Relative difficulty: Easy
THEME: OUTSIDE CHANCE (54A: Remote possibility ... or a hint to 20-, 29- and 44-Across) — word CHANCE can be spelled by combining the first and last sets of letters in each theme answer

Word of the Day: Yawl (58A: Yawl's pair=>MASTS) —
A yawl (from Dutch Jol) is a two-masted sailing craft similar to a sloop or cutter but with an additional mast (mizzenmast or mizzen mast) located well aft of the main mast, often right on the transom, specifically, aft of the rudderpost. (A vessel with the mizzenmast located forward of the rudderpost is called a ketch. See further discussion below.) A mizzen sail (smaller than the mainsail) is hoisted on the mizzen mast. (wikipedia)
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Fell asleep very early last night, so only getting to the puzzle now (7:13am). Still, my streak of having a post up every day by 9am (4+ years, I think) continues unabated...

Bullets:
- 15A: 1945 flag-raising site, briefly (IWO) — easy enough. I've never heard it shortened to just IWO, but then I wasn't alive when people would have been discussing it a lot more often than they do today. See also ETO.
34A: Baseballer turned spy Berg (MOE) — yeah, he probably should have been my "Word of the Day"; if I've heard of him, it was in a crossword puzzle, and I promptly forgot him. Here's a tidbit from wikipedia:
A graduate of Princeton University and Columbia Law School, Berg spoke several languages and regularly read 10 newspapers a day. His reputation was fueled by his successful appearances as a contestant on the radio quiz show Information, Please! in which he answered questions about the derivation of words and names from Greek and Latin, historical events in Europe and the Far East, and ongoing international conferences.
- 53D: 1974 title role for Dustin Hoffman (LENNY) — in which he played Comedian LENNY Bruce. Never seen it. For future reference — perhaps — LENNY is also the constant companion of CARL on "The Simpsons"
Signed, Rex Parker, King of CrossWorld
[Follow Rex Parker on Twitter]
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