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Benefits Analyst

DocSend

DocSend

IT, Accounting & Finance
United States · Remote
USD 95,200-128,800 / year + Equity
Posted on Jun 6, 2025

Dropbox is a Virtual First company. For this role, we are hiring in Zones 2 and 3. Please refer to our Compensation section below to see what neighborhoods fall under each Zone.

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 designs experiences that empower Dropboxers to do their best work. As culture ambassadors, we craft an enlightened employee experience that infuses Virtual First with meaningful human connection. Our team continuously innovates to attract, develop, and retain world-class talent while building a culture of experimentation, craft, and community. From leadership programs, to talent acquisition, to employee engagement, we're creating a workplace where every Dropboxer can be who they are and grow into who they’re meant to be. If you're excited about designing more enlightened ways of working from the inside out, join our People team. Areas of work include Talent Acquisition, Human Resources Business Partnership, Learning & Development, Recruitment, Total Rewards, and People Operations.

Role Description

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!

Responsibilities

  • 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

Requirements

  • 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

Preferred Qualifications

  • Experience with tools such as Excel, Workday, ChatGPT
  • Experience working with a fast-paced Global Team

Compensation

US Zone 1

This role is not available in Zone 1

US Zone 2
$107,100—$144,900 USD
US Zone 3
$95,200—$128,800 USD

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: Austin (TX) metro, Chicago metro, California (outside SF metro), Colorado, Connecticut (outside NYC metro), Delaware, Massachusetts, New Hampshire, New York (outside NYC metro), Oregon, Pennsylvania (outside NYC or DC metro), Washington DC metro, and West Virginia (DC metro)
• US Zone 3: All other US locations

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.

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.