AI Strategist, People Technology
DocSend
PLEASE READ: Zones are based on your zip code. If you’re within 100 miles of a listed metro area (straight-line radius), you’re included in that Zone. For this role, we are hiring in Zones 2 and 3. Check your Zone here before applying.
Role Description
The AI Strategist on the People Tech team will define and execute the vision for applying AI across the HR ecosystem, transforming processes from recruiting and onboarding to learning, compensation, and workforce planning. They will serve as a connector and evangelist—bridging HR, IT, data science, and external partners to identify high-impact AI opportunities, prototype solutions, and guide teams toward responsible, inclusive adoption. This role also drives AI governance and risk management, ensuring all initiatives align with organizational values, legal requirements, and global compliance standards.
Responsibilities
Lead AI Strategy for People Tech
- Define the vision and roadmap for applying & adopting AI across the HR stack, from recruiting and onboarding to learning, compensation, workforce planning, and beyond
- Translate emerging trends in AI/ML into actionable insights and strategies for HR.
Evangelize AI Across the HR Org
- Help HR teams increase their fluency and application of AI. Share demos, host working sessions, and make emerging technologies accessible and inspiring.
- Serve as a liaison between HR, IT, data science, and external partners to ensure alignment on AI initiatives.
- Guide HR leaders in understanding the benefits and risks of AI in their respective areas.
Identify and Launch High-Impact Use Cases
- Work with stakeholders across each HR sub team (e.g., recruiting, learning & development, HR Business Partner, Operations, etc) to identify where AI can create real value.
- Prototype solutions (or partner with vendors) to bring those ideas to life—whether that’s using LLMs and agents to simplify workflows or applying predictive analytics to workforce planning.
Drive Responsible, Inclusive Adoption
- Collaborate with Legal, Privacy, and IT to ensure our use of AI aligns with Dropbox values and global compliance standards.
Act as a Connector Across Teams
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Bring together folks from HR, Engineering, IT, and Data to ensure AI projects are thoughtful, ethical, and effective—from idea to implementation.
AI Governance & Risk Management
- Establish guidelines for the ethical, compliant, and inclusive use of AI in HR.
- Monitor AI system performance and effectiveness, incorporating feedback loops for continuous improvement.
- Partner with Legal, Compliance, and IT teams to assess and mitigate AI risks.
Requirements
- 5+ years of experience in HR tech, digital transformation, product strategy, or AI enablement—ideally in a fast-paced or high-growth tech environment.
- Deep understanding of core HR systems (like Workday) and how HR processes work end-to-end.
- Demonstrated experience bringing AI solutions to life—this could include NLP, ML, automation tools, or LLM integrations in business contexts.
- Comfort working with technical and non-technical stakeholders alike. You can speak “engineer” and “HRBP” in the same conversation.
Strong communication chops—you’re a natural translator, facilitator, and storyteller. - Curiosity and a thoughtful point of view about where AI is heading, and how we can harness it in responsible and inclusive ways.
Demonstrated ability to partner cross-functionally - Demonstrated ability to conceptualize employee experience as a product, with proven success applying product management principles (roadmapping, user journeys, feature prioritization) to HR initiatives
- Proficiency in leveraging design thinking methodologies to deeply understand employee needs, rapidly prototype experience solutions, and implement data-driven iteration cycles that measurably enhance engagement and retention
- Demonstrated experience leveraging AI tools in the flow of work. Candidates with a pre-existing comfort level and familiarity using AI to enhance productivity are strongly preferred.
Preferred Qualifications
- Previous consulting experience in AI/HR transformation
- Exposure to or experience with low-code/no-code platforms, process automation tools (e.g., Power Automate, UiPath), or GPT-based applications.
- Experience with programing languages
- Familiarity with AI ethics frameworks or responsible AI principles in practice.
- Experience working in a product, design thinking, or change management capacity.
Compensation
US Zone 1
This role is not available in Zone 1
The range(s) listed above is the expected annual salary/OTE (On-Target Earnings) for this role, subject to change.
Please note, OTE are for sales roles only.
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).
Dropbox takes a number of factors into account when determining individual starting pay, including job and level they are hired into, location/metropolitan area, skillset, and peer compensation. We target most new hire offers between the minimum up to the middle of the range.
Dropbox uses the zip code of an employee’s remote work location to determine which metropolitan pay range we use. Current US Zone locations are as follows:
• US Zone 1: San Francisco metro, New York City metro, or Seattle metro
• US Zone 2: California (outside SF metro), Colorado, Connecticut (outside NYC metro), Delaware, Illinois (Chicago metro), Indiana (Chicago metro), Maryland, Massachusetts, Michigan (Chicago metro), New Hampshire, New Jersey (outside NYC metro), New York (outside NYC metro), Oregon, Pennsylvania (D.C. metro), Pennsylvania (outside NYC or DC metro), Texas (Austin metro) Virginia (DC metro), Washington (outside Seattle metro), Washington DC metro, West Virginia (DC metro), Wisconsin (Chicago metro)
• US Zone 3: All other US locations
Company Description
Dropbox 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 Description
The 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.
Benefits
Dropbox 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
- 401(k) plan with a generous company match and immediate vesting
- Flexible PTO/Paid Time Off, paid holidays, Volunteer Time Off, and more, 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 and groceries, and much more
- Parental benefits including: Parental Leave, Child and Adult Care, Day Care FSA, Fertility Benefits, Adoption and Surrogacy Support, and Lactation Support
- Access to over 10,000 global co-working spaces through Gable.to, making it easy to book flexible workspaces for collaboration or individual work
- Quarterly Cell phone and internet allowance
- Mental health and wellness benefits
- Disability and neurodivergence support benefits
Additional benefit details are available upon request.