Transportation Renewal Underwriter / Account Executive

Position Summary

Freberg Environmental is seeking a Transportation Renewal Underwriter / Account Executive to join our Transportation team. This role is responsible for underwriting and managing an established transportation renewal portfolio, maintaining strong broker relationships, and supporting profitable growth across the book of business. The ideal candidate has commercial transportation underwriting experience, thrives in a collaborative environment, and enjoys building long-term partnerships with wholesale brokers.

This position offers the opportunity to work alongside experienced transportation underwriters and program managers while developing a clear path toward future leadership opportunities within the underwriting organization.

Location: Denver, CO or Chicago, IL preferred. Open to remote candidates for the right individual. Denver-based employees will participate in a light hybrid schedule. What will your job entail?

Key Responsibilities

Underwriting & Portfolio Management

Underwrite and manage a transportation-focused renewal portfolio, balancing profitability, retention, and service objectives.

Review and evaluate renewals, endorsements, loss history, operational exposures, and account performance to determine appropriate coverage terms and pricing.

Analyze commercial transportation risks, including trucking, fleet, and commercial auto exposures.

Manage a small assigned book of business while supporting broader portfolio initiatives.

Maintain underwriting discipline and consistently apply carrier guidelines and authority levels.

Identify opportunities to improve account profitability, retention, and premium growth.

Broker Relationship Management

Develop and maintain strong relationships with wholesale broker partners and select retail agencies.

Serve as a trusted underwriting resource by providing responsive service and coverage guidance.

Negotiate renewal terms, conditions, and pricing while maintaining strong distribution partner relationships.

Collaborate with brokers to retain profitable business and identify opportunities for growth within existing accounts.

Deliver a high level of service throughout the renewal and endorsement process.

Team Collaboration

Partner closely with Program Managers, senior underwriters, and cross-functional teams to support portfolio performance and client satisfaction.

Work collaboratively across the organization to identify cross-selling opportunities and strategic solutions for brokers and insureds.

Contribute to a positive, team-oriented culture by sharing knowledge, market insights, and best practices.

Support organizational growth initiatives and continuous improvement efforts.

Compliance & Operations

Ensure compliance with underwriting guidelines, carrier requirements, regulatory standards, and company policies.

Maintain accurate underwriting documentation, account records, and file management.

Utilize underwriting systems and technology platforms to efficiently manage workflows and underwriting activity.

Assist with endorsement processing and policy maintenance activities as needed.

Monitor portfolio trends and renewal performance to support business planning and decision-making.

Required Qualifications

5+ years of commercial insurance underwriting experience, including at least 3 years focused on transportation, trucking, or commercial auto risks.

Experience underwriting renewal business, evaluating transportation exposures, and managing broker relationships within wholesale distribution channels.

Knowledge of commercial transportation risks, including non-admitted commercial auto, fleet, trucking, hazmat, and other specialized transportation exposures.

Strong underwriting, risk assessment, analytical, and decision-making skills with the ability to balance profitability, retention, and growth objectives.

Excellent communication, relationship management, and negotiation skills with a proven ability to work effectively with brokers, carriers, and internal business partners.

Demonstrated ability to work independently while contributing to a collaborative, team-focused environment.

Strong technical aptitude and ability to quickly learn underwriting, policy administration, and CRM platforms.

Property & Casualty License required or ability to obtain within 45 days of hire

Preferred Qualifications

Bachelor's degree in Risk Management, Business, Finance, Insurance, or a related field

Familiarity with transportation-focused markets such as Northland, Nationwide, Carolina Casualty, Canal, or similar transportation underwriting environments.

Experience using Salesforce, Policy Decisions, or comparable underwriting and policy administration systems.

CPCU, ARM, AU, or other industry designations.

Existing relationships within the transportation insurance marketplace.

Training & Development

Freberg Environmental is committed to investing in the success of new team members. During onboarding, the selected candidate will travel to Denver for in-person training and mentorship with senior transportation underwriters. This hands-on experience is designed to accelerate product knowledge, underwriting expertise, and integration into the team.

Career Growth Opportunity

This role offers a defined path for advancement within the Transportation Practice. Successful candidates will have opportunities to expand underwriting authority, take on greater portfolio responsibility, and progress into Lead Underwriter and Senior Underwriter positions as they demonstrate strong underwriting performance, relationship management skills, and business impact.

Why Join Freberg Environmental?

Join a highly collaborative team of transportation underwriting professionals.

Manage a stable, renewal-focused book with strong broker relationships.

Gain exposure to specialized transportation and commercial auto risks.

Work alongside experienced leaders who are committed to mentorship and development.

Build a long-term career within a growing and successful transportation underwriting platform.

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 $76,000.00 - $95,000.00 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

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

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.

Originally posted on Himalayas