Independent Contractor Solutions

Asset-Light Coverage and Compliance Expertise

Our priority is to assess and provide consultation for clients whose business structure includes an asset-light, independent contractor fleet program.

The Paladin Group can help you meet compliance requirements, insulate the motor carrier, properly insure independent contractors and prevent misclassification. Let us help your fleet become best-in-class!

Strengthen Your Contractor Model to Prevent or Defend Misclassification. Don’t Risk:

Potential Penalties

Back Taxes (Plus Interest)

Insurance Premium Audits

How The Paladin Group Can Help


Qualified and experienced professionals will assess the level of risk related to the program through our Independent Contractor Solutions assessment.


Our team will connect clients with experts in the independent contractor field. This will ensure compliance and proper insurance coverages for all involved.


The necessary adjustments to the client’s independent contractor fleet program are rolled out after consideration of included collaboration with internal and external resources.

Fees and Penalties Can Include Any of the Following:

– $50 per W-2 form not filed
– 1.5% of wages the employer should have paid
– 40% of FICA taxes
– Unpaid premiums

– Overtime
– Work-related expenses
– Unpaid sick/vacation pay

There can be added liability for intentional misclassification, including criminal fines up to $1,000 per misclassified worker and prosecution with prison sentences up to one year.

Jack Mann LPCS, TRS

Director of Independent Contractor Solutions


Transportation and Commercial Claims, Independent Contractor (1099) Model, Contractor Coverages, Project Management, Safety, Compliance, Litigation

Jack Mann leads The Paladin Group’s Independent Contractor Solutions (ICS). He has an experienced background collaborating directly with independent contractors, motor carriers and insurance markets as a partner and advocate. Jack has successfully assisted thousands of drivers and contractors in navigating the insurance and, at times, complex claims process.

His insurance brokerage and claims experience offered Jack an appreciation for and understanding of the transportation industry, the specialized markets and policies, and insight into the needs of drivers and trucking companies. As a result, Jack is passionate about providing clients with solutions to ensure compliance and appropriate coverages for the carriers and drivers.

Jack is also skilled in designing and managing workflow efficiencies which deliver automation and streamlined processes. He has earned his Transportation Risk Specialist (TRS) and Legal Principles Claim Specialist (LPCS) professional designations and was the recipient of the Employee of the Year award by one of the nation’s top 50 privately held insurance brokers prior to joining The Paladin Group.

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