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Acrisure

Supervisor - Growth, Transportation- Fleet, Midwest

Acrisure, Madison, Wisconsin, United States

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Overview Be among the first 25 applicants

A global fintech leader, Acrisure empowers millions of ambitious businesses and individuals with the right solutions to grow boldly forward. Bringing cutting-edge technology and top-tier human support together, we connect clients with customized solutions across a range of insurance, reinsurance, payroll, benefits, cybersecurity, mortgage services – and more.

In the last twelve years, Acrisure has grown in revenue from $38 million to almost $5 billion and employs over 19,000 colleagues in more than 20 countries. Acrisure was built on entrepreneurial spirit. Prioritizing leadership, accountability, and collaboration, we equip our teams to work at the highest levels possible.

Summary The Supervisor - Growth, Transportation- Fleet, Midwest reports to and supports the Director of Growth in driving business development, client retention, and cross-selling efforts within a designated Line of Business (LOB) or Specialty. This role is focused on coordinating daily operations, coaching frontline team members, and ensuring that growth strategies are executed effectively. The Supervisor acts as a connector between team leaders and advisors, reinforcing performance expectations and promoting a client-first mindset across all interactions. As a key contributor to a high-performance culture, the Supervisor promotes operational excellence, team accountability, and alignment with Acrisure’s client-focused values.

Scope The Supervisor – Growth, Transportation- Fleet, Midwest is responsible for supporting the implementation of strategic initiatives, optimizing workflows, and guiding team members toward business development goals. This role plays a critical part in fostering strong client relationships, identifying new opportunities for growth, and ensuring operational alignment with organizational goals. The Supervisor contributes to the team's overall efficiency by promoting collaboration, process adherence, and a culture of accountability.

Essential Responsibilities

Team Support & Development: Provide day-to-day coaching and guidance to team members to support performance, growth goals, and skill development. Assist with onboarding, ongoing training, and contributing to a high-performance culture in coordination with the Growth Manager.

Performance Execution: Help implement LOB-specific growth strategies by coordinating team efforts, tracking performance metrics, and escalating issues or opportunities to the Manager as needed.

New Business & Relationship Support: Support client advisors in identifying and nurturing new business opportunities. Maintain regular touchpoints with key clients to assist in retention and identify upselling or cross-selling opportunities.

Market & Revenue Insight: Monitor trends and competitive activity in a specific line of business, share insights with leadership, and support initiatives aimed at expanding services or market reach.

Operational & Submission Support: Collaborate with team members to prepare accurate and timely submission materials for new and renewing accounts, ensuring documentation is complete and aligned with operational standards.

Cross-Functional Collaboration: Liaise between the Growth Manager and internal teams—sales, marketing, placement, and operations—to ensure aligned execution of strategies and streamlined communication.

Technology & Process Optimization: Promote the use of technology and internal tools to enhance workflow efficiency, ensure adoption of best practices, and support ongoing process improvement efforts.

Essential Qualifications

Bachelor’s degree in business administration or related field is preferred

Must currently hold an active insurance license

Minimum of 3 years of progressive experience in the insurance and/or financial services industries

Proven experience in managing and supporting teams, implementing process improvements, and driving operational excellence

Experience supporting business development lifecycle

Self-motivating and has the ability to motivate others to achieve and excel in a fast-paced, dynamic environment

Excellent business and people decision-making skills and problem-solving abilities

Model positive energy and handle stress in the face of challenges, deadlines, and aggressive financial commitments

Excellent leadership and coaching ability

Deep understanding of markets, clients, and competitors

Adept at cultivating and growing productive, long-term customer relationships

Travel

Up to 25% of time required

Benefits and Perks

Competitive compensation

Generous vacation policy, paid holidays, and paid sick time

Medical Insurance, Dental Insurance, and Vision Insurance (employee-paid)

Company-paid Short-Term and Long-Term Disability Insurance

Company-paid Group Life insurance

Company-paid Employee Assistance Program (EAP) and Calm App subscription

Employee-paid Pet Insurance and optional supplemental insurance coverage

Vested 401(k) with company match and financial wellness programs

Flexible Spending Account (FSA), Health Savings Account (HSA) and commuter benefits options

Paid maternity leave, paid paternity leave, and fertility benefits

Career growth and learning opportunities

…and so much more!

Please note: This list is not reflective of all benefits. Enrollment waiting periods or eligibility criteria may apply to certain benefits. Offerings may vary based on subsidiary entity or geographic location.

Making a lasting impact on the communities it serves, Acrisure has pledged more than $22 million through its partnerships with Corewell Health Helen DeVos Children's Hospital in Grand Rapids, Michigan, UPMC Children's Hospital in Pittsburgh, Pennsylvania and Blythedale Children's Hospital in Valhalla, New York.

At Acrisure, we firmly believe that an inclusive workforce drives innovation, creativity, and ultimately, our collective success. We recruit, hire, employ, train, promote, and compensate individuals based on job-related qualifications and abilities. Acrisure also has a longstanding policy of providing a work environment that respects the dignity and worth of each individual and is free from all forms of employment discrimination. Acrisure also provides reasonable accommodation to qualified individuals with disabilities or based on a sincerely held religious belief, in accordance with applicable laws. If you need to inquire about an accommodation, or need assistance with completing the application process, please email leaves@acrisure.com.

California residents can learn more about our privacy practices for applicants by visiting the Acrisure California Applicant Privacy Policy available at www.Acrisure.com/privacy/caapplicant.

Welcome, your new opportunity awaits you. Acrisure is committed to employing a diverse workforce. All applicants will be considered for employment without attention to race, color, religion, age, sex, sexual orientation, gender identity, national origin, veteran, or disability status. California residents can learn more about our privacy practices for applicants by visiting the Acrisure California Applicant Privacy Policy available at www.Acrisure.com/privacy/caapplicant.

To Executive Search Firms & Staffing Agencies: Acrisure does not accept unsolicited resumes from any agencies that have not signed a mutual service agreement. All unsolicited resumes will be considered Acrisure’s property, and Acrisure will not be obligated to pay a referral fee. This includes resumes submitted directly to Hiring Managers without contacting Acrisure’s Human Resources Talent Department.

Seniority level: Mid-Senior level

Employment type: Full-time

Job function: Management and Manufacturing

Industries: Insurance

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