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Health & Benefits Sales Professional


Job Location:

Chicago, IL - USA

Monthly Salary: Not provided by the employer
Posted: 22 August 2026 (30+ days ago)
Application Deadline: 19 November 2026
Vacancies: 1 Vacancy

Job Summary

Health & Benefits Sales Professional

Why This Opportunity

This is a high-impact hybrid opportunity for an elite sales leader to join our premier health and benefits consulting this role you will leverage foundational data and global resources to develop innovative sophisticated sales strategies. You will solve critical client challenges across employee benefits enterprise healthcare financial security and organizational career development serving as a trusted advisor to major corporate employers.

What Were Looking For (Required & Elite Qualifications)

To land this role and thrive within our fast-paced sales environment you must possess an exceptional record of enterprise acquisition:

  • Target Account Experience: Proven track record successfully selling consulting solutions to enterprise organizations in the 1000 to 5000 employee benefits space.
  • Domain Mastery: Deep experiential and structural knowledge of the Employee Benefits or Health and Benefits consulting industry including self-funded models ancillary coverage and modern health plans.
  • Executive Presence: A powerful personal network and a demonstrated ability to consistently gain direct access to C-suite level executives (CHROs CFOs CEOs).
  • Sales Execution: A flawless track record of meeting or exceeding corporate sales goals quotas and expansion metrics.
  • Education: Bachelors degree (BA/BS) or equivalent practical experience.
  • Active Life and Health License.

Model: This is a hybrid position.

  • Requirement: Candidates must work at least three days per week in the office at our local campus

What Youll Do

  • Drive High-Yield Revenue: Execute aggressive sales goals by building and maintaining a large complex portfolio of high-yield corporate accounts via sophisticated sales presentations executive calls and targeted outreach
  • Lead Complex Deal Cycles: Own the end-to-end account acquisition pipeline from initial prospecting and discovery to close. Lead complex pricing negotiations and facilitate comprehensive service alignment to secure high-value financial outcomes
  • Craft Value-Driven Proposals: Architect tailored highly creative sales proposals executive presentations and multi-layered RFP responses that effectively address intricate client pain points.
  • Conduct Market Intelligence: Lead rigorous research efforts on relevant markets and industries to uncover emerging relationship needs target new accounts and unlock expansion or cross-selling opportunities across sister operational companies. 1 2
  • C-Suite Stakeholder Management: Interface frequently with prospective and existing client stakeholders ensuring exceptional satisfaction and deep market penetration.
  • Brand Ambassadorship: Represent the firm within various regional national or industry organizations and elite conferences to expand your professional network and maintain market exposure