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Senior Middle Market Underwriting Leader

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Pharmacists Mutual Insurance Co
Full Time position
Listed on 2026-07-16
Job specializations:
  • Management
    Risk Manager/Analyst
  • Insurance
    Risk Manager/Analyst
Job Description & How to Apply Below

Job Details

Location:

DES MOINES, IA 50315
Salary Range: $ - $

Pharmacists Mutual Insurance Group has an opening for a Middle Market Underwriting Leader. This role will provide leadership and oversight for the Middle Market underwriting team.

Middle Market Underwriting Director
  • Leads the Middle Market underwriting portfolio, driving disciplined growth, execution, and sustained performance through strategic portfolio management.
  • Directs the Middle Market strategy, translating company objectives into actionable plans for the portfolio.
  • Oversees and optimizes the operational performance of the Middle Market portfolio, driving alignment with profitability, risk appetite, and regulatory requirements while identifying and implementing improvements to enhance portfolio outcomes.
  • Designs and drives training programs to enhance team capabilities, aligning development efforts with performance goals and business needs.
Assistant Vice President, Middle Market Underwriting
  • Leads the strategic direction of portfolio Middle Market operations, driving sustained profitability, strengthening risk discipline, and advancing enterprise-wide improvements aligned to regulatory and business objectives.
  • In partnership with the VP, Underwriting, shapes and executes the Middle Market strategy, translating company objectives into actionable plans for the portfolio.
  • Oversees the strategic governance and operational performance of the Middle Market portfolio, ensuring alignment with underwriting profitability, risk appetite, and regulatory standards.
  • Sets the strategic vision for training and development, elevating organizational capabilities and shaping performance outcomes across the portfolio.
Essential Functions
  • Understands the Middle Market marketplace and agent and customer expectations.
  • Participates in Guidelines Leadership Team to develop underwriting guidelines.
  • Models effective leadership, motivating the team to achieve shared goals while reinforcing professionalism and accountability.
  • Recruits, trains, coaches, and develops underwriting staff.
  • Conducts goal-setting activities and individual performance reviews.
  • Manages department workflow to ensure proper controls and procedures are documented, maintained, and followed.
  • Establishes workload and territory assignments and monitors productivity.
  • Coordinates regular and systematic quality control audits for each assigned staff member.
  • Supports VP, Underwriting with participation in Underwriting and/or cross-functional projects and strategic initiatives.
  • Ensures compliance with underwriting guidelines, authority levels, company policies, and regulatory requirements.
  • Maintains expenses at or below budget for assigned team.
  • Drives innovation and capability enhancements in portfolio management, AI utilization, underwriting processes, and performance metrics by identifying opportunities, developing recommendations, and leading implementation.
  • Uses data and analytics to inform decisions, identify trends, and improve underwriting practices.
  • Stays informed on industry trends, emerging risks, and competitor offerings to enhance underwriting effectiveness.
  • May underwrite complex Middle Market business.
Knowledge,

Skills and Abilities
  • Thorough knowledge of principles and practices of commercial insurance underwriting.
  • Expert knowledge of commercial policy language.
  • Expertise in building and maintaining relationships with distribution partners and individual account negotiations.
  • Ability to develop, build, and lead highly-effective teams.
  • Demonstrates the skills needed to drive financial performance of the Middle Market portfolio.
  • Demonstrated experience in influencing and leading teams of underwriters.
  • Knowledge of employee management principles including hiring, supervision, training, retention, and performance evaluation.
  • Ability to develop a plan and execute it.
  • Ability to make timely decisions independently, using personal knowledge and discretion.
  • Ability to organize and prioritize work.
  • Strong interpersonal skills.
  • Deep problem-solving skills.
  • Work independently and use initiative.
  • Possess critical thinking skills and sound judgment in underwriting decisions.
  • Determine when and how to elevate concerns.
  • Ability to understand and apply laws, rules and regulations.
  • Ability to deal with confidential information.
  • Establish and maintain effective working relationships with those contacted in the course of work.
  • Interact externally and internally with professionalism and confidence.
  • Possess a high level of executive functioning skills to organize and prioritize work.
  • Meet finite deadlines and deal with pressure situations.
  • Maintain records; prepare reports/correspondence related to the work.
  • Read, interpret and input data efficiently and accurately.
  • Communicate and work effectively with others (oral and written).
  • Follow oral and written directions.
  • Correct English usage, spelling, grammar, vocabulary and punctuation.
  • Knowledge of management information and business systems such as Word, Excel, PowerPoint etc.
  • Utilize computer and related software…
Position Requirements
10+ Years work experience
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