Executive Vice President, Employee Benefits

Alera Group

10d • $300,000 - $375,000 • Remote

About The Position

Lead the Future of Empoyee Benefits at Alera Group
At Alera Group, our people, and the way we empower them, are our greatest competitive advantage. We are seeking an Executive Vice President, Employee Benefits to define the strategic vision of our Employee Benefits practice and accelerate growth across the enterprise. Reporting directly to the President, this role offers a rare opportunity to lead one of our most influential practices within a fast-growing, high-performing organization.
If you are energized by shaping strategy, building elite leadership teams, and delivering measurable results in a highly competitive market, this is your opportunity to lead at the very top.
Founded in 2017, Alera Group has grown to become the 14th largest broker of U.S. business. We’re passionate about helping our clients succeed in Employee Benefits, Property & Casualty Insurance, and Financial Services. With offices nationwide, our collaborative culture combines national resources with local expertise, providing the ideal platform for innovative leaders to make a real impact.

RESPONSIBILITIES

The Opportunity
As Executive Vice President, Employee Benefits, you will be responsible for utilizing field and regional insights to set the strategic direction of the Employee Benefits practice and drive profitable growth across the organization. You will partner closely with national and regional leadership to implement initiatives that increase retention; drive expanded net commission and fee growth and expand Alera Group's carrier partnership programs. A key focus of this role is enabling growth by equipping producers and service professionals with the tools, resources, and support they need to deliver exceptional value and outcomes.
This role offers full P&L ownership for the National Employee Benefits practice and the ability to directly influence corporate earnings, talent development, and long-term enterprise value.

Requirements

• 15+ years of progressive leadership experience in employee benefits consulting, ideally within a middle‑market or large‑group retail brokerage environment
• Proven success in a senior executive or national practice leadership role, with demonstrated ability to drive growth at scale
• Deep expertise in employee benefits plans, healthcare trends, and insurance/benefits legislation
• Strong track record of building and leading teams, influencing senior stakeholders, and executing enterprise-wide strategy
• Bachelor’s degree required

Nice To Haves

• Experience in a PE‑backed, fast-growing organization strongly preferred
• MBA or graduate degree preferred
• Professional certifications (e.g., CEBS) and Life & Health licenses strongly preferred

Responsibilities

• Set and execute the national strategy for Employee Benefits, leveraging field and regional insights to drive profitable growth
• Partner with Managing Directors, Regional Practice Leaders, Producers, and Executive Leadership to increase new sales, expand net commission and fee revenue, and strengthen client retention
• Launch and lead growth initiatives that enable teams to deepen client relationships and expand carrier partnerships, with success measured by organic net cash flow growth and corporate earnings
• Develop and communicate compelling, consistent service delivery models tailored to client segments
• Build and own intellectual capital for the Employee Benefits practice, including tools, solutions, and best practices that fuel growth and enhance the Alera Group brand
• Stay ahead of industry trends, competitive strategies, and healthcare market shifts, proactively translating insights into actionable initiatives
• Lead, coach, and develop a high-performing national and regional Employee Benefits leadership team
• Establish clear goals, metrics, and accountability within a performance-driven culture
• Foster collaboration across regions while respecting the entrepreneurial spirit of local offices
• Oversee all regional Employee Benefits operations, ensuring compliance with federal, state, and local regulations and the highest ethical standards
• Maintain full responsibility for the National Employee Benefits P&L, aligning performance with Alera Group’s strategic growth objectives

Benefits

• Alera Group offers comprehensive benefits to our colleagues, including medical, dental, life and disability insurance, 401k, generous paid time off and much more.

What This Job Offers

• Job Type: Full-time
• Career Level: Executive