Online gaming company Entain recently became the subject of the first deferred prosecution agreement to ever be brought by the U.K.’s Crown Prosecution Service (CPS). It includes £10 million payable to the CPS and HM Revenue & Customs, and a charitable donation of £20 million. The ruling is significant in many ways, not least because of the size of the penalty. It marks the end of a 2019 investigation into the former GVC Holdings, outlining a four-year payment plan and crediting the company with making significant improvements in its “management and approach.” Entain’s case serves as a guidepost for where future pitfalls and penalties could arise. This article offers insights from Calli Law, Duane Morris and Hogan Lovells. See “Red Flags and Multiple Acquisitions Yield a $4‑Million SEC Penalty for PokerStars Owner” (Jun. 21, 2023).