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Posted August 15, 2026

Health & Benefits Sales Consultant

Calqulate
San Diego, CA, US Full Time

Job Description

Job Description
Health & Benefits Sales Consultant – Mid-Market

Location: San Diego, CA (Hybrid – 3 Days In-Office | Coverage includes San Diego & Irvine)

Industry: Financial Services / Employee Benefits Consulting

Experience Level: Mid-Senior Level

Job Function: Business Development / Sales

Employment Type: Full-Time

Visa Sponsorship / Relocation: Not Available

About the Role

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.

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