Benefits Analyst, Enterprise

About Bennie

Bennie ( www.bennie.com ) is an employee benefits services and technology firm that helps companies create a healthier workplace. Bennie provides services and technology that are beyond what growing companies typically receive, yet exactly what they need.

Bennie has built the ultimate benefits platform that connects disparate systems across the benefits supply chain to deliver a complete experience for employees, employers, and partners. Bennie’s technology, benefit plans, and service model are designed to enable employers and their employees to experience best-in-class outcomes that reduce overall health plan costs. Bennie’s team members use the platform and its data to supplement their market knowledge and bring innovative solutions to Bennie’s customers.

Bennie is headquartered in Stamford, CT, and is a remote-first company with employees across the U.S.

Core Values at Bennie

As an organization, we value our team members who are Optimistic , Accountable , Thoughtful , and Healthy . We believe these values, known as our O.A.T.H. , are essential for our collective success. The ideal candidate for this role will embody these values by:

• Maintaining a positive attitude throughout our journey of building our company.
• Being responsible for the quality of their work and for meeting their goals.
• Respecting our differences and looking out for one another.
• Believing in living complete lives that balance our work and personal time .

About the role:

The Enterprise Benefits Analyst is responsible for supporting Enterprise Consultants and strategic account teams in delivering ongoing customer strategy, service and retention tasks for enterprise-segment customers (500+ lives). This includes but is not limited to claims data analysis, complex cost modeling, stop-loss reporting, RFP consolidation, customer deliverable preparation, and strong partnership with the Bennie Data Operations and Product teams. This individual should have experience working in benefits consulting or healthcare analytics with advanced expertise in data modeling and financial exhibits. The ideal candidate is someone excited to leverage technology and data to deliver high-touch strategic insights for large employer customers.

Reporting to: Director of Enterprise Consulting

Who You Are: The ideal candidate should possess exceptional analytical, communication, and relationship building skills; and is excited to join a fast-growing benefits brokerage and work with senior team members to help deliver exceptional consulting service and experience to Bennie’s customers.

The Enterprise Benefits Analyst should exhibit the core attributes of the Bennie consulting team:

• Possess a growth mindset to drive the business upward and forward.
• Take a proactive approach to value creation and delivery for customers, colleagues, and partners.
• Seize the consultative opportunity in every interaction with customers, colleagues, and partners.
• Maintain a curiosit y about the industry, Bennie’s customers, and Bennie’s business.
• Bring relentless intensity to the creation of value.
• Take ownership of one’s impact and influence on customers, colleagues, and partners
• Work collaboratively with customers, colleagues, and partners.
• Act with compassion in every interaction, every time.

Responsibilities include:

• Partnering with Consultants to create customer deliverables like open enrollment presentations, benefit guides, cost modeling exhibits, contribution strategy models, and renewal analysis decks.
• Supporting the end-to-end RFP analysis process, including market data collection, carrier proposal comparison exhibits, and financial impact summaries.
• Assisting Consultants with complex enterprise customer onboarding tasks and plan implementation workflows.
• Supporting enterprise compliance reporting and data audits (e.g., Form 5500 filings, ACA reporting, RxDC disclosures, and ERISA plan compliance).
• Coordinating carrier, ben admin, & other vendor reporting that supports Bennie Data Operations team.
• Assisting in the development and standardization of customer delivery that support scalable enterprise customer service.
• Continual partnership with internal stakeholders (Product, Engineering, Operations) to communicate customer needs and help them develop solutions for efficient customer service.
• Developing relationships with industry partners.

Requirements:

• Demonstrated Proficiency in MS Excel (vlookups/xlookups, pivot tables, complex financial modeling) and working knowledge of Word and PowerPoint.
• Demonstrated proficiency with AI productivity tools and comfort with prompts that support efficient work processes.
• 1-2 years of experience in employee benefits consulting, healthcare analytics, or carrier underwriting, with exposure to large-group/enterprise accounts.

Nice to Have:

• Life & Health Producer’s License.
• Certification in data analysis or MS Excel (e.g., Advanced Excel, SQL, or BI tools like Tableau/PowerBI).
• Working knowledge of benefit administration platforms or HRIS systems

Compensation & Benefits:

We offer a competitive salary for this fully remote position, commensurate with experience and qualifications. The estimated annual salary range for this role is USD70,000 to USD90,000* .

*Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

Please note that the compensation details listed above reflect the base salary only, and do not include incentive pay, equity, or benefits. Bennie offers a total rewards package that includes stock options and employee benefits for full-time employees.

Our total rewards package includes the following:

• Flexible Time Off: We have a flexible vacation policy and offer paid company holidays

• Remote-first environment: Bennie is 100% remote (must be based in the US)

• Health Benefits that includes:

• Medical/Dental/Vision

• HSA & FSA, HRA, Life, Disability, & Employee Assistance Program

• Wellness Benefits that includes:

• Headspace

• Wellhub

• Rocket Lawyer

• One Medical Membership

• Kindbody

• Financial education with Betterment

• Stock Options: All full-time employees are granted stock options

• Remote Work Stipend: A $1,000 WFH Stipend

• Paid Parental & Bonding Leave

• Employee Referral Bonus Program

Bennie is an Equal Opportunity Employer

Bennie is an Equal Opportunity Employer. We celebrate diversity and are committed to creating an inclusive environment for all employees. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or veteran status.