Director, Product Management - Payroll Products

6 Months ago • 7 Years + • Product Management • $170,000 PA - $220,000 PA

Job Summary

Job Description

The Director of Product Management for Payroll Products at Cast & Crew will lead the development and execution of product strategy for next-generation timekeeping platforms. This role requires defining product roadmaps across various entertainment sectors (Film, TV, Streaming, Commercial, Live Entertainment), mentoring a team of Product Managers, and collaborating with cross-functional stakeholders (Engineering, UX, Marketing, Customer Success, Payroll Operations, Sales). The ideal candidate will leverage data-driven decision-making using tools like Amplitude and Pendo, overseeing the redesign and replatforming of existing products to meet modern UX standards. Responsibilities include ensuring product design and functionality meet market needs and company standards, driving Go-To-Market strategies, and gathering customer insights.
Must have:
  • 7+ years B2B SaaS product management (HR/Workforce Management preferred)
  • UX design system expertise, proven UI improvement track record
  • Strategic planning, user research, data analysis proficiency
  • Experience managing product teams and large-scale projects
  • Data-driven decision making using analytics tools
Good to have:
  • CSPO, PSPO, PMP, Lean Six Sigma, Design Thinking certifications
  • Generative AI/ML technologies experience
  • Canadian market and Entertainment Industry familiarity
Perks:
  • Medical, Dental, Vision
  • PTO
  • Health and wellness programs
  • Employee discounts

Job Details

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

About Cast & Crew 
We grew from a modest small business in 1976 to be the premiere provider of entertainment technology and solutions, staying true to our mission of modernizing content production and leading the digital transformation within the industry. Our cloud-based solutions and industry expertise help streamline the entire production lifecycle and have revolutionized how content is made. We now have a global workforce across a host of storied brands, spanning all areas of produced and live entertainment, from film, television, streaming, to advertising, live events, and short-form. 


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 that 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 career growth, with opportunities to expand responsibilities across additional workflow pillars as part of the product management leadership team.

Special Work Conditions    

  • Sedentary – Involves sitting most of the time but may involve walking or standing for brief periods of time. Some positions may entail exerting up to 15 lbs. of force occasionally and/or a negligible amount of force to lift, carry, push, or pull.
Compensation is commensurate with various factors including, but not limited to, relevant experience, qualifications, skills, training, licensure, certifications, geographic cost of labor, and other business and organizational needs. Compensation range for candidates in other locations may differ based on the cost of labor in that location.
The compensation range for this position is:
$170,000$220,000 USD

Benefits 

Cast & Crew provides a comprehensive package of employee benefits including: Medical, Dental, Vision, PTO, health and wellness programs, employee discounts, and more! Note: Cast & Crew benefits are subject to eligibility requirements. 

Due to the high volume of applicants, it is likely that only shortlisted candidates will be contacted.  

CA residents: Your personal information may be collected in connection with certain services provided by Cast & Crew or its affiliated companies.  A summary of your California privacy rights can be found at: https://www.castandcrew.com/privacy-policy/  

Cast & Crew is an equal opportunity employer committed to hiring a diverse workforce and sustaining an inclusive culture. It is our policy to provide equal employment opportunities to all individuals based on job-related qualifications and ability to perform a job, without regard to age, gender, gender identity, sexual orientation, race, color, religion, creed, national origin, disability, genetic information, veteran status, citizenship or marital status, and to maintain a non-discriminatory environment free from intimidation, harassment or bias based upon these grounds.

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