I received an email stating,
All applicants will be notified of a decision, via email, sometime from now until June.
Should I assume I would receive decision within May 31st or any day during the entire month of June?
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It's ambiguous. Safest reading is to be prepared for it to take a long time, so notification might come during June. The phrasing of the example is a little odd. I probably would have phrased as something like, "Notifications will be sent before the end of June."
Use of "until" is often clearer when it is used with a negative. "I won't send out notifications until June" clearly means that the notification can be sent during June or after. There potentially is a technical argument that your example should be using "until" in the same way as that negative, which would mean that the period of time ends as soon as June starts -- so the notifications have to be sent before June. But if that's the intended meaning, it could be expressed a lot more clearly.