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Direct Auto Jobs in Chicago, IL (NOW HIRING)

You must have a minimum of 2 years of experience writing auto property claims and a deep understanding of DRP (Direct Repair Program) workflows. * Proven Volume (Required): * Carrier/IA Desk: History ...

You must have a minimum of 2 years of experience writing auto property claims and a deep understanding of DRP (Direct Repair Program) workflows. * Proven Volume (Required): * Carrier/IA Desk: History ...

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Direct Auto information

See Chicago, IL salary details

$10

$17

$24

How much do direct auto jobs pay per hour?

As of Aug 21, 2026, the average hourly pay for direct auto in Chicago, IL is $17.28, according to ZipRecruiter salary data. Most workers in this role earn between $15.34 and $18.32 per hour, depending on experience, location, and employer.

What is a direct auto insurance agent?

A Direct Auto insurance agent is a professional who works for Direct Auto Insurance, helping customers find and purchase auto insurance policies that fit their needs and budgets. These agents assist clients by explaining coverage options, providing quotes, processing applications, and assisting with claims or policy changes. Their role is to ensure customers understand their policies and receive the best possible service throughout their insurance experience.

What are the key skills and qualifications needed to thrive as a direct auto insurance agent?

To thrive as a Direct Auto Insurance Agent, you need a strong understanding of insurance products, sales techniques, and relevant state licensing. Familiarity with insurance management software, quoting systems, and CRM platforms is typically required. Excellent interpersonal skills, active listening, and the ability to build trust quickly help agents connect with clients and address their unique needs. These skills ensure agents can effectively sell policies, provide top-notch customer service, and comply with regulatory standards.

What are some common challenges faced by direct auto insurance agents, and how can they overcome them?

Direct Auto insurance agents often face challenges such as meeting sales targets, handling high call volumes, and adapting to frequently changing insurance regulations. To overcome these hurdles, agents benefit from strong customer service skills, continuous product training, and effective time management. Many companies provide ongoing support and mentorship, and agents who actively seek feedback and participate in team meetings tend to adapt more successfully. Building strong relationships with customers and staying up-to-date on policy changes also helps agents deliver better service and achieve their goals.

What is the difference between Direct Auto vs Insurance Agent?

AspectDirect AutoInsurance Agent
CredentialsNo required licensing, but some states may require a license for certain activitiesRequires state licensing and insurance certifications
Work EnvironmentPrimarily online or call center-based, direct customer interactions via digital channelsIn-person or remote, face-to-face customer interactions
Employer & Industry UsageOperates as a direct-to-consumer insurance providerWorks for insurance agencies or independently representing multiple insurers

In summary, Direct Auto typically refers to a company offering insurance directly to consumers, often through online channels, without the need for licensing. Insurance Agents, on the other hand, usually require licensing and work either for agencies or independently, providing personalized service and representing multiple insurers. The choice depends on whether you prefer direct online services or personalized agent assistance.

What are popular job titles related to Direct Auto jobs in Chicago, IL?

For Direct Auto jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Direct Auto jobs in Chicago, IL look for?

The top searched job categories for Direct Auto jobs in Chicago, IL are:

Infographic showing various Direct Auto job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 79% Full Time, 14% Part Time, and 6% Contract. Highlights an 93% Physical, 2% Hybrid, and 5% Remote job distribution, with an average salary of $35,938 per year, or $17.3 per hour.

Technical Director, Commercial Auto

Liberty Information Technology Limited

Chicago, IL โ€ข On-site

Full-time

Re-posted 28 days ago


Job description

Description

As a Technical Director for the Commercial Auto line of business, the successful candidate will be a positive influence and leader/mentor for aligned risk control consultants while completing complex and high premium auto line of business surveys. The Commercial Auto Technical Director will closely partner with the assigned underwriting team to provide consultative service while supporting project completion.ย  AI utilization, familiarity with industry advancements in vehicle technology applications, andย knowledge of Autonomous Vehicles and mobility devices are critical skills.ย 

The role is responsible for training/mentoring less experienced consultants to improve their commercial auto expertise. The Commercial Auto Technical Director will develop (in conjunction with others) the strategy to identify, address, and improve the discipline's commercial auto skills. The successful candidate will understand the role of emotional intelligence in the coaching process and take ownership of aligned learners' development.ย 

Self-performed work will include prospective, new business, renewal, and service type visits.ย  The surveys will consist of preparation, account contact, hazard and control evaluation that could include all lines of business, with commercial auto exposure being the leading evaluation. It is preferable but not required that the candidate understands other lines of business such as; liability, property, and workers' compensation. The self-performed work will support Liberty Mutual Risk Control initiatives and demonstrate the value of doing business with Liberty Mutual. The successful candidate will also take a lead role in delivering and instructing Liberty Mutual driver coaching and fleet management resources, which includes coaching less experienced consultants on the materials and presentation skills.

A key component of the role will be the close collaboration with the Commercial Auto Product and Technical Director.ย  Project work will include development of training curriculum, resources, partnering with internal and external business partners.

ย What You'll Do in the Commercial Auto Technical Director Role:

  • Strengthen Our Market Leadership:ย Enhance Liberty Mutual's leadership position in the risk control space by developing key relationships with large-premium, complex clients.
  • Educate and Empower:ย Provide coaching, training, and resources to risk control consultants and clients to promote best practices in safety and risk management.
  • Collaborate:ย Work closely with cross-functional teams across Risk Control, Underwriting, and Claims-including direct customer service-to ensure comprehensive risk assessment and management strategies.
  • Survey and Service High Premium and Complex Accounts: Complete prospective and new business surveys and provide targeted service to our largest and most sophisticated clients using our commercial auto specific tools to improve performance and guide underwriting to profitable business.
  • Analyze and Optimize:ย Use data analytics and industry insights to identify trends, develop actionable strategies, and drive continuous improvement in risk control practices, including applying AI to generate insights and results.
  • Influence the Future:ย Monitor trends in commercial auto and mobility to shape the direction of our risk control initiatives, influencing policy and procedural changes that enhance our market position.

ย 

What We're Looking For:

  • An agile mindset with a passion for problem-solving and innovation, and someone who thrives in a diverse, fast-paced environment.
  • Proven experience in risk control within the commercial auto insurance industry.
  • Exceptional coaching and communication skills to inspire and guide both teams and clients.
  • The ability to monitor and evaluate the technical quality of loss prevention services delivered by less experienced consultants.
  • Strong technical commercial auto knowledge and analytical skills to interpret data and inform decision-making.
  • A can-do attitude that supports both risk control and underwriting while balancing multiple priorities.
  • A commitment to actively acquiring and retaining profitable business.
  • The ability to lead and collaborate on projects.
Qualifications
    • Bachelor's degree in Engineering or related field with clear trajectory of increasing skills in the commercial auto insurance field.
    • At least 10 years of directly related consulting experience in risk control or progressive safety/health field. Candidates are typically working towards (or obtained) an advanced degree and/or professional certification in one or more of the following areas: CSP, ARM, CRM, CPCU, CIH, CDS, CDT, or CPE.
    • Advanced knowledge, skills and experience in a specialized field, service planning and delivery, risk assessment, risk analysis, solutions management and progress measurement. Conversant in FMCSA regulations, telematics, micromobility, and autonomous vehicles.
    • Strong and effective interpersonal, writing and other communication skills. Role will need to develop and maintain effective relationships with customers, peers, and industry contacts.
    • Excellent coaching and mentoring skills.
    • Demonstrated ability to retrieve and enter information using various proprietary software applications and create/modify documents and complex spreadsheets using Microsoft Office suite and obtain information from the FMSCA/SMS sites.
    • Home based with variable travel of approximately 30-40%.

Employees may apply for a new role after completing 12 months of employment in their current position.

Employees should review all role requirements and apply only for positions for which they are eligible. Hiring processes may vary by country, including differences in procedures, requirements, and timelines.ย  For country-specific details, please consult your local recruiting / HR team.

About Us

Pay Philosophy: The typical starting salary range for this role is determined by a number of factors including skills, experience, education, certifications and location. The full salary range for this role reflects the competitive labor market value for all employees in these positions across the national market and provides an opportunity to progress as employees grow and develop within the role. Some roles at Liberty Mutual have a corresponding compensation plan which may include commission and/or bonus earnings at rates that vary based on multiple factors set forth in the compensation plan for the role.At Liberty Mutual, our goal is to create a workplace where everyone feels valued, supported, and can thrive. We build an environment that welcomes a wide range of perspectives and experiences, with inclusion embedded in every aspect of our culture and reflected in everyday interactions. This comes to life through comprehensive benefits, workplace flexibility, professional development opportunities, and a host of opportunities provided through our Employee Resource Groups. Each employee plays a role in creating our inclusive culture, which supports every individual to do their best work. Together, we cultivate a community where everyone can make a meaningful impact for our business, our customers, and the communities we serve. We value your hard work, integrity and commitment to make things better, and we put people first by offering you benefits that support your life and well-being. To learn more about our benefit offerings please visit: https://www.libertymutualgroup.com/about-lm/careers/benefitsLiberty Mutual is an equal opportunity employer. We will not tolerate discrimination on the basis of race, color, national origin, sex, sexual orientation, gender identity, religion, age, disability, veteran's status, pregnancy, genetic information or on any basis prohibited by federal, state or local law.Fair Chance Notices

  • California
  • Los Angeles Incorporated
  • Los Angeles Unincorporated
  • Philadelphia
  • San Francisco
Employment Type: FULL_TIME