1. May I speak to Tom, please?

2. May I speak with Tom, please?
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Can we us both 'to' and 'with' in a telephone conversation? Are they interchangable? The same?

Yes, both are fine -- and yes, interchangeable.

Yes, in a telephone conversation, both "to" and "with" can be used when asking to speak to someone. They are generally interchangeable, but there may be slight differences in usage depending on the context or personal preference.

Using "to" in the sentence "May I speak to Tom, please?" is a more formal way of making the request. This is commonly used in professional or formal settings where a certain level of politeness is expected.

Using "with" in the sentence "May I speak with Tom, please?" is a slightly more informal way of making the request. It is often used in casual or informal situations, such as speaking with friends or acquaintances.

Both "to" and "with" convey the same meaning and serve the purpose of expressing the desire to have a conversation or speak to someone on the telephone.