.

Bonus points:

Familiarity with workflows like hours-to-gross (HTG), payroll processes, or similar systems involving accuracy and detailed calculations.
Experience with union contracts and their implications for payroll and payables.
Knowledge of the entertainment industry or similar regulated industries with intricate workflows.
A passion for simplifying complex workflows without losing the necessary depth and precision.

Why Join the Company

At the company, creativity meets technology — and not just in the product.

In addition to a competitive salary and all the benefits you can expect from a fast-growing technology company, you’ll get access to a team of creative problem solvers and the chance to see your contributions make large impacts. Benefits include:

Unlimited Paid Time Off
Work from anywhere in Canada and USA
Health and Dental benefits
Up to $1,500 USD/ $2,025 CAD towards IT set up for your home
Up to 2% matching RRSP / 401K
Learning and Development opportunities
Up to $50 USD/ $67.50 CAD towards Internet/Cell phone service

Compensation

$192K – $294.3K • Multiple Ranges

**The Opportunity -- Director of Product Management, Payables (**Remote - USA / CANADA)

Note:

“We are not the EOR (Employer of Record) for this position. Our role in this specific opportunity is to connect outstanding candidates with a top-tier employer. Swooped helps candidates around the world to discover and stay focused on the jobs they want until they can complete a full application in the hiring company career page/ATS.”