Demo

Underwriting Director - Commercial Insurance - Chicago, IL

PMA Companies
Chicago, IL Full Time
POSTED ON 10/10/2026
AVAILABLE BEFORE 12/10/2026
Back
Underwriting Director - Commercial Insurance
#4886
Multiple Locations
Apply
X Facebook LinkedIn Email Copy
Job Description:

The Regional Underwriting Director, Commercial Insurance is responsible for leading PMA's commercial underwriting team in the Midwest. The team has responsibility for underwriting workers' compensation, commercial automobile, general liability, and umbrella business in a variety of classes, primarily on a loss sensitive basis.

The Regional Underwriting Director must be technically sound in loss-sensitive and guaranteed cost underwriting, possess the ability to develop and execute a strategy for the region, oversee tactical and day-to-day execution, demonstrate exceptional leadership and management skills with an expectation of high performance and underwriting excellence from the team.

Responsibilities

  • Ensure the profitable growth of the segment throughout the region in accordance with our corporate plan and strategy, with an emphasis on underwriting excellence.
  • Manage the regional production underwriting process and collaborate with Regional and corporate leadership in the execution of innovative, regional distribution management and growth strategies.
  • Oversee the selection, analysis and pricing of commercial risks and the determination of coverage terms and conditions for new and renewal business.
  • Manage a consultative selling approach to generate new business and in coordination with service team members to include accurately assessing the needs of the broker and the client and formulating solutions that effectively address those needs.
  • Lead and direct underwriting staff with an emphasis on coaching, learning and development, accountability, talent management and succession planning. Build a creative and collaborative atmosphere that involves problem-solving to overcome obstacles and challenges.
  • Develop and maintain relationships with distribution partners.
  • Oversee the region's participation in our account management process, which ensures effective internal communication and the highest levels of customer service in collaboration with the service teams.
  • Partner with the colleagues in PMA's Specialty Markets Underwriting segments and TPA in the Midwest.
  • Administer the team's expense budget and ensure the effective use of resources in accordance with corporate, segment and regional objectives.
  • Participate in corporate and industry-related events, such as internal and external conferences and meetings with clients, distribution partners and employees.
  • Demonstrate a commitment to the Company's Code of Business Conduct and Ethics, and apply knowledge of compliance policies, procedures, standards and laws applicable to the responsibilities of this position. Maintain a strong compliance and quality assurance culture within the segment.
Requirements:
  • Bachelor's Degree and at least 7 years work experience in a senior underwriting position in the commercial insurance industry.
  • 2 years underwriting management experience is desired however candidates with at least 5 years senior, professional underwriting experience will also be considered.
  • Chartered Property Casualty Underwriter (CPCU); Associate in Risk Management designation or other professional designations are preferred.
  • Proven technical, leadership, and management skills.
  • Experience implementing and maintaining a high-performance culture built on excellence, accountability and trust.
  • Ability to grow a book of business across a region, and with an array of distribution partners, clients, and products, in accordance with our corporate business plan.
  • Experienced underwriter in the national accounts/large account space. Extensive knowledge of loss sensitive underwriting including incurred loss retros, large deductible, prefunded deductible, and captive programs. Knowledge of guaranteed cost rating and pricing and layer pricing, particularly in the commercial auto, general liability and umbrella lines of business.
  • Strong distribution management skills and relationships which can be leveraged within our production underwriting environment and regional management structure.
  • Demonstrated the ability to work effectively with functional peers in Corporate Distribution, Actuarial, Finance, Claims, Risk Control, and Corporate and Regional Leadership, as well as cross-functional teams.
  • Knowledge of financial analysis, account management, and collateral management.
  • Able to analyze and propose solutions to business challenges and problems.
  • Comparable leadership and management experience in a matrixed environment. Able to motivate, integrate, and collaborate with cross-functional teams and departments to produce quality outcomes within specified timeframes.
  • Adept at managing significant client relationships.
  • Strong customer-service orientation.
  • Professional written and verbal communication skills, ability to prioritize and organize.
  • Willingness to travel for business purposes and be visible with employees, clients, and distribution partners brokers.
Alternate Location(s)
Chicago, Illinois, United States
Schaumburg, Illinois, United States
Kansas City, Missouri, United States
St Louis, Missouri, United States

 

Salary.com Estimation for Underwriting Director - Commercial Insurance - Chicago, IL in Chicago, IL
$154,591 to $202,294
If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a Underwriting Director - Commercial Insurance - Chicago, IL?

Sign up to receive alerts about other jobs on the Underwriting Director - Commercial Insurance - Chicago, IL career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$203,962 - $293,894
Income Estimation: 
$192,796 - $287,080
Income Estimation: 
$289,504 - $443,460
Income Estimation: 
$275,571 - $446,137
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at PMA Companies

  • PMA Companies Mount Laurel, NJ
  • Back Sr Claims Specialist - Workers Compensation - NJ and PA #4819 Multiple Locations Apply X Facebook LinkedIn Email Copy Job Description: Job Description... more
  • 8 Days Ago

  • PMA Companies Blue, PA
  • Back Sr. Claim Counsel #4883 Multiple Locations Apply X Facebook LinkedIn Email Copy Job Description: As a member of our in-house counsel legal department,... more
  • 8 Days Ago

  • PMA Companies Camp Hill, PA
  • Back Claims Specialist - Auto and General Liability #4884 Multiple Locations Apply X Facebook LinkedIn Email Copy Job Description: In this role, utilize yo... more
  • 8 Days Ago

  • PMA Companies Blue, PA
  • About The Company Old Republic Commercial Risk, formerly known as PMA Companies, is an Old Republic operating company and a trusted leader in commercial in... more
  • 8 Days Ago


Not the job you're looking for? Here are some other Underwriting Director - Commercial Insurance - Chicago, IL jobs in the Chicago, IL area that may be a better fit.

  • Fetch Pet Insurance Chicago, IL
  • Position Overview About Fetch At Fetch , we’re dedicated to helping pets live their healthiest and happiest lives. Our comprehensive insurance coverage is ... more
  • 18 Days Ago

  • CNA Insurance Chicago, IL
  • You have a clear vision of where your career can go. And we have the leadership to help you get there. At CNA, we strive to create a culture in which peopl... more
  • 15 Days Ago

AI Assistant is available now!

Feel free to start your new journey!