Head of Academy Enablement & AI Training

Sidetrade Group; Greater London; Hybrid; GBP 80,000 - 100,000; Full time

Benefits offered by this job

Hybrid work model

Health & wellness

Career growth & compensation

Mentorship programs

Learning resources

Edenred card

Job summary

Sidetrade Academy Lead role in the UK, offering a hybrid work model. You will build and lead the Academy, establishing a scalable enablement engine across product, R&D, CX, and AI integration, with content lifecycle governance.

You will develop training and certification across products, deliver in-app help, drive self-service, and work with C-level sponsors to deliver measurable ROI for customers and partners.

Qualifications

• Five to eight years of enablement, learning and development, content operations or product management experience.
• Track record building or scaling a learning content ecosystem, including LXP tracks, video, in-app help, webinars and certification programs.
• Experience leading a small team and coordinating contributors across Product, R&D and CX.
• Hands-on experience with digital adoption and in-app guidance platforms (WalkMe, Pendo, Whatfix or similar).
• Fluency in English and enthusiasm for AI-enabled enterprise enablement.

Responsibilities

• Relaunch and lead Sidetrade Academy, building the team and operating model for scalable enablement.
• Build the customer training and certification system across every product and language.
• Stand up in-app help and digital adoption to deflect support tickets and accelerate adoption.
• Make self-service the engine of high-touch CS, coordinating with CS teams and automated QBRs.
• Industrialise the six-stage content lifecycle from intake to measurement, executing four stages.
• Enable Product AVPs and R&D VPs on Sidetrade IQ and content methods.
• Run the Academy platform, select the LXP, and govern tooling and templates.
• Collaborate with Content Board and CHRO to drive governance and outcomes.

Skills

Enablement

Learning & Development

Content operations

Product management

Team leadership

AI platforms

Stakeholder management

English

French

Tools

WalkMe

Pendo

Whatfix

Job description

Sidetrade Academy Lead role in the UK, offering a hybrid work model. You will build and lead the Academy, establishing a scalable enablement engine across product, R&D, CX, and AI integration, with content lifecycle governance.

You will develop training and certification across products, deliver in-app help, drive self-service, and work with C-level sponsors to deliver measurable ROI for customers and partners.