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Benefits Generalist

New York, NY

 


About Gusto

Gusto is a modern, online people platform that helps small businesses take care of their teams. On top of full-service payroll, Gusto offers health insurance, 401(k)s, expert HR, and team management tools. Today, Gusto offices in Denver, San Francisco, and New York serve more than 400,000 businesses nationwide.

Our mission is to create a world where work empowers a better life, and it starts right here at Gusto. That’s why we’re committed to building a collaborative and inclusive workplace, both physically and virtually. Learn more about our Total Rewards philosophy

About the Role:

At Gusto, we believe that providing comprehensive benefits and leave programs is key to supporting our employees’ well-being. The Benefits Generalist will be crucial in managing and administering our employee benefits and leave programs, ensuring compliance with relevant laws, and acting as the primary point of contact for employee inquiries. This role requires strong project management skills, attention to detail, and a commitment to delivering an excellent employee experience.

About the Team:

The Benefits team at Gusto brings our mission to life by creating programs that support employees in leading better lives through work. Whether it’s health and wellness, financial planning, family support, or time away, the Benefits team ensures that every program aligns with our values and empowers employees to thrive personally and professionally.

Here’s what you’ll do day-to-day:

  • Administer employee benefits including processing enrollments, managing file feeds, and supporting open enrollment events and education.
  • Review and process leave requests according to company policies and legal requirements, maintaining clear communication with employees throughout their leave.
  • Manage ADA accommodation requests from initial review through implementation, collaborating with employees, managers, and medical professionals to ensure appropriate solutions.
  • Collaborate with cross-functional partners including Payroll, Employee Relations, and People Partners on employee cases and compliance matters.
  • Maintain accurate records in Workday and third-party systems while supporting compliance and data reporting initiatives.
  • Serve as primary contact for benefit and leave inquiries, providing clear guidance to employees on all benefits-related matters.
  • Create and maintain employee education materials and internal resources, partnering with Program Managers on continuous improvements.
  • Stay updated on relevant federal, state, and local regulations affecting benefits, leaves, and accommodations.
  • Support Gustie programming to increase employee awareness and understanding of benefits, leaves, and well-being programs.

Here’s what we're looking for:

  • 3+ years of experience in benefits administration, accommodations & leave management, or a related HR function.
  • Understanding of self-funded employee benefits programs, including 401k, and leave laws (FMLA, ADA, COBRA, ACA, ERISA, state-specific policies, etc).
  • Experience managing benefits enrollment, ADA accommodations, leave tracking, and compliance reporting.
  • Proficiency with HRIS systems (e.g. Workday, ADP, Rippling, Gusto, etc), benefits management platforms, and/or leaves platforms.
  • Effective communication skills with ability to convey information clearly and concisely, both orally and in writing.
  • Time management capabilities to balance multiple priorities and meet deadlines.
  • Problem solving abilities to explain complex issues and follow through to solutions.
  • Discretion to maintain confidentiality and handle issues ethically and with integrity.
  • Comfort navigating ambiguity with agility to thrive and excel in a fast-paced, dynamic environment.

Our cash compensation amount for this role is targeted at $106,000 - $132,000 in San Francisco & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.


Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas. 

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required.


Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto. 

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

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Our customers come from all walks of life and so do we. We hire people from a wide variety of backgrounds, not just because it’s the right thing to do, but because it helps us to build better products, better serve our customers, and makes our company stronger. 

In addition to the information required to consider your application, below is a set of demographic questions that help us identify areas for improvement in our process and further support the development and execution of our diversity efforts and programs as well as to create a more inclusive environment for all employees. 

Your responses to these questions will be recorded and maintained in a confidential file. Your responses, or your wish not to answer, will not be associated with your specific application, will not be shared with hiring managers,  and will not in any way be used in making any employment decisions, including hiring decisions.


Please use this as a reference while completing the disability self-identification:

You are considered to have a disability if you have a physical or mental impairment or medical condition that substantially limits a major life activity, or if you have a history or record of such an impairment or medical condition. Disabilities include, but are not limited to: 

  • Blindness
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  • HIV/AIDS
  • Schizophrenia
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  • Multiple sclerosis (MS)
  • Missing limbs or partially missing limbs
  • Post-traumatic stress disorder (PTSD)
  • Obsessive compulsive disorder
  • Impairments requiring the use of a wheelchair
  • Intellectual disability

 

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