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Middle Market Senior Broker

$100k - $160k

Willis Towers Watson

Senior Middle Market Broker

The Senior Middle Market Broker provides knowledge, leadership, insight, and direction for broking activities to ensure that clients' expectations are regularly met. This role incorporates a wide level of expertise but always assumes the broker is capable of handling accounts independently. The size and complexity of the account can vary. More experienced brokers may be responsible for training and supervising associate brokers. Responsible for ensuring that relevant regulatory and technical standards are met. Helps drive the broking team to achieve agreed operational and financial goals and objectives.

Note: Visa employment-based non-immigrant visa sponsorship and/or assistance is not offered for this specific job opportunity.

The Role

  • Orchestrate new business placement, renewals, and alterations of existing coverage
  • Develop, review, and deliver presentations to secure new and build on existing relationships
  • Review and evaluate information and analytics to assess and evaluate client risks to support the placement of client risks in the market
  • Research and evaluate all solutions (insurance and otherwise) to identify and develop optimum risk solutions for clients
  • Provide coverage and program design advice and expertise to clients; perform needs and gap analysis to make recommendations regarding program improvements
  • Build strong partnerships with a broad range of organizations and stakeholders in the market to secure optimum terms and conditions for clients
  • Contribute to thought leadership and continuous process improvement of the broking function
  • Work closely with associates to stay on top of changes in the marketplace
  • Oversee design and preparation of draft proposals; negotiate and finalize carrier quotes, terms and conditions, and coverage confirmations to ensure contract certainty
  • Bind carrier quotes and review binders and coverage confirmations
  • Request, attend, and participate in regular client and underwriter meetings
  • Conduct program peer reviews
  • Provide coaching to brokers in training

The Requirements

  • 5–12 years industry experience
  • Insurance broker's P&C license required
  • Strong group presentation skills (written and verbal); ability to drive complex/technical conversations
  • Relationship management: customer focus, collaboration and interpersonal skills, and conflict management; demonstrates shared ownership of resolution of conflicts
  • Negotiation skills: carrier and client negotiation skills; can secure concessions without damaging relationships
  • Business acumen: demonstrates knowledge of industries and clients, carriers and/or markets
  • Project management: ability to effectively manage and oversee small projects
  • Receptive to feedback; critical thinking and problem-solving skills; high adaptability
  • Leadership skills: applies judgment in making decisions, directs and motivates others, takes lead in small groups, and promotes teamwork

This position will remain posted for a minimum of three business days from the date posted or until sufficient/appropriate candidate slate has been identified.

Compensation and Benefits

Base salary range and benefits information for this position are being included in accordance with requirements of various state/local pay transparency legislation. Please note that base salaries may vary for different individuals in the same role based on several factors, including but not limited to location of the role, individual competencies, education/professional certifications, qualifications/experience, performance in the role and potential for revenue generation.

Compensation

The base salary compensation range being offered for this role is $100,000-$160,000 USD per year.

Company Benefits

WTW provides a competitive benefit package which includes the following (eligibility requirements apply):

  • Health and Welfare Benefits: Medical (including prescription coverage), Dental, Vision, Health Savings Account, Commuter Account, Health Care and Dependent Care Flexible Spending Accounts, Group Accident, Group Critical Illness, Life Insurance, AD&D, Group Legal, Identify Theft Protection, Wellbeing Program and Work/Life Resources (including Employee Assistance Program)
  • Leave Benefits: Paid Holidays, Annual Paid Time Off (includes paid state/local paid leave where required), Short-Term Disability, Long-Term Disability, Other Leaves (e.g., Bereavement, FMLA, ADA, Jury Duty, Military Leave, and Parental and Adoption Leave), Paid Time Off (Washington State only)
  • Retirement Benefits: Contributory Pension Plan and Savings Plan (401k).

Pursuant to the San Francisco Fair Chance Ordinance and Los Angeles County Fair Chance Ordinance for Employers, we will consider for employment qualified applicants with arrest and conviction records.

At WTW, we trust you to know your work and the people, tools and environment you need to be successful. The majority of our colleagues work in a "hybrid" style, with a mix of remote, in-person and in-office interactions dependent on the needs of the team, role and clients. Our flexibility is rooted in trust and "hybrid" is not a one-size-fits-all solution.

We understand flexibility is key to supporting an inclusive and diverse workforce and so we encourage requests for all types of flexible working as well as location-based arrangements. Please speak to your recruiter to discuss more.

EOE, including disability/vets

Job Identification 202603042

Job Category Broking

Posting Date 09/10/2026, 01:44 PM

Locations Willis Tower, Chicago, IL, 60606, US

Job Schedule Full time

Vacancy posted 5 days ago
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