ESV: And at the latter end of their kingdom, when the transgressors have reached their limit, a king of bold face, one who understands riddles, shall arise.
NIV: "In the latter part of their reign, when rebels have become completely wicked, a fierce-looking king, a master of intrigue, will arise.
NASB: And in the latter period of their dominion, When the wrongdoers have run their course, A king will arise, Insolent and skilled in intrigue.
CSB: Near the end of their kingdoms, when the rebels have reached the full measure of their sin, a ruthless king, skilled in intrigue, will come to the throne.
NLT: At the end of their rule, when their sin is at its height, a fierce king, a master of intrigue, will rise to power.
KJV: And in the latter time of their kingdom, when the transgressors are come to the full, a king of fierce countenance, and understanding dark sentences, shall stand up.
NKJV: “And in the latter time of their kingdom, When the transgressors have reached their fullness, A king shall arise, Having fierce features, Who understands sinister schemes.