Executive Vice President, National Employee Benefits Practice Leader

Dickerson Group; United States; On-site; USD 300,000 - 350,000; Full time

Benefits offered by this job

Fully remote

Comprehensive benefits

401k

Generous paid time off

Job summary

Alera Group is seeking an Executive Vice President, Employee Benefits to define the strategic vision of the Employee Benefits practice and drive profitable growth across the enterprise. This role reports to the President and offers full P&L ownership and the ability to influence corporate earnings, talent development, and enterprise value.

You will lead national and regional teams, set strategy, expand client relationships and carrier partnerships, and ensure compliant, ethical operations.

Qualifications

• 15+ years of progressive leadership experience in employee benefits consulting.
• Senior executive or national practice leadership driving growth at scale.
• Bachelor's degree required; MBA preferred; CEBS and Life & Health licenses preferred.

Responsibilities

• Set strategic direction for the Employee Benefits practice and drive profitable growth.
• Lead national and regional leadership teams and align with executive leadership.
• Increase new sales, expand net commission and fee revenue, strengthen client retention.
• Oversee regional operations ensuring compliance and ethical standards.

Skills

Leadership experience

Strategic leadership

Healthcare industry knowledge

Stakeholder influence

Growth strategy

Education

Bachelor’s degree

MBA preferred

CEBS certification

Life & Health licenses

Job description

OVERVIEW

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 is one of the nation's leading independent insurance and financial services firms. We combine the strength of a national organization with the personalized service of local experts to help clients succeed across Employee Benefits, Property & Casualty Insurance, Retirement Plan Services, Wealth Services, and Human Capital Solutions.

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.

What You'll Lead

Strategic Growth & Market Impact

• 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

Service Excellence & Differentiation

• 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

Leadership, Talent & Culture

• 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

Operational & Financial Stewardship

• 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

QUALIFICATIONS

What You Bring

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

ADDITIONAL INFORMATION

Why Alera Group

• National scale with local empowerment—the best of both worlds
• A leadership seat with true strategic and financial influence
• A collaborative, high-performance culture built for growth
• The opportunity to shape the future of Employee Benefits within one of the fastest-growing broker platforms in the industry

Perks & Benefits

This job is fully remote.

Salary range is $300,000 to $350,000 per year. The actual salary will vary based on applicant’s education, experience, skills, and abilities. The salary may also be adjusted based on applicant’s geographic location.

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

We're an equal opportunity employer. All applicants will be considered for employment without attention to race, color, religion, sex, sexual orientation, gender identity, national origin, veteran or disability status, or any other protected class.

Alera Group is committed to protecting your privacy. Please review our Privacy Policy to understandwhat personal information we may collect and use as part of your application process.

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Location Type

Remote