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She has to tell her boss when she will be on holydays or when she is on holydays

I think the first one is better because you can ask the question she has to tell what not when

  • "Holidays " should be written like this. – V.V. May 10 '18 at 17:22
  • We also usually say "on holiday", singular. – stangdon May 10 '18 at 17:40
  • The first states that she will inform her boss before she goes on holiday; the second is ambiguous. She might already be on holiday when she lets her boss know. – Ronald Sole May 10 '18 at 17:51
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It is more clear that the trip is in the future if you say: She has to tell her boss when she will be on holiday.

Also correct options: She has to tell her boss when she is going on holiday. She has to tell her boss when she is going to be on holiday.

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