Director, Product Management

About Us

At Cast & Crew, we’ve empowered creativity and supported the global entertainment industry for decades. Together with our family of brands - Backstage, CAPS, Checks & Balances, Final Draft, Media Services, Sargent-Disc, and The TEAM Companies – we operate as a combined entertainment technology and services provider offering industry standard screenwriting accounting software, digital payroll products, data & reporting, and a host of creative tools.  The industry continues to move faster than ever, and the need for our expertise, our technology, and our people has never been greater.  We are a production’s best ally every step of the way. #OneCastOneCrew

Position Overview:

What if you could use your experience to develop a suite of products that revolutionize the back-office operations of the entertainment industry? Our digital solutions covering Accounting & Financials, Payroll & HR, Metrics & Insights, Content & Collaboration are designed to fuel creativity and help entertainment projects run as efficiently as possible. That's why we're looking for a talented Director of Product to join Cast and Crew on our journey to transform a historically manual workflow industry.

The Director of Product Management will be the pivotal force for our company's expansion into new markets and a key leader for our platform's timekeeping workflow pillar. This role combines strategic vision with hands-on execution to drive product success in North America.  You will lead the discovery and delivery of our next gen solutions partnering with cross functional stakeholders.

If you’re a strong leader with proven experience evaluating industry best-of-class technical approaches—we have a spot for you on our team.

Key Responsibilities:

• Define and execute product strategy for our next-generation platforms for Time Keeping, ensuring design and functionality meet market needs and company standards while also overseeing our existing products responsible for timekeeping making sure they satisfy customer needs.

• Drive the roadmap priorities across our Film, TV, Streaming, Commercial and Live Entertainment sectors for time keeping.

• Lead and mentor a team of Product Managers, instilling a strong focus on UX design systems to enhance user experience and ensure cohesive product interfaces.

• Collaborate closely with Engineering, UX, Product Marketing, Customer Success, Payroll Operations, and Sales to drive Go-To-Market strategies and gather impactful customer insights, with a strong emphasis on user-centered design principles.

• Utilize analytics tools like Amplitude and Pendo to drive data-driven decision-making, and oversee the redesign and replatforming of existing products to align with modern UX standards.

Skills and Qualifications:

• 7+ years of product management experience in B2B SaaS, preferably in HR or Workforce Management.

• Expertise in UX design systems, with a proven track record of implementing effective user interfaces and improving user experience in software products.

• Strong proficiency in strategic planning, user research (both generative and evaluative), and data analysis.

• Hands-on experience with analytics instrumentation tools and familiarity with leading-edge design and prototyping tools.

• Proven leadership skills with experience managing product teams and guiding large-scale projects.

• Certifications: CSPO, PSPO, PMP, Lean Six Sigma, Design Thinking, Generative AI/ML technologies preferred.

Experience Requirements:

• Prior leadership role as a Principal, Group Product Manager, or Senior PM managing large user bases.

• Experience in managing direct reports.

• Familiarity with the Canadian market and Entertainment Industry is preferred.

Performance Metrics:

• Customer adoption and satisfaction (Customer Effort Score, NPS).

• New customer acquisition in US/Canada.

• Delivery of release commitments on a quarterly basis.

• Timely execution of strategic initiatives.

Company Culture and Team Dynamics:

We treasure our roots as a family-oriented business and seek individuals who are strong proponents of User-Centered Design, enjoy tackling complex integration challenges across both current and legacy technology, and thrive in a fast-paced environment. Ideal candidates are decisive leaders who balance empirical data with practical execution to achieve high-quality results.

Career Path and Development Opportunities:

This leadership role offers potential for car