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Two-time loser to Dwight WSJ Crossword Clue

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Frequently Asked Questions About This Clue

The most common and recent 5-letter answer for "Two-time loser to Dwight" is ADLAI.
The clue refers to Adlai Stevenson, who ran for President of the United States twice, in 1952 and 1956, and lost both times to Dwight D. Eisenhower.
This clue was last seen in the WSJ Crossword on September 09, 2026.
Adlai Stevenson was an American politician and diplomat, known for being the Democratic candidate for president in the 1950s.
Dwight’s campaign opponent, "___ and Estes — The Bestest" (1956 campaign slogan), 23rd VP Stevenson

The clue “Two-time loser to Dwight” is a classic crossword staple, frequently appearing in puzzles like the WSJ crossword. For the puzzle dated September 9 2026, the definitive 5-letter answer is: ADLAI.

Expert Tip: When you’re stuck, try to analyze the structure of the clue itself. Is it a direct definition, a pun, a fill-in-the-blank, or a pop culture reference? Identifying the type of clue you’re dealing with is a key skill for improving your solving speed.