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There are 8 clues with the answer 'HEADMISTRESSES'
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CLUE
1.
Senior staff oddly timid during Ashes series (14)
2.
He gets worked up about endless paperwork for teachers
3.
With training, she made Sisters leading teachers (14)
4.
Top teachers reassess the "dim", putting it cruelly (14)
5.
Principals
6.
Organizers
7.
Leaders
8.
Heads