Benefits Analyst

We’re looking for a Benefits Analyst to join our Global Benefits team! The Benefits Analyst will work as part of a small but mighty team to ensure Dropbox offers competitive benefits to Dropboxers, which are optimized for Dropbox’s business goals, values and culture. If you’re passionate about benefits, self-motivated teammate with a curious nature, who loves partnering with colleagues to create delightful programs for employees, then this is the role for you!

• Responsibility for the ongoing management of benefit plans across the US and Canada including (but not limited to) leave of absence administration, disability plans, life insurance/risk insurance, medical, dental and vision insurance, COBRA, compliance etc.


• Opportunity to support Int’l benefits


• Manage/partner (with) our network of brokers and providers to ensure plans operate smoothly, project manage renewals and facilitate statutory or company driven updates/changes


• Effectively manage cross functional partnerships with payroll, HRITS, human resources etc.


• Focus on employee experience to ensure benefits and leaves are easily understood and accessible


• Evolve existing processes and build operational excellence for benefit admin


• Develop collaborative relationships with key partners across the organization to understand their objectives and how the Benefits team can support these goals

• Proven creativity and resourcefulness in solving problems


• You thrive and prioritize in a constantly changing environment


• You have superb communication skills, including experience effectively communicating with people at all levels of an organization


• Analytical and structured thinking, working intelligently to understand the task at hand and relevant context in order to synthesize the main considerations and create astute proposals


• Exceptional teamwork and multi-tasking skills


• Understanding of compliance requirements and best practice


• Minimum of 5+ years of benefits analyst experience with tech/sass company


• 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

• Experience with tools such as Excel, Workday, ChatGPT


• Experience working with a fast-paced Global Team

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