At Gregory & Appel, we don’t compete on volume, we compete on strategy. As one of the largest independent insurance advisory firms in the Midwest, our independence allows us to deliver objective guidance, sophisticated analytics, and long-term partnership without shareholder pressure.
We are seeking a high-performing Employee Benefits Sales Executive who thrives in complex environments and is motivated to build a significant, sustainable book of business serving mid-market and large employers. This is a growth role for a market-facing producer who sees themselves as an enterprise advisor, who values the long-game, serving our clients with value-added benefit strategy with continuous renewal and retention in mind. We are not seeking a traditional transactional broker.
The Opportunity
You will drive new revenue by engaging CFOs, CHROs, and executive leadership teams in strategic conversations around:
Self-funded and alternative funding strategiesCost containment and multi-year healthcare planningPharmacy and clinical risk managementPopulation health and workforce engagementRegulatory and compliance risk mitigationWe are looking for a disciplined, proactive, consultative, sales leader who:
Targets complex employers to serve with our innovative benefit solutions Is comfortable and thrives navigating sophisticated procurement cyclesCan translate claims data and financial modeling into board-level strategyBuilds trust through value-added consultation through insight, not transactional quotingWhat You’ll Do
Develop and execute a focused business development strategy targeting mid-market and large group employersLead consultative discovery sessions tied to workforce strategy and financial performanceDesign multi-year benefits roadmaps aligned with talent, culture, and EBITDA objectivesPartner with our internal analytics, actuarial, compliance, and service teams to deliver differentiated solutionsBuild a book of business with long-term retention and revenue growth objectivesServe as a strategic advisor accountable for both growth and client outcomesWhat You Bring
8+ years of Employee Benefits brokerage or consulting experienceDemonstrated history of generating significant new revenueExpertise in self-funded, level-funded, and fully insured health plansStrong executive presence and boardroom credibilityDisciplined pipeline management and sales process rigorResilience, competitiveness, and a growth mindsetActive Life & Health licenseWhy Gregory & Appel?
True independence, with a client-first strategy Deep analytics, compliance, and population health resourcesCollaborative culture where colleagues are our competitive advantageEntrepreneurial environment with meaningful earning potentialLong-term wealth-building opportunity through sustained book growthA firm committed to helping you build something lastingIf you are motivated to compete at a high level, build a substantial book of business, and serve clients through strategic partnership rather than product placement, we would welcome a conversation.
Requirements: