Second singer to be honored with a Grammy Lifetime Achievement Award
Editorially verified for the Oct 16, 2026
20 Across
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Clue explained
Frank Sinatra was the second singer to receive a Grammy Lifetime Achievement Award, following Bing Crosby. The Recording Academy created the honor to recognize performers whose contributions have had lasting artistic significance, rather than for a single album or hit. Sinatra’s award reflected a career that moved easily among pop standards, big-band swing, and film; he also won multiple Grammys for individual recordings and albums.
- Clue type:
- Pop culture
WaPo Crossword
This clue's Friday, October 16, 2026 appearance
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The answer to “Second singer to be honored with a Grammy Lifetime Achievement Award” in the The Washington Post crossword is SINATRA — a 7-letter word. It most recently appeared in the The Washington Post crossword on October 16, 2026, a Friday puzzle, at 20-Across. Below you'll find why that fill fits, every other answer we've recorded for this clue, and links into the puzzle it came from.
“Second singer to be honored with a Grammy Lifetime Achievement Award” answer
SINATRA (7 letters)
Reveal the solution one letter at a time with the tiles above if you'd rather nudge yourself toward it than see the whole word at once. Just want it outright? The answer is SINATRA.
When else has “Second singer to be honored with a Grammy Lifetime Achievement Award” appeared?
The Washington Post reuses clues across dates, sometimes with a different answer depending on the grid. Here's where this exact clue has shown up, and what the answer was each time — handy when you're checking whether today's fill is the only one.
October 16, 2026 (most recent) → SINATRA. We haven't indexed another appearance of this exact clue yet.
Frequently asked questions
What is the answer to “Second singer to be honored with a Grammy Lifetime Achievement Award”?
The answer is SINATRA, a 7-letter word. It most recently appeared in the The Washington Post crossword on October 16, 2026.
How many letters is the answer to “Second singer to be honored with a Grammy Lifetime Achievement Award”?
7 letters: SINATRA.
When did this clue appear?
Most recently in the The Washington Post crossword on October 16, 2026 (a Friday puzzle), at 20-Across.
Can “Second singer to be honored with a Grammy Lifetime Achievement Award” have a different answer?
Yes — The Washington Post sometimes reuses a clue with a different solution to fit the grid. The answers we've recorded for each date it appeared are listed above when available.
Where can I find the rest of this day's WaPo Crossword answers?
The full grid for October 16, 2026 is on the WaPo Crossword answers page, with every clue and answer from that puzzle.
The Washington Post Crossword is published by The Washington Post; WordHint is an independent site and is not affiliated with or endorsed by the publisher.
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