Technical Learning & AI Upskilling Lead

United States Digital Space LLC; Toronto; Hybrid; CAD 120,000 - 180,000; Full time

Benefits offered by this job

Health & dental benefits

Mental health benefits

Family building benefits

Child care & pet benefits

HSA with company

RRSP match

Flexible PTO

Hybrid in-office schedule

Job summary

United States Digital Space LLC is seeking a Technical Learning Manager to own the strategy and execution of technical learning programs across Engineering, Science, Product, and Design organizations.

You will inherit and expand a portfolio including engineering continuing education, documentation improvements, and compliance training, while partnering with leadership to tie outcomes to business goals. This role is hybrid and based in Toronto.

Qualifications

• 5+ years of experience in learning & development, technical program management, or a closely related field.
• Experience designing and delivering learning programs for technical audiences (Software Engineering).
• Familiarity with LMS platforms and managing compliance or required training workflows.
• Ability to review code snippets and understand Git workflows (e.g., PRs in GitHub).
• Strong communication and stakeholder management skills.

Responsibilities

• Own the strategy and execution of the company's technical learning portfolio across engineering, science, product, and design.
• Manage mid-cycle programs with stakeholder alignment, ensuring quality and timely delivery.
• Provide editorial oversight for internal technical content and learning initiatives.
• Embed AI upskilling in all programs and collaborate with internal AI champions.
• Design scalable programs and ensure content is self-serve or transferable.

Skills

Learning & Development

Technical Program Management

LMS Platforms

AI/ML Learning Content

Engineering collaboration

Git basics

Education

Bachelor's degree in a related field

Tools

Codecademy

Docebo

Udemy

GitHub

Job description

United States Digital Space LLC is seeking a Technical Learning Manager to own the strategy and execution of technical learning programs across Engineering, Science, Product, and Design organizations.

You will inherit and expand a portfolio including engineering continuing education, documentation improvements, and compliance training, while partnering with leadership to tie outcomes to business goals. This role is hybrid and based in Toronto.