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Please check out your manual about your Mac and iPhone jacks. What's a model number for both of them? And what's a model number on your Max with VOIP? Those information may not help at all unless you understanding about the size and ring(s) or connectors of the jack. Please see those link: http://en.wikipedia.org/wiki/Phone_connector_(audio) Most headset got a male 2.5mm jack, but most new computer and cellphone or audio device got a female 3.5mm plug. So, you needs a 2.5mm Female to 3.5mm Male Headset Adapter. ASIN: B002SKAP46, Item model number: 81026B
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