From what I understand, the software is free and you just need to register to remove the 60-day limitation. Does this mean I have to register every time I install ESXi on a new machine? Or can I use the same key for different ESXi 4.0 installations?
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This may have changed since but the last time I registered for keys I was prompted to enter a quantity, so you should be able to obtain what you need without having to repeat the registration.

John Gardeniers
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As John mentioned, you can obtain a key for a certain number of activations. Each time you install a new ESXi machine, you activate with the same key.

Matt Simmons
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You are on your honour to tell them how many you're using; even if there's no specific limit. – Chris S Apr 15 '10 at 01:00
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Sure. I just request a number of activations equivalent to the number of physical hosts on my network. I will probably convert them all eventually, anyway. – Matt Simmons Apr 15 '10 at 01:41