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Middle Market Broking Midwest Region Leader

Aon
$234,600.00 - $300,000.00 / yr
life insurance, vision insurance, paid time off, sick time, tuition assistance, 401(k)
United States, Illinois, Chicago
200 East Randolph Street (Show on map)
Oct 10, 2025

We are seeking a dynamic and experienced Regional Leader to join our Middle Market Practice, focusing on providing innovative and tailored commercial insurance solutions to companies. In this role, you will oversee a diverse range of risk management needs, including property, liability, cyber security, employment practices liability, and more. By leveraging advanced technology and data-driven strategies, you will help middle-market businesses identify, assess, and mitigate risks, ensuring they receive customized insurance and risk management solutions that meet their unique challenges. If you are a strategic thinker with a passion for helping businesses navigate complex risks, we encourage you to apply for this exciting opportunity. This is a hybrid role with flexibility to work 3-4 days from our Chicago office.

Aon is in the business of better decisions

At Aon, we shape decisions for the better to protect and enrich the lives of people around the world.

As an organization, we are united through trust as one inclusive team and we are passionate about helping our colleagues and clients succeed.

What the day will look like

  • Operationally leading and managing the team.
  • Providing technical leadership and training to the Middle Market Broking team and broader Practice.
  • Coordinating marketing strategy and broking major accounts and lead lines.
  • Lead broker on complex insurance programs - Perform strategic assessment, design solutions and negotiate risk transfer products.
  • Developing client and network relationships.
  • Ensuring a high level of client retention.
  • Analysis of client's exposures to identify and mitigate risk as well as responsible for the coordination of the placement and day-to-day activities on accounts.
  • Develop & maintain understanding of analytical/actuarial techniques to design and compare risk transfer/financing plans.
  • Effectively plan and lead renewal cycle.
  • Establish credibility (knowledge/trust) with both clients and Aon peers (grow extensive internal network)
  • Develop technical proficiency demonstrating capabilities to build innovative solutions
  • Possess senior executive client communication and negotiation skills (oral & written)
  • Effectively communicate market/industry perspectives and applications to specific client situation.
  • Participate in RFP responses. Assist in business development; expanding engagements with existing clients, sourcing new projects/consultancy services and engaging with our insurer partners.
  • Ensure operational excellence including adherence to service management requirements.
  • Maintain knowledge of Aon's scope of resources and capabilities to promote interdependency and enhanced client services.

How this opportunity is different

This role offers the chance to lead strategic, high-impact work within a growing middle-market segment, leveraging Aon's advanced tools and analytics. It combines team leadership, complex client engagement, and innovative risk solutions-positioning you to influence outcomes at scale while shaping the future of commercial insurance delivery.

Skills and experience that will lead to success

  • Team management experience, preferably over a broad geographical area
  • Proven teamwork skills enabling the candidate to successfully lead broking teams and leverage thought leaders in pursuit of greater client, carrier and Aon outcomes
  • Strong oral presentation skills and the ability to clearly articulate complex messages in written form
  • Involvement in the transaction of insurance for commercial risk/middle market companies
  • A network of carrier relationships, carrier references required
  • Strong negotiation skills
  • Experience using management reports to find opportunities and impact results
  • Consistent achievement of assigned territorial or practice goals
  • Track record of successful recruiting of impactful talent

Education: Bachelor's degree in or equivalent years of industry experience.

  • A Property and Casualty Brokers License is required, or must be obtained within 120 days of hire if not already active

How we support our colleagues

In addition to our comprehensive benefits package, we encourage an inclusive workforce. Plus, our agile environment allows you to manage your wellbeing and work/life balance, ensuring you can be your best self at Aon. Furthermore, all colleagues enjoy two "Global Wellbeing Days" each year, encouraging you to take time to focus on yourself. We offer a variety of working style solutions for our colleagues as well.

Our continuous learning culture inspires and equips you to learn, share and grow, helping you achieve your fullest potential. As a result, at Aon, you are more connected, more relevant, and more valued.

Aon values an innovative and inclusive workplace where all colleagues feel empowered to be their authentic selves. Aon is proud to be an equal opportunity workplace.

Aon provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, creed, sex, sexual orientation, gender identity, national origin, age, disability, veteran, marital, domestic partner status, or other legally protected status. People with criminal histories are encouraged to apply.

We welcome applications from all and provide individuals with disabilities with reasonable adjustments to participate in the job application, interview process and to perform essential job functions once onboard. If you would like to learn more about the reasonable accommodations we provide, email ReasonableAccommodations@Aon.com

For positions in San Francisco and Los Angeles, we will consider for employment qualified applicants with arrest and conviction record in accordance with local Fair Chance ordinances.

Aon is not accepting unsolicited resumes from search firms for this position. If you are a search firm, you will not be compensated in any way for your submission of a candidate, even if Aon hires that candidate.

Nothing in this job description restricts management's right to assign or reassign duties and responsibilities to this job at any time.

Pay Transparency Laws:

The salary range for this position (intended for U.S. applicants) is $234,600-$300,000 annually. The actual salary will vary based on applicant's education, experience, skills, and abilities, as well as internal equity and alignment with market data. The salary may also be adjusted based on applicant's geographic location. The salary range reflected is based on a primary work location of Chicago. The actual salary may vary for applicants in a different geographic location.

This position is eligible to participate in one of Aon's annual incentive plans to receive an annual discretionary bonus in addition to base salary. The amount of any bonus varies and is subject to the terms and conditions of the applicable incentive plan


A summary of all the benefits offered for this position:

Aon offers a comprehensive package of benefits for full-time and regular part-time colleagues, including, but not limited to: a 401(k) savings plan with employer contributions; an employee stock purchase plan; consideration for long-term incentive awards at Aon's discretion; medical, dental and vision insurance. This role does not accrue vacation. Rather, this role is eligible to take paid time off at the discretion of the employee and management in accordance with company policy and practices. Various other types of leaves of absence; paid sick leave as provided under state and local paid sick leave laws, short-term disability and optional long-term disability, health savings account, health care and dependent care reimbursement accounts, employee and dependent life insurance and supplemental life and AD&D insurance; optional personal insurance policies, adoption assistance, tuition assistance, commuter benefits, and an employee assistance program that includes free counseling sessions. Eligibility for benefits is governed by the applicable plan documents and policies.

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