L&D Innovation Strategist

Dropbox

  • Canada
  • $114,300-154,700 per year
  • Permanent
  • Full-time
  • 26 days ago
Dropbox is a Virtual First company. For this role, we are currently only authorized to hire candidates from the following provinces: Alberta, British Columbia, Ontario, and Saskatchewan.Role DescriptionAs the Innovation Strategist for Learning & Development at Dropbox, you'll be the force behind the future of learning-building, piloting, and scaling AI-enabled, tech-forward learning strategies that elevate the experience of Dropboxers across the employee lifecycle.You'll lead our innovation process from ideation to implementation, researching emerging trends, experimenting with new technologies, and developing scalable learning experiences that are personalized, accessible, and measurable. You'll also manage the L&D tech stack, ensuring it enables experimentation and execution across onboarding, skills development, and leadership growth.You will collaborate deeply with Learning Design, Delivery, and People Tech teams to test new methods and integrate successful innovations into our core offerings. You'll also serve as a translator between future-of-learning trends and real-world implementation-helping the team stay inspired, informed, and forward-looking.This role is ideal for a systems thinker with strong technical fluency, creative problem-solving skills, and a deep commitment to shaping the next chapter of learning in a Virtual First, AI-powered workplace.Responsibilities
  • Lead Dropbox's L&D innovation strategy: develop and manage a sustainable pipeline for exploring, evaluating, and scaling AI-enabled and tech-forward learning solutions.
  • Build and implement a process for ongoing research and innovation-identifying learning trends, surfacing opportunities, and converting insights into pilot programs.
  • Manage the L&D technology ecosystem-assess tools, recommend upgrades, and oversee vendor relationships to ensure scalable infrastructure.
  • Pilot and scale innovative learning methods, collaborating with Design and Delivery to ensure strong learner experience and alignment to Dropbox strategy
  • Drive development of learning technology platforms, including platform enhancements and AI-powered features to increase personalization and impact.
  • Develop and deliver AI-enabled learning experiences, including microlearning, adaptive content, or in-flow nudges that meet learners where they are.
  • Build team-wide fluency in the future of learning-keeping the team informed on evolving tools, methods, and insights.
Requirements
  • Bachelor's degree or equivalent experience in Instructional Design, Learning Technology, Computer Science, Human-Centered Design, or a related field.
  • At least 8 years of experience in learning innovation, L&D strategy, instructional design, or product management of learning technologies.
  • Proven track record of launching and scaling AI- or tech-enabled learning solutions, with measurable impact on experience or performance.
  • Strong understanding of learning technologies, including LMS/LXP platforms, content authoring tools, AI integrations, and analytics systems
  • Demonstrated experience building and executing innovation pipelines or structured experimentation cycles.
  • Excellent collaboration skills-able to bring together cross-functional teams and co-create with Design, Delivery, Tech, and external partners
  • Strong presentation and storytelling skills, with the ability to influence decisions through compelling narratives.
  • Experience integrating AI tools or automation into workflows to enhance efficiency, personalization, or insight generation in L&D or operational contexts.
  • Proven success applying HR as a product approaches to program design or delivery, with a focus on driving learner outcomes and operational excellence.
  • Comfort with UX/design thinking principles to co-create, test, and refine learner-centric experiences in fast-moving, data-informed environments.
Preferred Qualifications
  • Background in strategic foresight, innovation strategy, or product innovation within L&D, HR, or EdTech.
  • Experience developing learning experiences that incorporate natural language processing, generative AI, or adaptive learning systems.
  • Skill in trend analysis-translating macro trends in work, technology, and learning into actionable L&D opportunities.
  • Ability to translate future-facing insights into near-term strategy and practical action.
CompensationCanada Pay Range$114,300-$154,700 CADThe range listed above is the expected annual salary/OTE for this role, subject to change.Salary/OTE is just one component of Dropbox's total rewards package. All regular employees are also eligible for the corporate bonus program or a sales incentive (target included in OTE) as well as stock in the form of Restricted Stock Units (RSUs).Company DescriptionDropbox isn't just a workplace-it's a living lab for more enlightened ways of working. We're a global community of bold visionaries and resourceful doers who are shaping the future of Dropbox-and with it the future of work. Our Virtual First model combines the autonomy of a distributed workplace with the power of human connection, making space for both meaningful work and meaningful relationships. With our start-up mindset and enterprise-level opportunities, you can be who you are and grow into who you're meant to be. Here, you can own your impact to make work more intuitive, joyful, and human-for you as a Dropboxer and for hundreds of millions of people worldwide. If you're ready to push boundaries-and yourself- Dropbox is ready for you.Team DescriptionThe Dropbox People Team is designing a workplace where every Dropboxer can thrive. We take a human-centered, HR as a Product approach-treating programs like well-crafted products shaped by employee and candidate needs, informed by data, and backed by actionable insights. Our team continuously innovates to attract, develop, and retain world-class talent while building a culture of experimentation, craft, and community. From fostering connection in our Virtual First model to scaling HR systems and offering personalized learning tools, we build experiences that evolve with our people. We think big, act fast, and adapt with agility-grounded in outcomes, empathy, and clear communication. Areas of work include Talent Acquisition, HR Business Partnership, Learning & Development, Total Rewards, and Employee Experience.BenefitsDropbox is committed to investing in the holistic health and wellbeing of all Dropboxers and their families. Our benefits and perks programs include, but are not limited to:
  • Competitive medical, dental and vision coverage*
  • Retirement savings through a defined contribution pension or savings plan**
  • Flexible PTO/Paid Time Off policy in addition to statutory holidays, allowing you time to unplug, unwind, and refresh
  • Income Protection Plans: Life and disability insurance*
  • Business Travel Protection: Travel medical and accident insurance*
  • Perks Allowance to be used on what matters most to you, whether that's wellness, learning and development, food & groceries, and much more
  • Parental benefits including: Parental Leave, Fertility Benefits, Adoptions and Surrogacy support, and Lactation support
  • Mental health and wellness benefits
Additional benefits details are available upon request.*Where group plans are not available, allowances may be provided**Benefit, amount, and type are dependent on geographical location, based upon applicable law or company policyDropbox is an equal opportunity employer. We are a welcoming place for everyone, and we do our best to make sure all people feel supported and connected at work. A big part of that effort is our support for members and allies of internal groups like Asians at Dropbox, BlackDropboxers, enABLE, TODOS (Latinx), Pridebox (LGBTQ), Vets at Dropbox, and Women at Dropbox.

Dropbox