WSJ Contest — Friday, August 29, 2025

WSJ (Contest) Grid: untimed; Meta: slept on it [4.19 avg; 8 ratings] rate it

Matt Gaffney’s Wall Street Journal contest crossword, “Leadoff Double” — Conrad’s writeup

This week we’re prompted, The answer to this week’s contest crossword is what you might say when you figure it out. There were five long theme entries:

  • PSILOVEYOU: Song from the Beatles’ debut album
  • SIXTYFIVEMPH: Limit, on many a hwy.
  • LONGISLANDSOUND: New Haven is on it
  • JOHNFKENNEDY: Famed airport eponym
  • ADDSZINGTO: Makes peppier

I spun my wheels for a long time. Based off of the title word double: I looked for doubled letters in the grid (there were lots). I know that is a doomed rabbit hole the vast majority of the time. It certainly was here. I eventually pulled myself out that dead end and went to bed.

I woke and wondered what else double could mean. I spotted the vague clue for YIKES (I just made a big mistake!) My brain jumped to OOPS. Two leadoff O’s. I got close when I spotted the clue for HONEY (the final horizontal entry, mirroring YIKES): ___ tea. Unfortunately, I mentally inserted GREEN there (doubled Es, but not leadoff). I spun my wheels more.

The meta clicked when I thought OOLONG could match HONEY’s clue. Two leadoff O’s,  matching LONG in LONGISLANDSOUND. I had the rabbit: each theme entry had a word, acronym or letter (more on that in a bit) that mapped to another grid entry with OO appended:

WSJ Contest – 08.31.2025

WSJ Contest – 08.31.2025

  • YIKES: OOPS -> [PS]ILOVEYOU
  • APPEAL: OOMPH -> SIXTYFIVE[MPH]
  • HONEY: OOLONG -> [LONG]ISLANDSOUND
  • OHNO: OOF -> JOHN[F]KENNEDY
  • OPEN: OOZING -> ADDS[ZING]TO

The mapped entries spell our contest solution YAHOO. This meta felt inconsistent to me. The mapping mechanism required a word, acronym or letter from the themers. Some were in the beginning, some at the end, and some in the middle. Made it harder to solve, but not in a “some metas are tougher than others” vein. I certainly could be missing something. Solvers: please share your thoughts.

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10 Responses to WSJ Contest — Friday, August 29, 2025

  1. Sharkiciclrs says:

    Puzzle: WSJ (Contest); Rating: 5 stars

    I didn’t have an issue with this one. Perfectly cromulent.

  2. Mikey G says:

    Puzzle: WSJ (Contest); Rating: 5 stars

    “We need to have some tea again!”
    “Yeah, it’s been oolong!”

    I don’t know why, but as soon as I saw LONG – even before the “tea” at the bottom, I thought OOLONG. The P.S. to OOPS confirmed that, but then I was wondering about SIXTY, until I got to the end of the clue. Grid was crunchy but made it through.

    Thanks, Matt! I oohed and aahed at this one!

  3. Jeff says:

    Puzzle: WSJ (Contest); Rating: 4.5 stars

    I got the YAHOO letters right away but not in order and decided the answer had to be HOORAY. Spent too much time trying to manufacture the R when I noticed I had YAHOO written down in order in my jottings.

  4. Simon says:

    Congrats to all who figured this one out. I never thought of adding double letters. I was looking for twins, or doubles, similar to the last Matt puzzle: DIANE LADD vs DIANE LANE or whatever it was.

    YIKES popped out at me of course, but I thought OHNO was its double.

    Then I went down a rabbit hole thinking that we were supposed to replace the themers. Found five doubles for them starting with BABY IT’S YOU from the Beatles Debut album to replace PS I LOVE YOU. Same number of letters.

    Then just for fun (knowing this was a dead-end) I filled out the rest.

    BABY ITS YOU for PS I LOVE YOU
    NO CELL PHONES for SIXTYFIVE MPH
    QUINNIPIAC RIVER for LONG ISLAND SOUND
    RONALD REAGAN for JOHN F KENNEDY
    STIMULATES for ADDS ZING TO

    Funnily enough I thought of YAHOO as the answer, but didn’t submit it. I sent in BRAVO instead. Which Matt deserves for this clever headscratcher.

    • David Benbow says:

      Puzzle: WSJ (Contest); Rating: 4 stars

      I had a brief detour because Please Please Me was on The Beatles debut album. I looked for alternative answers with double words at the front.

      If YIKES and (OO)PS hadn’t been near each other in the grid, I would never have seen them.

      And kudos to Sharkiciclrs for ’cromulent’.

  5. ant says:

    There are some puzzles in which I’m really disappointed in myself for not figuring out the meta. Then there are those that I am OK with not getting.
    This puzzle falls into the latter category.

  6. Dr. Norton Tinkertoddy says:

    whut

  7. Pavel Curtis says:

    Puzzle: WSJ (Contest); Rating: 4 stars

    I thought the mechanism here was completely consistent, adding OO to the front of one of the “word-like” (i.e., normally written separated by spaces) pieces of each themer. My dissatisfaction came from a couple of the mappings, even though I got all of them.

    I thought “oof” and “oh no” was a bit of a stretch, but then “oomph” really doesn’t seem right to me for “appeal”. 🤷‍♂️

    • BarbaraK says:

      I agree that oomph and appeal aren’t really the same, but to me they’re both reasonable answers for the clue, “Attractive, exciting quality.”

      I don’t believe I’ve ever said oof and wonder if that’s more popular with the younger generations. If so, I’m no authority on it’s meaning:)

  8. Robin says:

    I eventually stumbled my way through the meta to YAHOO. But did anyone else take the title literally. As in, the “double” in LEADOFF is…the Letter F? There are 6 clues that ‘leadoff’ with the letter F. Spent too much time trying to force an answer from this line of thinking.

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