Sr. Account Executive
Dickerson Group
OVERVIEW
Senior Account Executive – Employee Benefits
Location: Hybrid - Cincinnati
At Alera Group , our Employee Benefits team partners with employers to design, manage, and evolve benefit programs that support people, control costs, and drive long‑term success. We are seeking an Account Executive to serve as the strategic relationship owner for our largest and most complex clients. This role leads client strategy, drives retention and growth, and collaborates across internal teams to deliver best‑in‑class results.
About Alera Group
Alera Group is an independent, national insurance and financial services organization built on collaboration, shared success, and a people‑first mindset. We bring together the strength, resources, and expertise of a large firm with the local service and relationships clients value. Our Employee Benefits professionals work closely with employers to deliver thoughtful, data‑driven solutions that make a meaningful impact.
The Senior Account Executive will take the lead on employee benefits accounts and provide multiple layers of support in maintaining, expanding, and servicing the unique needs of each of our clients. This person will be responsible for strengthening new and existing relationships by actively investigating clients' needs through effective questioning and listening.
Why Alera Group
- Meaningful Impact: Help clients and employees navigate benefits programs that drive retention, engagement, and satisfaction
- Growth & Learning: Opportunities to deepen your expertise and gain exposure to a variety of clients and industries
- Collaborative Culture: Work in a team‑oriented environment that values accountability, partnership, and the principles of The Collaborative Way
RESPONSIBILITIES
What You’ll Do / Your Impact
Client Partnership & Risk Strategy
- Serve as the primary day‑to‑day relationship owner for assigned employee benefits clients
- Develop a deep understanding of client goals and objectives and create strategies that drive measurable outcomes
- Lead client strategic initiatives from identification through implementation
- Work closely with producers to design and implement benefit strategies aligned with long‑term client goals
- Partner with analytics teams to prepare and present detailed plan design analysis to support informed decision‑making
Operational Excellence
- Create and manage annual client service calendars and issue‑resolution tracking
- Oversee service execution across internal teams to ensure accuracy, timeliness, and quality
- Coordinate review of plan documents, contracts, SPDs, and related materials to support compliance
- Work with account managers to resolve day‑to‑day service issues including eligibility, billing, and claims
- Coordinate employee communications, including open enrollment meetings and ongoing education
Strategic Contribution
- Maintain accountability for client retention and satisfaction across the assigned book of business
- Implement client retention strategies and proactively address risks to renewal
- Provide mentorship and guidance to team members while fostering collaboration across departments
- Build strong relationships with carrier and actuarial partners to support client success
- Proactively stay current on products, services, and underwriting approaches
QUALIFICATIONS
What You Bring
Required
- Active State Life & Health insurance license
- 7+ years of employee benefits experience in an insurance brokerage or carrier environment
- Advanced knowledge of health and welfare plans including HMO, PPO, and CDHP structures
- Strong understanding of ancillary benefits including life, disability, dental, and vision
- Excellent written, verbal, and presentation skills
- Ability to work independently, prioritize effectively, and take ownership of outcomes
Preferred
- Bachelor's Degree
- Professional certifications such as CEBS, GBA, PHR, CLU, or CBP
- Strong analytical and problem‑solving capability
- Experience working with modern benefits technology platforms
Core Competencies
- Detail orientation
- Accountability and follow‑through
- Collaborative mindset
- Client‑first thinking
ADDITIONAL INFORMATION
Compensation: DOE
Benefits: Alera Group offers comprehensive benefits including medical, dental, vision, life and disability coverage, 401(k), generous PTO, and more.
Work Model: Hybrid
Professional Development – Alera Group Academy
At Alera Group, growth isn’t left to chance. Through Alera Group Academy , we provide structured development opportunities designed to help you expand your expertise and build a meaningful career.
You’ll have access to:
- Role‑specific learning paths
- Leadership development programs
- Technical and compliance training
- Industry certifications and continuing education support
- Peer learning and knowledge‑sharing communities
Whether you’re deepening technical expertise or preparing for leadership, we’re invested in helping you grow.
Licensure & Certifications
This position requires:
- Active State Life & Health License
- Ongoing continuing education to maintain active status
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 understand what personal information we may collect and use as part of your application process.
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