Enablement Manager, Training Delivery
About The Position
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.
Requirements
- 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
Nice To Haves
- 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
Responsibilities
- 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
Benefits
- Medical, Dental, Vision, PTO, health and wellness programs, employee discounts, and more!
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What This Job Offers
Job Type
Full-time
Career Level
Manager
Education Level
No Education Listed
