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Remote Transportation Insurance Jobs (NOW HIRING)

... insurance, taking transportation insurance and fleet risk management to the next level. Our ... Please note that this is a remote position. What You'll Do * Responsible for the handling of all ...

... insurance, taking transportation insurance and fleet risk management to the next level. Our ... Please note that this is a remote position. What You'll Do * Responsible for the handling of all ...

Insurance Verification - Remote Healthcare Reimbursement Specialist Location: 100% Remote ... Transportation benefits • Employee Assistance Program • Time Off/Leave (PTO, Vacation or Sick ...

Insurance Verification - Remote Healthcare Reimbursement Specialist Location: 100% Remote ... Transportation benefits • Employee Assistance Program • Time Off/Leave (PTO, Vacation or Sick ...

... insurance, taking transportation insurance and fleet risk management to the next level. Our ... A remote-friendly environment with the opportunity to participate in periodic in-person team ...

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Remote Transportation Insurance information

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$11

$28

$60

How much do remote transportation insurance jobs pay per hour?

As of Jul 18, 2026, the average hourly pay for remote transportation insurance in the United States is $28.24, according to ZipRecruiter salary data. Most workers in this role earn between $19.23 and $31.25 per hour, depending on experience, location, and employer.

What is the difference between Remote Transportation Insurance vs Remote Truck Driver?

AspectRemote Transportation InsuranceRemote Truck Driver
Required CredentialsInsurance licenses, knowledge of transportation policiesCommercial driver's license (CDL), driving experience
Work EnvironmentOffice-based, remote policy managementVehicle operation, on-road driving
Employer & Industry UsageInsurance companies, brokeragesTransportation companies, logistics firms
Common Search & ComparisonYesNo

Remote Transportation Insurance involves managing insurance policies for transportation assets remotely, focusing on risk assessment and policy issuance. In contrast, Remote Truck Drivers operate vehicles remotely, primarily focusing on driving and delivery tasks. While both roles are connected to transportation, they differ significantly in credentials, work environment, and industry functions.

What are the common challenges faced by professionals working in remote transportation insurance roles?

Professionals in remote transportation insurance often face challenges such as staying updated with frequently changing regulations across different regions and effectively communicating with clients and team members who may be spread out geographically. Managing complex claims and underwriting processes virtually can require robust digital tools and self-motivation. Additionally, building trust and rapport with clients without in-person meetings may take extra effort, but strong virtual communication skills and adaptability can help overcome these hurdles.

What is a Remote Transportation Insurance job?

A Remote Transportation Insurance job involves working from a location outside of a traditional office to evaluate, underwrite, or manage insurance policies related to transportation, such as trucking, shipping, or logistics. Professionals in this role may assess risks, process claims, and provide customer service for clients in the transportation industry. These jobs often require strong analytical skills, knowledge of transportation regulations, and the ability to communicate effectively with clients and colleagues remotely. Technology enables employees in this field to handle documentation, meetings, and claims processing online. Remote Transportation Insurance roles are increasingly popular as companies embrace flexible work arrangements.

What are the key skills and qualifications needed to thrive as a Remote Transportation Insurance Specialist, and why are they important?

To excel as a Remote Transportation Insurance Specialist, you need a solid understanding of insurance policies, transportation regulations, and risk assessment, usually supported by relevant certifications or a background in insurance or logistics. Proficiency with insurance management software, CRM systems, and digital communication platforms is common in this role. Strong analytical thinking, attention to detail, and effective remote communication are critical soft skills. These qualifications ensure accurate policy handling, regulatory compliance, and excellent client service in a remote work environment.
More about Remote Transportation Insurance jobs
What cities are hiring for Remote Transportation Insurance jobs? Cities with the most Remote Transportation Insurance job openings:
What are the most commonly searched types of Transportation Insurance jobs? The most popular types of Transportation Insurance jobs are:
What states have the most Remote Transportation Insurance jobs? States with the most job openings for Remote Transportation Insurance jobs include:
Infographic showing various Remote Transportation Insurance job openings in the United States as of July 2026, with employment types broken down into 1% As Needed, 72% Full Time, 22% Part Time, and 5% Contract. Highlights an 91% Physical, 1% Hybrid, and 8% Remote job distribution, with an average salary of $58,736 per year, or $28.2 per hour.
Lead Account Executive (Senior Underwriter) - Transportation

Lead Account Executive (Senior Underwriter) - Transportation

Ryan Specialty

Denver, CO • On-site, Remote

$101K - $119K/yr

Full-time

PTO

Posted 16 days ago


Job description

Position Summary

The Lead Account Executive serves as a Senior-level Transportation Underwriter responsible for underwriting, managing, and growing a profitable portfolio of transportation business. This role partners closely with brokers to identify new business opportunities, retain high-quality accounts, and deliver profitable underwriting results.
As a key member of Freberg Environmental's Transportation practice, the Lead Account Executive evaluates complex transportation risks, develops strong distribution relationships, and provides technical underwriting expertise across new and renewal business. Success in this role requires strong transportation insurance knowledge, sound underwriting judgment, and a consultative approach to broker engagement. This individual will play an important role in supporting the continued growth, profitability, and market presence of the transportation portfolio.
Location: Denver, CO or Chicago, IL preferred; Open to remote for the right candidate if located outside of these areas.

What will your job entail?

Key Responsibilities

Underwriting & Portfolio Management

  • Underwrite and manage a large transportation insurance portfolio, balancing growth, profitability, and retention objectives.

  • Evaluate and price new and renewal transportation risks in accordance with underwriting guidelines and carrier appetite.

  • Analyze submissions, loss experience, financials, operational exposures, and risk characteristics to make sound underwriting decisions.

  • Monitor portfolio performance and proactively identify opportunities to improve profitability and premium growth.

  • Maintain underwriting discipline while delivering exceptional service to distribution partners.

  • Negotiate terms, conditions, pricing, and coverage structures on new and renewal accounts.

Broker & Client Relationship Management

  • Develop and maintain strong relationships with wholesale and retail broker partners.

  • Serve as a trusted underwriting resource for brokers and key clients.

  • Collaborate with brokers to identify new business opportunities and implement growth strategies.

  • Respond to underwriting inquiries and resolve escalated account issues in a timely and professional manner.

  • Participate in broker meetings, marketing initiatives, and industry events to strengthen market presence.

New Business Development

  • Identify, evaluate, and pursue profitable new business opportunities within the transportation marketplace.

  • Collaborate with leadership on production goals and business development initiatives.

  • Support strategic growth efforts through proactive agency management and pipeline development.

  • Review and assess new business submissions for profitability, risk quality, and fit within program appetite.

Team Collaboration & Leadership

  • Serve as a senior underwriting resource for team members.

  • Mentor and support junior underwriters through technical guidance and knowledge sharing.

  • Collaborate with underwriting, operations, claims, and leadership teams to deliver consistent client and broker experiences.

  • Contribute to process improvement initiatives that enhance operational efficiency and underwriting effectiveness.

Compliance & Operational Excellence

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

  • Maintain accurate account documentation and underwriting records.

  • Monitor production, renewal retention, and portfolio trends to support business planning efforts.

  • Utilize underwriting technology platforms and data analytics to support portfolio management decisions.

Required Qualifications

  • Bachelor's degree in Risk Management, Business, Finance, Insurance, or a related field, or equivalent industry experience.

  • 5-7+ years of transportation underwriting experience.

  • Experience underwriting commercial transportation risks.

  • Proven ability to manage a book of business and achieve profitability objectives.

  • Strong broker relationship management and business development skills.

  • Experience evaluating complex transportation risk exposures.

  • Strong negotiation, analytical, and decision-making abilities.

  • Excellent written and verbal communication skills.

  • Ability to work independently while collaborating effectively within a team environment.

Preferred Qualifications

  • Experience with environmental transportation risks and specialty transportation accounts.

  • Commercial Auto underwriting expertise.

  • Wholesale broker distribution experience.

  • Experience mentoring or providing technical guidance to junior underwriting staff.

  • Existing transportation broker relationships.

  • Experience managing larger transportation portfolios.

Licenses & Certifications

  • Property & Casualty License required or ability to obtain.

  • Surplus Lines License preferred.

  • Certified Insurance Professional (CIP), CPCU, ARM, AU, or similar industry designations are highly desirable.

Training & Development

Freberg Environmental is committed to investing in the success of new team members. This role includes an initial onboarding and training program in Denver, where the successful candidate will spend dedicated time working alongside senior transportation underwriters to gain product knowledge, underwriting expertise, and organizational insight.

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 $100,000.00 - $125,000.00 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.