The HR Compliance Risks Companies Keep Missing: A Conversation with Jeremy Mancheski

In the latest episode of You Should Know, host Ryan Leary welcomes Jeremy Mancheski, Founder and CEO of OutSolve, for a candid discussion on the HR compliance risks that many companies overlook. Published on August 11, 2026, the episode dives into the challenges of navigating overlapping federal, state, and local regulations, aggressive ICE enforcement, and the rise of AI in hiring.

Mancheski, who founded OutSolve in 1998, brings decades of experience to the table. He highlights that despite technological advancements, human oversight remains crucial. "Technology has not eliminated the need for experienced human oversight," he notes, pointing to the persistence of paper I-9 forms and inconsistent retention practices as common vulnerabilities.

The conversation covers several key areas where compliance often breaks down: remote workforce risks across different jurisdictions, the complexities of pay transparency and reporting rules, and the growing scrutiny of AI hiring tools. Mancheski references the Workday-related litigation as a wake-up call for accountability. He also emphasizes the importance of break room posters, which are often overlooked but serve as the foundation of a company's compliance posture.

Financial stakes are high. "You could have up to $27,000 for a fine for a violation in I-9s, and that's per employee," Mancheski warns, noting that ICE enforcement is currently prevalent. He adds that most employers have deficiencies they are unaware of.

Mancheski also addresses the political whiplash affecting HR compliance. "You've had harder swings in one direction, then the next administration swings them in the other, and it's muddied those lanes a bit," he says, reflecting on the uncertain future of the EEO-1 report and the emergence of state-level alternatives.

Drawing parallels to the mid-1990s shift from paper applications to applicant tracking systems, Mancheski sees today's move to electronic I-9 verification as a similar evolution. He urges HR leaders to physically read their break room posters, as federal and state requirements can contradict each other. On AI, he compares current tools to those early ATS platforms: useful but flawed, with bias issues that are already being tested in court.

Tune in for a practical and grounded conversation that reveals where employers are quietly exposed and what they can do about it.