いつ出発したらいいか私に知らせてください。

Sentence Discussions Japanese
#1
English Translation

Please inform me when to start.

出発する means “to depart, leave”, I don’t think “start” makes sense here.

I would go with “Please le me know when I should set out”.

#2

I notice the Americans often say “to start out”. Perhaps adding “out” would have made it a little better.

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