Commercial Transportation Client Advisor

Job Title

Commercial Transportation Client Advisor at Acrisure

Milwaukee County, WI

Mid‑Senior level

Full‑time

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 is seeking a Commercial Transportation Client Advisor to join our growing team. A Commercial Transportation Client Advisor is a high‑performance individual that delivers insurance and advisory strategies to medium‑size companies and large Fortune 500 companies, focusing on reducing insurance dependency and boosting performance. The role is primarily face‑to‑face with key executives and decision‑makers, and it is a high‑income, competitive sales position with a clear objective of always exceeding quota.

• Initial Training & Validation Period:
  New advisors start in a supported compensation phase while completing licensing, training, and performance validation.
• Progressive Commission Structure:
  As experience grows and performance benchmarks are achieved, advisors move through clearly defined compensation steps that provide increasing commission rates.
• Uncapped Earnings Potential:
  Once fully validated, compensation becomes primarily performance‑based—the earnings scale directly with productivity and results.

• Develop a lead generation plan to obtain new clients.
• Execute the plan using cold calls, referrals, industry events, Linked In, and other techniques.
• Engage in the discovery process for all sales opportunities to understand the prospect’s top needs.
• Act as a subject‑matter expert, proactively providing insight into industry trends, solutions, and business advice.
• Develop comprehensive, professional presentations for each target customer.
• Co‑ordinate client proposals and provide market intelligence for the proposals.
• Use the agency’s sales‑tracking technology to forecast, report pipeline progress, and keep accurate activity reports.
• Track sales successes and maintain up‑to‑date activity reports.

• Strong sales and relationship‑building abilities.
• Professionalism in virtual or in‑person work environments.
• Experience improving customer service operations.
• Willingness to participate in self‑development or technical classes.
• Comfortable in an electronic environment with strong computer skills.
• Strong working knowledge of Microsoft Office products.
• Excellent verbal and written communication skills.
• Excellent people skills and teamwork ability.
• Strong organizational skills.

• Bachelor’s degree in business or related field, or equivalent combination of education and experience.
• 4–6 years of insurance‑specific consultation and sales experience preferred.
• Current Insurance License (Property & Casualty and/or Life & Health).
• Ability to work toward professional designation.

• Competitive compensation.
• Generous vacation policy, paid holidays, and paid sick time.
• Medical, dental, 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 that this list is not exhaustive of all available benefits. Eligibility and waiting periods may apply to certain offerings, and benefits may vary based on subsidiary entity and geographic location.

Acrisure is an Equal Opportunity Employer. We encourage qualified applicants without regard to race, color, religion, sex, national origin, disability, or protected veteran status. Applicants may request reasonable accommodation by contacting

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