Associate Captive Sales Executive – Medical Stop Loss

BevCap Management LLC

. Develop and execute sales strategies to grow captive membership, premium volume, and revenue .

Posted 10/3/2026full-timeRemote • Texas • United StatesJuniorMid-Level💰 $120,000 - $150,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in developing and executing sales strategies for self-funded health plans and captive insurance, with a strong focus on relationship management and pipeline development. Proven ability to lead the sales cycle and effectively communicate complex insurance concepts to executive audiences.

Highest-signal resume keywords

Sales Strategy DevelopmentRelationship ManagementMedical Stop-Loss KnowledgeSalesforce ProficiencyNegotiation Skills

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills

SalesBusiness DevelopmentProposal DevelopmentPipeline ManagementPresentation SkillsCommunication SkillsNegotiation SkillsFollow-Up SkillsInsurance Concepts ExplanationClient Outcome Delivery

Soft Skills

Self-MotivatedHighly OrganizedRelationship-Building Skills

Tools & Technologies

SalesforceHubSpot

Certifications & Qualifications

Accident & Health Insurance License

Industry Keywords

Self-Funded Health PlansCaptive InsuranceEmployee BenefitsMedical Stop-LossHealthcare Cost ManagementMiddle-Market EmployersUpper Middle-Market EmployersNational Account Employers

About the role

Key responsibilities & impact

Develop and execute sales strategies to grow captive membership, premium volume, and revenue
Build and maintain relationships with employee benefits brokers, consultants, CFOs, HR leaders, business owners, and other key decision-makers
Identify, prospect, and cultivate opportunities with middle-market, upper middle-market, and national account employers
Educate prospects and partners on self-funded health plans, medical stop-loss, captive insurance, and healthcare cost management strategies
Lead opportunities through the entire sales cycle, including prospecting, discovery, proposal development, presentation, negotiation, and close
Collaborate with underwriting, account management, marketing, and leadership teams to deliver exceptional client outcomes and support retention efforts
Represent BevCap at industry conferences, broker meetings, networking events, and client presentations
Maintain an active pipeline and accurate sales activity within Salesforce and HubSpot
Travel as needed to support business development, client meetings, and market-facing events

Requirements

What you’ll need

2+ years of sales, business development, or consulting experience in medical stop-loss, self-funded employee benefits, captive insurance, or a related field
Proven track record of meeting or exceeding new business goals
Established relationships with employee benefits brokers, consultants, or employer decision-makers
Working knowledge of self-funded health plans, medical stop-loss, and employee benefits strategies
Strong presentation, communication, negotiation, and relationship-building skills
Ability to explain complex insurance and financial concepts to executive audiences
Highly organized with strong follow-up and pipeline management skills
Bachelor's degree preferred
Active Accident & Health Insurance License preferred, or ability to obtain within 30 days
Self-motivated and comfortable working independently in a flexible work environment

Benefits

Comp & perks

Competitive compensation with strong earning potential
Access to proprietary captive solutions and established market relationships
Flexible remote work environment
Exceptional health insurance with spouse and family coverage options
Dental, vision, and life insurance
401(k) with 4% company match
Four weeks of PTO
Access to BevCap's headquarters and team resources in McKinney, Texas
Significant advancement opportunities within a fast-growing organization
Remote work flexibility
Travel support as needed for business development, client meetings, and market-facing events