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Open nowFirst seen 5 days ago

Health and Benefits Sales Professional

Fox Point Recruitment LLC297 open roles

Pay
$141,000 – $170,000 a year
Where
Chicago, Illinois, United States
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Your applicationOpen nowHealth and Benefits Sales ProfessionalFox Point Recruitment LLC · Chicago, Illinois, United States

  1. YouYes, apply to this one.

  2. CV RocketCV written for this posting.

  3. 25 readersRecruiter, hiring manager, skeptic. Round after round.

  4. CV RocketApplied on Fox Point Recruitment LLC's own form.

The reply lands in your private mailbox

3×more interviews than doing it yourself with ChatGPT.

The clock on this job

Early applications get read.

12.3% of postings close within 7 days. Measured by our own scanner across the market.

Share of postings closed within
  1. 2.1%1 day
  2. 4.5%3 days
  3. 12.3%7 days
  4. 19.3%14 days
  5. 35.6%30 days
  6. 58.1%60 days
This job: first seen 5 days ago

The posting

Title: Health and Benefits Sales Professional Status: Full-Time, Hybrid (3 times a week Onsite) Location: Chicago, IL 60606 Salary: $141,000 - $170,000 Visa Support: No Visa Sponsorship Available

Position Overview

A 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 Responsibilities

  • Develop 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 Qualifications

  • Bachelor'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 Qualifications

  • Life 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 Required

  • Enterprise Sales and Business Development
  • Employee Benefits / Health Benefits
  • Consultative and Solution-Based Selling
  • C-Suite Relationship Development
  • Prospecting and Client Acquisition
  • Sales Negotiation and Closing

Why 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.

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  1. A CV for this posting

    Written against Fox Point Recruitment LLC's own wording, from every piece of relevant proof in your profile.

  2. 25 readers review it

    Recruiter, hiring manager, skeptic and more read every draft, round after round. You get the best round.

    The review screen in CV Rocket: how each CV was read, round by round.

  3. We apply on Fox Point Recruitment LLC's form

    Our application engine gets through the hardest forms there are. Where a question needs you, AI suggests the best answer. Don't want us applying from our IP addresses? Use our Chrome extension: we apply straight from your own browser.

    An application in CV Rocket: every answer filled in on the employer's form.

  4. Every reply, sorted

    Fox Point Recruitment LLC's answer lands in your private mailbox, and we classify it on arrival: interview, question, rejection.

    The CV Rocket inbox: each employer reply classified as an interview, an action or a rejection.

  5. Reply with AI

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  6. The interview in your calendar

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    An interview invitation in the CV Rocket inbox, added to the candidate's calendar.
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