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Director of Quality Assurance; Medicare Sales

Job in Chicago, Cook County, Illinois, 60661, USA
Listing for: Gallagher Benefit Services
Full Time position
Listed on 2026-07-01
Job specializations:
  • Business
    Regulatory Compliance Specialist, Data Analyst
Job Description & How to Apply Below
Position: Director of Quality Assurance (Medicare Sales)
Introduction

At Gallagher Benefit Services, you’re a trusted partner to organizations navigating some of their most important people decisions. We help clients build better workplaces, where people feel supported, empowered, and inspired to thrive. Whether it’s shaping benefit strategies, designing wellbeing programs, or advising on workforce challenges, the work you do here creates meaningful change for businesses and the people who power them.

We’re a community of bold explorers, trusted experts, and compassionate partners; working side by side to solve problems, and shape the future of work. Here, curiosity is encouraged, collaboration is second nature, and your ideas have room to grow. If you’re looking for a place where your contribution matters and where you can help build a better world of work;

think of Gallagher.

Overview

Your Way Insurance is seeking a Director of Quality Assurance to join its growing Legal & Compliance department. This role will serve as a strategic leader, thinker, and business partner to one of the largest and fastest-growing Medicare brokerages in the nation. The position reports directly to the Head of Legal & Compliance.

How you'll make an impact
  • Oversee the Quality Assurance (QA) program across a Medicare inside sales organization.
  • Lead and manage a team of QA professionals.
  • Drive risk reduction through QA initiatives, leveraging artificial intelligence tools.
  • Utlizing, auditing, and monitoring compliance with CMS requirements, including Medicare Advantage, Part D regulations, and Star Ratings measures.
  • Maintain audit readiness for CMS program audits, mock audits, and validation activities.
  • Maintain and develop our artificial intelligence platform to meet the changing needs of the business.
  • Develop and monitor QA metrics, driving the QA function through the use of an artificial intelligence platform.
  • Manage data validation processes and ensure timeliness and accuracy in reporting.
  • Collaborate with Compliance, Operations, and Sales teams to align QA efforts with organizational goals.
  • Maintain QA training, monitoring, and auditing policies and processes to ensure compliance with applicable policies, procedures, and regulatory requirements.
  • Coordinate with TPMOs and carriers regarding QA metrics and reporting.
  • Partner with the Your Way Insurance leadership team to strategize on risk mitigation and monitor compliance metrics effectively.
About You
  • Bachelor’s degree (Master’s or JD preferred) in healthcare, business, or related field
  • 7–10+ years in Medicare/managed care QA, with 5+ in leadership
  • A proven track record of people management
  • Deep knowledge of CMS regulations, HPMS, and Medicare audit protocols
  • Data analytics capabilities (SQL, Tableau, PowerBI, Smartsheet); fluency with Artificial Intelligence, root cause analysis, vendor oversight experience, and people leadership.
  • Developed sense of business judgment obtained via a minimum of 7 to 10+ years of experience working with a compliance program within a highly regulated industry.
  • Strong communication skills, such as executive presentation and reporting.
  • Experience with HEDIS, Stars, and CAHPS is a plus
  • Certifications like CHC, CPHQ, or Six Sigma are valuable
Compensation and benefits

We offer a competitive and comprehensive compensation package. The base salary range represents the anticipated low end and high end of the range for this position. The actual compensation will be influenced by a wide range of factors including, but not limited to previous experience, education, pay market/geography, complexity or scope, specialized skill set, lines of business/practice area, supply/demand, and scheduled hours.

On top of a competitive salary, great teams and exciting career opportunities, we also offer a wide range of benefits.

Below are the minimum core benefits you’ll get, depending on your job level these benefits may improve:

  • Medical/dental/vision plans, which start from day one!
  • Life and accident insurance
  • 401(K) and Roth options
  • Tax-advantaged accounts (HSA, FSA)
  • Educational expense reimbursement
  • Paid parental leave

Other benefits include:

  • Digital mental health services (Talkspace)
  • Flexible work hours (availability varies by office and…
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