Chicago Middle Market Resident Sales Director, Team Leader

Are you looking to accelerate growth by helping clients make better risk and people decisions? Can you lead, coach, and enable a team of producers to consistently identify, develop, and win new opportunities? If you're looking to take the next step in your sales leadership career, this is the role for you! Aon is in the business of better decisions 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 As part of an industry‑leading team, this role empowers results for middle market clients by delivering practical, insight‑led, and measurable solutions within our sales organization. As a Middle Market Resident Sales Director and Team Lead, you will report directly to the Chicago Resident Sales Director and will have direct reports in the Chicago office, with a primary focus on developing producers and revenue opportunities across the middle market segment. Drive growth: Achieve or exceed the office’s quarterly and annual new business revenue goals, specifically with respect to mid sized risk capital objectives. Lead the development and execution of go-to-market plans for direct reports, and other revenue-producing colleagues, with clear focus on middle market segmentation, target account selection, prospecting, and measurable sales goals. Consistently meet or exceed personal production sales targets, with focus on middle market clients. Recruit, train, mentor, and enable success for producers focused on the middle market; be viewed as a trusted mentor and connector for that producer group in the market. Build and maintain a sales‑focused culture that prioritizes consistent pipeline creation, cross‑solution collaboration, referral development, and practical client engagement. Support the execution of the National Sales and Marketing platform and initiatives. Mentor, develop, problem-solve, and strategize with producers, Account Executives, broking leaders, and solution line partners to build, advance, and close specific middle market revenue opportunities, including both new logo pursuits and whitespace opportunities with existing clients. Educate producers, Account Executives, broking leaders, and solution line partners on new products, approaches, services, and Aon capabilities, with practical guidance on middle market client applicability, buying triggers, value messaging, and recommended client and prospect dialogue. Work with risk leaders to ensure clients and prospects receive regular written communication applicable to their business(es), exposures and needs. Build, tailor, and implement targeted email campaigns, mailings, seminars, webinars, roundtables, and forums that are relevant to middle market buyers and aligned to the priority industries, key influencers, and new business goals. Proactively and consistently communicate and meet with clients, prospects, insurers, centers of influence, and competitors to maintain current knowledge of local market dynamics, buying trends, carrier appetite, and talent. Maintain an accurate and current middle market pipeline, including targeted prospects, next-best opportunities, stage progression, close probability, and expected revenue, to support confident forecasting and significant sales metric analysis. Supervise and assess ongoing new business results and related pipeline activity across middle market producers, and revenue-producing colleagues, promptly anticipating and addressing negative variances, stalled opportunities, activity gaps, and coaching needs. Maintain a fair marketplace in terms of prospect allocation across the office and firm’s resources and follow protocols for pipeline documentation and production credit disputes. Recruit and present your recommendation and business plan for the business development personnel, producer profiles, Account Executive support, and specialist resources needed to grow this segment in the area(s). Onboard