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Benefits Manager

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Dandy

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Location:
United States

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Category:
Human Resources

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Contract Type:
Not provided

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Salary:

126650.00 - 149000.00 USD / Year
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Job Description:

Dandy is hiring a Benefits Manager to own the strategy and execution of our U.S. employee benefits programs and play a critical role in building our newly formed Total Rewards function. This is a critical role within the People Operations organization, responsible for delivering compliant, competitive, and employee-friendly benefits experiences at scale.

Job Responsibility:

  • Own U.S. benefits strategy and administration across health, retirement, time off and wellness programs, ensuring competitive, compliant, and employee-centered offerings
  • Serve as Dandy’s benefits subject matter expert (SME), guiding leadership decisions and resolving complex benefits issues
  • Lead vendor and broker relationships, including renewals, plan design, performance management, and issue resolution
  • Own open enrollment end-to-end, from planning, communications and enablement to systems setup and post-enrollment audits
  • Drive Dandy’s domestic benefits strategy, including evaluating the 2027 renewal approach and fully insured versus self-funded models in partnership with Finance and brokers
  • Lead the design and launch of international benefits programs across new markets (U.K., Spain, France, Italy, Australia), working closely with Deel to ensure compliance and strong employee experiences
  • Own reporting and analytics associated with benefits programs to track utilization, measure success and guide future enhancements
  • Partner closely with Payroll and Accounting to ensure benefits policies, deductions, and financial decisions are accurately reflected in biweekly payroll cycles and compliant across systems
  • Continuously assess and improve benefits programs to align with market trends, business needs, local context and the overarching Total Rewards strategy

Requirements:

  • 6+ years of experience managing U.S. employee benefits programs, including health and welfare plans, retirement benefits, and vendor/broker relationships
  • Demonstrated experience launching and scaling international benefits programs in new markets, ideally in partnership with an EOR or global vendors
  • Strong benefits subject matter expertise, including compliance & audit related requirements (ERISA, ACA, COBRA, HIPAA, IRS regulations)
  • Proven ownership of open enrollment cycles and ongoing benefits administration
  • Experience driving strategic benefits planning, including renewals, plan design, and cost modeling
  • Strong cross-functional partnership skills, particularly with Payroll, Finance and Accounting to ensure accurate benefits administration, financial forecasting and compliance
  • A detail-oriented, curious mindset with a high bar for execution and accountability
  • Excellent communication and project management skills, with the ability to clearly explain benefits concepts to diverse stakeholders
  • Passionate about building and scaling programs in a fast-growing environment

Nice to have:

  • Experience evaluating or implementing self-funded health plans
  • Hands-on experience working with Employer of Record (EOR) partners such as Deel
  • Certified Employee Benefit Specialist (CEBS) or similar professional certification
  • Experience partnering closely with Compensation teams on Total Rewards strategy
  • Experience influencing senior leadership audiences
  • Experience supporting high-growth or scaling organizations
What we offer:
  • Offers Equity
  • Offers Bonus
  • healthcare
  • dental
  • mental health support
  • parental planning resources
  • retirement savings options
  • generous paid time off

Additional Information:

Job Posted:
February 18, 2026

Employment Type:
Fulltime
Work Type:
Remote work
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