A top-tier global benefits and risk consulting firm is looking for an agile Health & Benefits Sales Executive to expand its presence across San Diego and Orange County.
Based in San Diego with a flexible hybrid schedule, you will focus on self-generating new business opportunities and delivering high-impact employee benefits solutions to mid-market organizations (1,000–5,000 employee lives).
Key Responsibilities
Pipeline Generation: Perform targeted outreach, cold networking, and strategic prospecting to connect with C-suite executives.
Consultative Sales Management: Lead complex RFP processes, custom proposal creation, and strategic negotiations to win new mid-market accounts.
Client Retention & Growth: Manage key account relationships, ensure top-tier service delivery, and uncover cross-selling potential.
Market Networking: Build a strong local presence through regional HR and employee benefits associations, trade shows, and industry networks.
Must-Have Qualifications
Education: Bachelor's Degree (BA/BS) is required.
Relevant Experience: Solid sales background in Employee Benefits, Health & Benefits consulting, or related commercial coverage/PEO brokerage environments.
Mid-Market Focus: Specific experience targeting groups of 1,000 to 5,000 employee lives.
Hunting Abilities: Proven track record of cold outreach, prospecting, and converting leads without relying solely on existing broker relationships.
C-Suite Access: Comfortable engaging CFOs, VPs of HR, and chief risk officers.
Nice-to-Have
Active Life & Health License.
Numbers & Facts
Location
San Diego, California
Website
https://calqulate.io
Skills
Brokerageunmatched
Business Developmentunmatched
Consultative Salesunmatched
Consultingunmatched
Cross-Sellingunmatched
Customer Retention/Renewalunmatched
Employee Benefitsunmatched
Financeunmatched
Financial Servicesunmatched
Head of Financeunmatched
Huntingunmatched
Negotiation Skillsunmatched
Proposal Writingunmatched
Request for Proposals (RFP)unmatched
Riskunmatched
Salesunmatched
Sales Managementunmatched
Sales Prospectingunmatched
Service Deliveryunmatched
Trade Showsunmatched
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