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// POSTED: May 3, 2026

Senior Account Executive – Transportation (Trucking)

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Position Summary

We are seeking a Senior Account Executive with deep experience in commercial transportation underwriting, specifically trucking, to join our highly tenured, collaborative “Dream Team.” This role manages and expands an established multi-million dollar book of commercial trucking business, focusing on profitable growth, risk selection, and exceptional client service.

You will apply strong underwriting judgment, use modern technologies, and partner closely with brokers, clients, and internal teams to drive results. You’ll also help shape the strategic direction of the transportation portfolio and support best‑practice development across underwriting teams.

What will your job entail?

Key Responsibilities:

Underwriting & Portfolio Management

Business Development & Client Relationships

Strategic Leadership

Technology & Process Improvement

Team Collaboration & Development

Required Qualifications

  • 10+ years of Property & Casualty underwriting experience within commercial auto/transportation risks.

  • P&C license and/or Surplus Lines license

  • Proficiency in data entry, AMS systems, Excel, and learning multiple systems that may not integrate seamlessly.

  • Strong underwriting, analytical, and customer service skills.

  • Demonstrate patience, adaptability, and enthusiasm for working in the trucking sector.

  • High level of accuracy, organization, and follow‑through.

  • Ability to work independently in a remote environment.

Preferred Qualifications

  • CPCU, AU, or other relevant insurance designations.

Benefits

  • Full benefits package available for full time employees including but not limited to: Base salary plus bonus, Healthcare Options, Life Insurance and other ancillary enrollments, 401K with company match, generous paid time off, parental leave, tuition reimbursement, among others.

Ryan Specialty is an Equal Opportunity Employer. We are committed to building and sustaining a diverse workforce throughout the organization. Our vision is an inclusive and equitable workplace where all employees are valued for and evaluated on their performance and contributions. Differences in race, creed, color, religious beliefs, physical or mental capabilities, gender identity or expression, sexual orientation, and many other characteristics bring together varied perspectives and add value to the service we provide our clients, trading partners, and communities. This policy extends to all aspects of our employment practices, including but not limited to, recruiting, hiring, discipline, firing, promoting, transferring, compensation, benefits, training, leaves of absence, and other terms, conditions, and benefits of employment.

How We Support Our Teammates 

Ryan Specialty seeks to offer our employees a comprehensive and best-in-class benefits package that helps them — and their family members — achieve their physical, financial, and emotional well-being goals. In addition to paid time off for company holidays, vacation, sick and personal days, Ryan offers paid parental leave, mental health services and more.

The target salary range for this position is $106,590.00 - $120,000.00 annually.

The wage range for this role considers many factors, such as training, transferable skills, work experience, licensure and certification, business needs, and market demands. The pay range is subject to change and may be modified in the future. Full-time roles are eligible for bonuses and benefits. For additional information on Ryan Specialty Total Rewards, visit our website https://benefits.ryansg.com/. 

 

We provide individuals with disabilities reasonable accommodations to participate in the job application or interview process, to perform essential job functions, and to receive other benefits and privileges of employment in accordance with applicable law. Please contact us to request an accommodation at HR@Ryansg.com 

 

The above is intended to describe this job's general requirements. It is not to be construed as an exhaustive statement of duties, responsibilities, or physical requirements. Nothing in this job description restricts management's right to assign or reassign duties and responsibilities to this job at any time. Reasonable accommodations may be made to enable individuals with disabilities to perform essential functions. 

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