Senior Technical Trainer

About the Opportunity

Contentful’s Learning Services team empowers customers and partners to ramp quickly, master our platform, and realize value through high‑impact learning experiences. We’re seeking a Senior Technical Trainer to design, deliver, and scale training across roles and regions—with a special focus on partner enablement and training other trainers. The ideal candidate blends deep platform fluency with modern instructional design and facilitation excellence.

Learning Services’ mission is to increase product knowledge, usage, and adoption for customers and partners with learning solutions that scale—positively impacting revenue, retention, and satisfaction. We deliver live and on‑demand training and certification through the Contentful Learning Center, serving marketers, developers, and digital teams worldwide. Our programs include both Verified Skill badges and comprehensive Certifications to meet different learning goals and timelines. This role is hybrid and to be based in Sydney (not remote).

What to expect?

• Based in Australia (ANZ), primarily supporting customers and partners across APAC in English. 
• Reports to the Senior Director, Customer Experience (ANZ), with a dotted-line to the Senior Director, Learning Services (Denver, Colorado, USA).
• Works closely with APAC field teams (Customer Success, Professional Services, Partner teams), and with the global Learning Services team to ensure the consistency, quality, and scale of our training.

Curriculum design and content development

• Build outcome‑based live training curriculum with modular classes and hands-on workshops aligned to enterprise use cases and learner goals.
• Author exercises and activities that reflect real workflows using Contentful’s platform and APIs.
• Align to Contentful brand and Learning Services style guidelines to ensure clarity and consistency across learning modalities.

Facilitation and delivery of virtual and on-site training

• Deliver virtual and in-person workshops (across APAC) to Contentful customers and partners on Contentful architecture and features, content modeling best practices, using Contentful APIs and SDKs, CI/CD strategies, extending the Contentful environment with apps, and other technical topics.
• Teach live sessions spanning foundational through advanced topics (e.g., content modeling, governance, workflows, Personalization, AI Actions, etc.).
• Adapt training approaches for both technical and non‑technical audiences; model excellent virtual facilitation and learner engagement.

Partner training 

• Deliver and scale private partner training and exam readiness workshops.
• Co‑design partner curricula with Partner Enablement teams; tailor to partner roles (solution engineers, developers, content leaders).
• Track partner ramp outcomes (attendance, credential attainment, time‑to‑first‑project) and close gaps with targeted enablement.

Train other trainers  

• Create curricula (methodology, platform standards, delivery playbooks) and help develop certification requirements (JTAs, etc.) for training and validating the qualifications of other Contentful trainers (internal and external).
• Observe classes, coach instructors, and implement calibration for consistent learner experience and product correctness.

Lead with subject matter expertise

• Serve as a Contentful subject matter expert and technical resource for the ANZ team, document best practices, and create helpful tools, job-aids, code samples, and other resources for Contentful users.
• Inspire customers and partners to become enthusiastic fans of Contentful by communicating a compelling vision of Contentful’s features, value proposition, and the strategic role that content infrastructure plays in facilitating digital transformation.

Collaborate cross‑functionally

• Establish a relationship of trust with Contentful’s product management and development teams that will enable you to communicate customer needs, use cases, challenges, and feedback in a way that drives improvement of the Contentful product.
• Partner with Professional Services on onboarding and advisory pathways; co‑create workshops for strategic accounts.
• Work with Product/Docs to align training with latest releases, recommended patterns, and platform capabilities (Platform, Studio, Personalization, AI Actions, Experience Orchestration).

Measure work for continuous improvement

• Define KPIs (CSAT, completion, credential issuance, NPS, time‑to‑ramp) and use data to drive iteration and scale.
• Seek continuous improvement in the areas of operational excellence, scalability, efficiency, and learning effectiveness
• Contribute to Learning Services operating cadences and roadmaps that highlight program outcomes, training impact, and new offerings.

What you need to be successful?

• 5+ years in technical training, solutions engineering enablement, or developer education in a SaaS environment; preferred experience with composable/MACH architecture and methodologies.
• Proven experience with current web technologies (React or other JavaScript libraries/frameworks, REST and GraphQL APIs, cloud-based microservices architecture, etc.)
• Proven success designing and delivering live training for both technical and non‑technical audiences
• Expert at both virtual and on-site facilitation, with excellent presentation and facilitation skills. You can present material in an engaging way, read a room, and think on your feet. But you also can guide learners through a discovery process without being the “sage on the stage.”
• Demonstrated experience building programs, certifying instructors, and coaching to delivery standards at scale.
• Proficiency with learning design methods (e.g., outcome mapping, practice‑based learning, formative/summative assessment) and comfort aligning work to Verified Skills and Certifications.
• Excellent collaboration and stakeholder management; ability to translate product releases and field feedback into updated training.
• Well-organized and can easily guide large projects through various stages of development while still meeting tight deadlines.
• Up to 25% travel, including international, may be required.

What's in it for you?

• Join an ambitious tech company reshaping the way people build digital experiences
• Healthcare packages and time off programs are available through Remote.com, or your contracting agency. 
• Full-time employees receive Stock Options for the opportunity to share in the success of our company
• A personal education budget to improve your skills and grow in your career 
• Enjoy a full range of virtual and in-person events, including workshops, guest speakers, and fun team activities, supporting learning and networking exchange beyond the usual work duties 
• An annual wellbeing stipend to care for your physical, financial, or emotional health
• A monthly communication phone/internet stipend and phone hardware upgrade reimbursement.
• New hire office equipment stipend for hybrid or distributed employees. Get the gear you need to work at your best.

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