meet one's Waterloo, to

meet one's Waterloo

Fig. to meet one's final and insurmountable challenge. (Alludes to the final defeat of Napoleon at Waterloo.) The boss is being very hard on Bill. It seems that Bill has finally met his Waterloo. John was more than Sally could handle. She has finally met her Waterloo.
See also: meet, Waterloo
McGraw-Hill Dictionary of American Idioms and Phrasal Verbs.

meet one's Waterloo

Suffer a major defeat, as in Our team's done well this season but is about to meet its Waterloo. This term alludes to Napoleon's defeat at Waterloo, Belgium, in 1815, marking the end of his military domination of Europe. It was being transferred to other kinds of defeat by the mid-1800s.
See also: meet, Waterloo
The American Heritage® Dictionary of Idioms by Christine Ammer.

meet your Waterloo

If someone meets their Waterloo, they suffer a very severe defeat or failure, especially one which causes them to finally stop doing what they are trying to do. It was in attempting to climb the summit of this mountain that I realized I had met my Waterloo. Note: In 1815, the French leader Napoleon suffered his final defeat at the Battle of Waterloo in Belgium.
See also: meet, Waterloo
Collins COBUILD Idioms Dictionary, 3rd ed.

meet your Waterloo

experience a final and decisive defeat.
The battle of Waterloo in 1815 marked the final defeat of Napoleon's army by the British and the Prussians.
See also: meet, Waterloo
Farlex Partner Idioms Dictionary

ˌmeet your Waterˈloo

be finally defeated: She can usually beat anyone at chess, but I think with Kathy she’s met her Waterloo.This idiom refers to the Battle of Waterloo in 1815, in which Napoleon was finally defeated and taken prisoner.
See also: meet, Waterloo
Farlex Partner Idioms Dictionary

meet one's Waterloo, to

To experience a major defeat. Alluding to the final defeat of Napoleon at Waterloo in 1815, Wendell Phillips used the term in1859 to describe the defeat of abolitionist John Brown in organizing a slave uprising at Harpers Ferry, Virginia (“Every man meets his Waterloo at last”).
See also: meet
The Dictionary of Clichés by Christine Ammer
See also:
  • can't fight City Hall, one/you/they
  • on (one's) bill
  • fill the bill
  • fill the bill, to
  • greenback
  • We were just talking about you
  • foot the bill
  • pick up the bill
  • fit the bill
  • footing