PBKM, LLC v. Kutak Rock, LLP, 2024 IL App (1st) 230033, 261 N.E.3d 735
In PBKM, LLC v. Kutak Rock, LLP, 2024 IL App (1st) 230033, 261 N.E.3d 735, the First District quietly made a significant move in Illinois legal malpractice law—recognizing that, under the right circumstances, losing a chance can be a compensable injury.
The case arose out of Illinois’ cannabis licensing rollout, where applicants were scored and then, if tied, entered into lotteries for highly valuable dispensary licenses. A key advantage in that process was “social equity” status, which required at least 51% ownership and control by a qualifying individual and provided a substantial scoring boost.
A qualifying applicant retained a law firm to structure entities that would apply for licenses across multiple regions. Instead of a straightforward structure, the firm created a multi-layered arrangement consisting of a parent entity, a newly inserted holding company, and ten subsidiary dispensary entities that would serve as the actual applicants. The structure also introduced other investors—who were also clients of the law firm—along with voting restrictions, including an irrevocable proxy and provisions requiring supermajority approval for major decisions.
According to the complaint, this structure diluted the qualifying owner’s control at the level that actually mattered—the entities applying for licenses. Regulators ultimately flagged deficiencies relating to ownership and control. Although ten applications were submitted, two dispensaries were denied social-equity status and, as a result, were excluded entirely from the licensing lotteries. Eight other applications, submitted with the same structure, were approved, creating an unexplained inconsistency.
The trial court dismissed the case, finding no malpractice and concluding that any damages were too speculative because success in a lottery was inherently uncertain. The appellate court reversed that analysis in critical part.
On the issue of breach, the court rejected the idea that “control” could be resolved as a matter of law based solely on the top-level entity. Even if the qualifying individual exercised authority over the parent company, the court focused on the downstream entities that actually applied for the licenses. Because the holding company and its management structure potentially prevented that individual from controlling day-to-day operations, the question of control could not be resolved on a motion to dismiss.
The more important development came on damages. The plaintiffs could not prove that they would have won a license, because the process depended on a lottery with low odds of success. But the court reframed the injury. The loss was not the license itself; it was the loss of the opportunity to participate in the lottery.
That distinction changed everything. Unlike traditional legal malpractice claims that require speculation about how a judge or jury might have ruled, the court emphasized that lottery odds are capable of precise calculation. The probability of success could be determined mathematically based on the number of applicants and available licenses. Because that lost opportunity had a quantifiable value, the court held that “lost chance” damages were recoverable under these unique circumstances.
The court was careful to limit its holding, noting that this was not a typical “case within a case” and that it was not deciding whether the doctrine would apply more broadly in legal malpractice actions. Still, the reasoning is difficult to ignore. If a lawyer’s conduct eliminates a client’s measurable chance at a valuable opportunity, the law may treat that loss as real—even if the chance of ultimate success was small.
The court did affirm dismissal of the fiduciary duty claim as duplicative of the malpractice claim, reinforcing the rule that when both claims arise from the same facts and injury, the malpractice claim controls.
The bottom line is straightforward. PBKM does not open the floodgates, but it does mark a shift. Where a lost opportunity can be proven with mathematical certainty, Illinois law may now recognize that loss as compensable in a legal malpractice case.

















