Benefits Analyst - Location Flexible at Dropbox

| Remote
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Role Description

The Benefits Analyst is responsible for administration of the US employee benefits program at Dropbox.  The analyst is knowledgeable of industry and community standards to determine the company's competitive position in employee benefits. This role develops strong relationships our broker/consultant, vendor partners and internal stake-holders in order to efficiently manage the benefit plans and related projects.  The analyst will be tasked with providing guidance and assistance to Dropboxers at all US locations and will be a team steward of customer-centric thinking.

  • Administer employee benefits programs such as medical, dental, vision plans; life and disability insurance plans; leave of absence.
  • Work closely with the team, benefits consultants and insurance carriers to implement approved new plans or changes to existing plans by preparing announcement materials, gathering plan summary documents, updating the employee intranet and other media for communicating plans to employees.
  • Experience crafting communications for employees that are approachable, succinct and reflect Company culture.
  • Act as a subject matter expert for escalation of employee benefits inquiries and complaints to ensure quick, equitable, courteous resolution.
  • Maintain contact by zoom, phone or email, with insurance companies, employees, and beneficiaries to facilitate proper and complete utilization of benefits for all employees.
  • Monitor and manage US benefit compliance to ensure the program is meeting all legislative requirements.  Continually evaluate and inform on upcoming changes that may impact Dropbox US Benefits administration.
  • Lead and act as project manager for the following benefit plans/programs:
    • Kaiser Medical
    • OneMedical
    • Progyny Fertility Benefits
    • Guardian Dental, Vision, Life/AD&D and LTD
    • COBRA
    • Compliance management; ensure the program is meeting all legislative requirements including, but not limited to 5500 filings, FSA discrimination testing, annual 401k audits, ACA reporting, SF Health Care Security Ordinance reporting, required notices).  Continually evaluate and inform on upcoming changes that may impact Dropbox US Benefits. administration.
    • And other programs as assigned
  • Co-manage the following:
    • Employee tickets through ServiceNow
    • Bi-weekly onboarding
    • Vendor invoicing
    • Leave of Absence Administration
    • Workday Benefits system administration
    • Open Enrollment
  • Prepare benefits reports for plan audits, actuaries, insurance carriers and management.
  • A bachelor's degree and 2-4 years of experience in benefits administration
  • Strong customer service skills with a focus on employee education
  • Ability to develop strong working relationships and collaborate with a cross-functional group of partners, both internal and external
  • Demonstrated skill with independently managing projects
  • Expertise in managing Workday Benefits system
  • Working knowledge of Excel for reporting and auditing purposes
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Technology we use

  • Engineering
    • GolangLanguages
    • JavaLanguages
    • KotlinLanguages
    • FluxLibraries
    • jQueryLibraries
    • ReactLibraries
    • HadoopFrameworks
    • SparkFrameworks
    • TensorFlowFrameworks
    • HBaseDatabases
    • MemcachedDatabases
    • RedisDatabases


*Dropbox Studios are collaborative spaces designed for teamwork and community-building. Employees will not be able to use them for solo work.

What are Dropbox Perks + Benefits

Dropbox Benefits Overview

We’re proud to offer benefits that help all Dropboxers take care of their holistic selves, so they can keep flowing at work.

Volunteer in local community
Partners with Nonprofits
Friends outside of work
Intracompany committees
Team owned deliverables
Team based strategic planning
Group brainstorming sessions
Pair programming
Open office floor plan
Documented equal pay policy
Dedicated Diversity/Inclusion Staff
Unconscious bias training
Diversity manifesto
Someone's primary function is managing the company’s diversity and inclusion initiatives
Diversity Employee Resource Groups
Hiring Practices that Promote Diversity
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
Health Insurance Benefits
Life Insurance
Wellness Programs
Team workouts
Mental Health Benefits
Retirement & Stock Options Benefits
401(K) Matching
Company Equity
Performance Bonus
Match charitable contributions
Child Care & Parental Leave Benefits
Child Care Benefits
Generous Parental Leave
Flexible Work Schedule
Remote Work Program
Family Medical Leave
Adoption Assistance
Vacation & Time Off Benefits
Unlimited Vacation Policy
Paid Volunteer Time
Perks & Discounts
Beer on Tap
Casual Dress
Company Outings
Game Room
Stocked Kitchen
Happy Hours
Recreational Clubs
Fitness Subsidies
Home Office Stipend for Remote Employees
Professional Development Benefits
Job Training & Conferences
Diversity Program
Lunch and learns
Cross functional training encouraged
Promote from within
Time allotted for learning
Online course subscriptions available

Additional Perks + Benefits

We began a new 'Perks Allowance' in 2021 when we went Virtual First. Dropboxers are provided a generous individual allowance to spend on what perks really matter to them while at home- whether that's wellness, caregiver support, productivity, ergonomics, learning, food services, afterschool programs for kids, or something else! Read more here:

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