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.

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.

Role Description The People Technology team at Dropbox is dedicated to enhancing the employee journey through efficient processes and smart systems. We are seeking a Senior Workday Analyst, Time Tracking & Absence to be our subject matter expert in Workday modules—specifically Time Tracking & Absence, Talent & Performance, and Compensation. You’ll take the lead on cross-functional enhancement projects, provide insights as our data expert, and represent Workday as we implement and integrate with other best-in-class tools. If you’re someone who thrives on solving complex people technology challenges and innovating within Workday, this role is for you.

Responsibilities

• Optimize Workday HCM capabilities, focusing on Time Tracking & Absence, Talent & Performance, Compensation through process improvement, configuration, testing, training, and troubleshooting.
• Collaborate with cross-functional teams (People Operations, Compensation, Benefits, L&OD) to understand and improve business processes, providing Workday solutions that drive efficiency.
• Design and maintain Workday reporting & analytics, producing custom dashboards, reports, and ad-hoc analyses to support internal teams and leadership decisions.
• Support integrations and implementations as a Workday SME, ensuring seamless data flow between Workday and other People technologies.
• Build strategies to sunset legacy systems and manage data migration while adhering to data privacy and retention policies.
• Continuously identify opportunities for process efficiency and system improvements, adopting a product-driven mindset to optimize Workday's functionality.

Requirements

• 3+ years of experience as a Workday analyst or administrator, with hands-on configuration experience in Time Tracking & Absence, Talent & Performance, and Compensation. Experience in implementations is a plus.
• Workday training or equivalent experience in HCM fundamentals, Business Process Configuration, Report Writing (advanced/matrix/composite reports), dashboards, EIBs, and related Workday features.
• Excellent communication skills (both written and oral), with a strong customer service focus and the ability to build relationships with both technical and non-technical stakeholders.
• Analytical and collaborative problem-solving approach with the ability to understand not just the "what" but the "why" behind requests, showcasing empathy for business needs.
• Experience presenting data and ideas effectively across various audiences, from technical teams to executives.
• Bachelor’s degree in a relevant field or equivalent experience preferred; Workday certification is a plus.
• Product-driven mindset, with a passion for continuous improvement and driving process efficiency in People technology.
• 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

• Experience with full Workday project lifecycle management, from planning to change management and adoption.
• Enthusiasm for process improvement and a proactive approach to data integrity and exploring Workday’s evolving features.
• Demonstrated ability to multitask and excel in a fast-paced, dynamic environment, adapting to changing business needs while maintaining attention to detail.
• Experience in leading or mentoring Workday teams to foster development and drive collaboration.

Compensation Canada Pay Range

$96,900—$131,100 CAD

The 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).

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*
• 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 policy

Dropbox 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.