VP, 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 leverage your Payroll and Product experience to modernize and simplify one of the most complex and critical aspects of production operations in the entertainment industry? Our digital solutions—covering Payroll & HR, 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 VP, Product - Payroll to join Cast & Crew and lead the transformation of our payroll product suite, streamlining workflows and delivering scalable, compliant, and user-friendly digital experiences.
As the VP of Product, Payroll, you will be hands-on in your role, leading the strategy, development, and execution of next-generation digital payroll solutions that serve a diverse customer base across production teams, studios, and crew.
You will oversee:
- Payroll Product Modernization: Lead the evolution of digital payroll products with a focus on automation, accuracy, compliance, and usability.
- Workflow Optimization: Develop solutions that replace manual, paper-based processes with efficient, automated digital workflows.
- Platform and Integration Strategy: Ensure seamless integration with internal systems and third-party services to deliver end-to-end payroll processing capabilities.
- Cross-Functional Leadership: Partner with engineering, design, compliance, and operations to deliver products that meet the needs of an evolving and highly regulated industry.

Core Responsibilities

Strategic Leadership

• Develop and communicate a clear vision and roadmap for payroll products, aligned with company goals, industry standards, and customer needs.
• Define and execute a comprehensive product strategy across the payroll lifecycle—from onboarding to processing, compliance, and reporting.
• Ensure payroll products are scalable, secure, compliant, and intuitive, supporting multiple jurisdictions and union/guild requirements.

Product Development and Management

• Translate complex business rules and regulatory requirements into intuitive digital product experiences.
• Define product requirements, workflows, and success metrics for new features, automation tools, and payroll service enhancements.
• Oversee the development and delivery of user-friendly tools for both internal users and external clients (e.g., production accountants, crew members).
• Ensure end-to-end integration with timecards, onboarding, finance, and tax systems.

Team Leadership and Collaboration

• Lead and mentor a team of Product Managers and cross-functional partners.
• Collaborate with Engineering, Compliance, Operations, Design, and external stakeholders to ensure successful product execution.
• Serve as the voice of the customer and advocate for usability and business value in every product decision.

Analytics and Insights

• Leverage data to identify product opportunities, monitor performance, and inform iteration cycles.
• Track KPIs such as payroll accuracy, processing time, and customer satisfaction to drive improvements.
• Lead re-platforming initiatives to modernize legacy systems and streamline payroll workflows.

Stakeholder Engagement

• Partner closely with Compliance, Legal, Finance, and Operations teams to align product features with regulatory requirements.
• Collaborate with Sales and Customer Success teams to ensure products meet market needs and customer expectations.
• Communicate effectively with executive leadership to ensure alignment and transparency.

Key Qualifications

• 10+ years of product management experience, with at least 5 years in a leadership role focused on complex, regulated workflows such as payroll, HR, or financial systems.
• Proven track record of launching scalable B2B or enterprise-grade SaaS products.
• Deep understanding of payroll processes, compliance frameworks (e.g., union/guild rules, multi-state regulations), and tax implications.
• Experience modernizing legacy platforms and driving digital transformation.
• Familiarity with digital identity (e.g., onboarding, verification), document management, and timekeeping systems.
• Strong cross-functional leadership skills with experience partnering across Engineering, Design, Compliance, and Operations.
• Strong technical acumen, including understanding of APIs, automation, and integrations.
• Data-driven mindset with experience using analytics to guide product decisions.
• Excellent communication and stakeholder management skills.
• Passion for building elegant, user-centered products that improve compliance and operational efficiency.

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.

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.

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.

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/

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: $220,000.00 - $270,000.00 per year.