Gekko forms an alliance with Winnie’s fiancé, (Shia LaBeouf), an idealistic young prop trader. While Jake helps Gekko reconnect with Winnie, Gekko mentors Jake in navigating the cutthroat financial landscape. Together, they target Bretton James (Josh Brolin), a predatory banker responsible for the downfall of Jake’s previous mentor. Wall Street: Money Never Sleeps (2010)