Health and Benefits Sales Professional

Health and Benefits Sales ProfessionalA leading professional services organization is seeking an experienced Health and Benefits Sales Professional to join its Chicago-based team. This hybrid position requires a minimum of three days per week working from the office.The successful candidate will drive growth by developing relationships with employers and senior decision-makers, identifying complex employee benefits needs, and presenting solutions involving healthcare, benefits, financial security, and employee-related programs.Key ResponsibilitiesDevelop and execute sales strategies for complex, high-value accounts.Conduct prospecting activities, including cold outreach, presentations, meetings, and client calls.Build compelling proposals, presentations, and RFP responses tailored to prospect requirements.Manage the full sales cycle from initial opportunity identification through negotiations and closing.Lead pricing discussions and establish appropriate expectations with prospective clients.Research industries, markets, and organizations to uncover new business opportunities and expansion opportunities within existing relationships.Build and maintain strong relationships with client stakeholders while supporting service satisfaction and business objectives.Identify opportunities to introduce additional solutions and create cross-selling opportunities.Develop a strong professional network through industry organizations, conferences, and regional events.Engage effectively with C-suite and other senior-level decision-makers.Required QualificationsBachelor's degree or equivalent demonstrated sales success.At least 5 years of relevant professional experience.Demonstrated success consistently meeting or exceeding sales objectives.Experience selling into organizations with approximately 1,000–5,000 employees.Practical knowledge of Employee Benefits and/or Health & Benefits consulting, products, or services.Proven ability to establish relationships and gain access to C-suite executives.Strong enterprise sales and new-business development capabilities.Preferred QualificationsLife and Health insurance license.Experience selling into organizations with 1,000 employees.Established network of senior-level contacts within the Employee Benefits or healthcare space.Experience managing complex sales cycles, negotiations, proposals, and RFP processes.Key Skills RequiredEnterprise Sales and Business DevelopmentEmployee Benefits / Health BenefitsConsultative and Solution-Based SellingC-Suite Relationship DevelopmentProspecting and Client AcquisitionSales Negotiation and ClosingWhy This Location?Chicago offers a major business environment with extensive dining, entertainment, arts, sports, and cultural attractions. The city also provides access to Lake Michigan, waterfront recreation, diverse neighborhoods, and a broad range of professional and lifestyle amenities.