From highway to headline: 3 legal risks for private fleets

Tenstreet General Counsel Shannon Wheeler explains how commercial transportation operations can prevent devastating lawsuits and regulatory penalties by proactively managing safety cultures, applicant screening, and artificial intelligence integration.

Key Highlights

  • Develop and document a safety culture that includes recurring training, corrective actions, and post-incident reviews to mitigate nuclear verdict risks.
  • Ensure driver hiring processes comply with FCRA requirements by following proper disclosure, authorization, and adverse action procedures.
  • Adopt AI responsibly by understanding relevant regulations, maintaining human oversight, and choosing transparent, compliant systems.

Few things make trucking’s legal risks more tangible than the latest headlines.

Every new massive jury verdict, for example, is yet another reminder of what can happen to companies that think about acting only after an incident occurs.

That’s why risk management is something that requires constant diligence and a more proactive stance, particularly when it comes to the most prevalent emerging threats facing trucking companies today.

It’s about treating compliance as an ongoing organizational discipline rather than a narrow legal or HR function. And, crucially, it’s about being ready and able to prove you were prepared.

Here are three big risks to get in front of—before your fleet makes the headlines.    

Nuclear verdicts: Why safety culture matters

The potential for lawsuits is nothing new for trucking companies. But the ante has been raised lately with a marked increase in nuclear verdicts and increasingly high-dollar settlements. Now these cases stand as one of the biggest risks facing trucking companies.

The danger also extends beyond the accident itself. When plaintiffs can point to weak or undocumented safety practices, the case can shift from a driver’s mistake to an alleged companywide failure. While no company can be expected to maintain a perfect record, the legal exposure becomes much greater when they cannot demonstrate that they take safety seriously.

Reducing the risk of a nuclear verdict is about demonstrating a commitment to safety that goes beyond the baseline compliance of things like driver qualification files, employment verifications, medical certifications, and clearinghouse checks to include evidence of:

  • Recurring training
  • Documented corrective action
  • Post-incident reviews
  • Monitoring and escalation
  • Proof that managers act on identified risks

The private fleet vulnerability: Private fleets with recognizable names may have an especially large target on their backs for these types of suits.

Risk assessment: Can you prove your safety culture existed before a crash?

What to do today: Build (and document) your safety culture before an accident happens. This includes auditing your regulatory compliance, eliminating gaps in driver qualification processes, providing recurring training, and maintaining records demonstrating how safety is embedded throughout the organization.

FCRA compliance: The legal risks of driver hiring

While accidents represent a very visceral safety issue, some of the biggest risks happen before a driver even gets behind the wheel for your company. The Fair Credit Reporting Act (FCRA), for example, is a significant and sometimes overlooked area of exposure for fleets.

Where does the risk arise? Driver hiring routinely involves MVRs, background checks, and employment verifications, processes that trigger specific requirements such as providing a disclosure and getting written authorization before obtaining these types of reports as well as sending pre-adverse action and adverse action letters if you take adverse employment action based on these reports. Because of this, trucking companies must follow a defined process when obtaining and using these reports.

Adverse action, for example, is a particular area where companies can fall short. A single process failure can potentially affect many applicants or drivers if no process has been used or a non-compliant process has been used repeatedly, creating substantial exposure.

The private fleet vulnerability: Because their HR professionals may not have deep DOT or trucking expertise, private fleets may be highly focused on familiar HR requirements while overlooking trucking-specific risks.

Risk assessment: Can you prove every applicant went through the same compliant process?

What to do today: Don’t assume your general HR compliance process is sufficient for trucking. Review your entire driver-screening workflow, from disclosure and authorization through adverse action, and seek specialized DOT or FCRA expertise when that knowledge doesn't exist internally.

AI in trucking: New compliance risks to consider

Some trucking companies are jumping into AI with both feet, adopting the technology with abandon. On the other end of the spectrum, some companies are resisting AI altogether. Neither approach is ideal.

For those companies taking a more measured approach, AI may be able to help streamline many of your routine tasks and operations to help improve your compliance process and safety programs.  With the right type of AI technology, keeping a human in the loop, companies can hire faster and have better visibility. 

There’s an important caveat with AI adoption, however, as irresponsible use of AI technology can have the opposite effect and can increase your risk. One area gaining traction for many companies, for example, is using AI to filter candidates or take other actions that effectively hand over certain employment decisions to AI technology. This could trigger disclosure, notice, and candidate-rights obligations, depending on how AI is used.

Does your team fully understand the regulations around AI use in hiring? Better to ask that question before you get too far down the road.

The private fleet vulnerability: Here again, it’s imperative to have a clear grasp of the trucking-specific risks associated with hiring.

Risk assessment: Can you prove your AI system didn't make an opaque or unlawful hiring decision?

What to do today: AI can help companies manage their compliance by automating routine, manual processes and flagging potential gaps. Before deploying the technology, however, it’s important to understand all applicable rules, preserve meaningful human oversight, and choose systems designed with compliance, security, and transparency in mind.

Why proactive compliance matters for private fleets

Trucking companies, and private fleets in particular, face a distinctive combination of risks, including litigation exposure, complex trucking-specific hiring requirements, and rapidly evolving AI regulations.

The common thread across all three of these challenging areas? Preparation.

You may not be able to eliminate the risk that comes with accidents, regulatory change, or technological evolution. But you can establish processes that demonstrate that you’re taking your obligations seriously by identifying where your expertise gaps are, putting the right processes in place, and seeking specialized help when necessary.

That way, when risk inevitably arrives, you’ll be able to prove you were ready.

About the Author

Shannon Wheeler

Shannon Wheeler

Shannon Wheeler is general counsel at Tenstreet, where she leads all legal, risk management, and compliance functions, including advising on software product development and entity acquisitions. With more than seven years at the company and a prior decade in private practice handling business and employment litigation, Wheeler is a recognized trucking industry compliance expert. She consults closely with carriers on regulatory issues and best practices, and frequently speaks at Tenstreet's annual User Conference as well as major industry events.

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