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

Cast & Crew is looking for a Product Enablement Manager to own the training delivery function across our full product suite. This role is for someone who comes alive in front of an audience: you're a skilled facilitator who makes complex software feel approachable, builds confidence in learners, and drives real behavior change.
Working closely with the Sr. Product Enablement Manager (Content & Curriculum), you'll take expertly crafted training materials and bring them to life through live webinars, customer workshops, internal enablement sessions, and office hours. You'll also be on the frontlines of adoption — identifying where customers aren't engaging with features and partnering with CRMs to close those gaps.

What You'll Do

Live Training Delivery

• Facilitate all live training across the product suite: customer onboarding webinars (1:many, 50-100 attendees), and monthly office hours (Q&A, troubleshooting).

• Deliver custom training for strategic or VIP customers in partnership with CRMs

• Run virtual and in-person workshops for new feature rollouts and major releases

• Serve as the live product expert — answering complex questions that Implementation and Support escalate

Training Program Management

• Own the live training calendar and session scheduling across all product lines

• Manage webinar logistics: invitations, registration, recordings, and post-session follow-up resources

• Track attendance, engagement, and feedback scores for all live sessions and report on trends

• Continuously refine delivery approach based on learner feedback, adoption data, and new product feature releases

• Collaborate with the Sr. Product Enablement Manager on content-to-delivery handoffs — flagging gaps or updates needed in materials

Adoption

• Monitor product adoption metrics across the customer base; identify segments with low feature engagement

• Partner with CRMs and Technical Account Managers to design and deliver targeted adoption interventions

• Proactively reach out to customers with flagged adoption gaps when appropriate

• Contribute adoption insights back to the content team to inform new training material priorities

Collaboration & Feedback

• Participate in GTM launch planning — represent training delivery readiness and flag risks

• Provide ongoing feedback to the Sr. Product Enablement Manager on content quality and learner reception

• Share customer pain points, common questions, and feature confusion patterns with Product teams

What We're Looking For

Required

• 3+ years in training delivery, customer education, or a customer-facing product role in a B2B SaaS or technology environment

• Strong facilitation and presentation skills — comfortable leading webinars and workshops for 50-100 person audiences

• Ability to learn and deeply understand complex software products across multiple domains

• Excellent verbal communication — ability to explain technical features clearly to non-technical audiences

• Experience using webinar and virtual training platforms (Zoom, GoTo Webinar, or similar)

• Data-oriented: comfortable reviewing adoption metrics and translating them into training priorities

Preferred

• Experience in payroll, production accounting, workforce management, or entertainment industry software

• Background in customer success or implementation — strong understanding of the customer journey

• Familiarity with LMS platforms and learning analytics

• Experience with train-the-trainer program design and delivery

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: $100,000.00 - $130,000.00 per year.