Medical Malpractice Risk Management Jobs in Chicago, IL

Posted Tuesday, August 4, 2026 at 6:00 AM

The Inland Real Estate Group of Companies, a diversified real estate, investment, and financial services organization, is seeking an experienced Director of Risk Management to lead and advance our enterprise-wide risk management strategy. This is a highly visible, senior-level role with broad exposure to executive leadership and multiple business lines across the organization.

Reporting directly to the Chief Risk Officer, EVP, the Director of Risk Management will oversee complex insurance programs, captive operations, claims management, and key financial and strategic risk initiatives. Inland Risk Management operates as a shared service model, offering the opportunity to collaborate closely with leaders across the firm and influence risk strategy at an enterprise level.

• Lead the placement, structure, and ongoing management of complex property & casualty insurance programs, including D&O/E&O, Cyber, EPL, Fiduciary, Crime, and Workers’ Compensation.
• Oversee claims management, ensuring effective resolution and cost control.
• Manage and grow a single-parent captive insurance program domiciled in Vermont, coordinating with brokers, captive managers, and internal stakeholders to maximize utilization and revenue opportunities.
• Conduct comprehensive risk assessments and enterprise risk analysis, identifying exposures and developing mitigation strategies.
• Support and participate in Enterprise Risk Management (ERM) and Environmental, Social & Governance (ESG) initiatives.
• Develop and execute strategies for collateral recovery, strengthening financial outcomes and reducing losses.
• Perform risk-related financial forecasting, providing insight and recommendations to support strategic decision-making.
• Participate in group P&L reviews, analyzing trends, variances, and opportunities for improvement.
• Serve as a key advisor to leadership on insurance market conditions, coverage optimization and cost containment.
• Develop, implement, and maintain risk management policies and procedures in alignment with regulatory and industry best practices.
• Act as a key member of the Cyber Security Incident Response Team and ESG committee.
• Lead, mentor, and develop the risk management team, fostering professional growth and continuous improvement.
• Perform supervisory duties including hiring, performance management, coaching, promotion, and disciplinary actions.
• Maintain the highest standards of professionalism, integrity, and compliance with all laws, policies, and regulations.
• Perform other duties as assigned.

• Directly supervises two team members:
  • Administrative Assistant
  • Claims Specialist

Education

• Bachelor’s degree with a concentration in Risk Management, Finance, or equivalent professional experience required

Experience

• 10+ years of progressive experience in Risk Management, Claims, Loss Control, Insurance, and Financial Management
• Demonstrated experience with captive insurance administration (required)

Licenses & Certifications

• Property & Casualty License – required (or able to obtain within 1 year)
• ARM (Associate in Risk Management) strongly preferred

Skills & Technical Expertise

• Proficiency in Microsoft Word and Outlook
• Experience with RMIS and TPA systems
• Strong analytical, financial, and problem-solving skills
• Excellent written and verbal communication abilities
• Proven leadership skills with the ability to influence across diverse business groups

• High-impact, enterprise-level leadership role
• Exposure to executive leadership and multiple business platforms
• Opportunity to shape and grow a sophisticated risk function and captive program
• Stable, well-established organization with a long-term view

Annual Base Salary Range: $145,567-$189,237. This position is eligible to participate in the company’s annual discretionary bonus program.

Inland offers a competitive range of benefitsfor eligible Full-time employees:

• Medical/Dental/Vision insurance (PPO)
• Participation in the company 401(k) plan with a company match
• Vacation Time, Nine Paid Holidays, Three floating holidays per year
• Sick time
• Company-paid life insurance equaling your annual base salary
• Company-paid short-term and long-term disability

This position is eligible as an internal promotion opportunity.

As part of our commitment to an efficient and consistent hiring experience, The Inland Real Estate Group, LLC and its affiliated companies ("Inland") may utilize artificial intelligence ("AI") or automated technologies to assist in certain aspects of the recruitment and hiring process, including resume review and candidate screening. AI-enabled tools are used to support hiring decisions and are not used as the sole basis for employment decisions. All employment decisions are reviewed and made by qualified Inland professionals.

We are a drug-free workplace. Pre-employment background checks and drug screening are conducted for all new hires in accordance with applicable laws and regulations.

Inland is committed to equal employment opportunity and considers applicants for all positions without regard to race, color,

religion, sex, national origin, age, sexual orientation, familial status, marital status, veteran status, disability, or any other status protected by applicable law. We do not use AI or any selection tools in a manner that results in unlawful discrimination based on any protected characteristic.

If you require a reasonable accommodation or an alternative method of assessment during any stage of the recruiting process, please contact our Talent Acquisition team at recruiting@inlandgroup.com.

Where required by applicable law, Inland will provide additional disclosures and obtain any necessary consent before using certain AI-enabled technologies. Candidates may request additional information regarding Inland’s use of AI in the hiring process at any time.

We are an E-Verify employer.