The most common and most likely answer to this crossword clue is the 15 letter word UNRECONSTRUCTED
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Buddy explains!

The straight part
We know that "having failed to move with the times" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case having failed to move with the times = unreconstructed.The cryptic/wordplay part
In cryptic crossword there's often an wordplay/cryptic part as well.This part involves a more complex hint, such as an anagram, homophone, hidden word, etc.
Sadly, We don't have an explanation for this specific crossword clue yet.
What does UNRECONSTRUCTED mean?
UNRECONSTRUCTED verb- To reverse or undo the effects of reconstruction.
- Not reconstructed.
- Unreconciled to social or cultural change; particularly with respect to the Reconstruction after the American Civil War.