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Generating a new SBS2008 certificate that won't prompt user for password/PIN on their PDA

I need to generate a new certificate for the boss on his new SBSB2008 server but one that won't prompt him to have to punch a PIN nor a password when it's configured for his PDA. Can anyone please give me the steps to go about that. Thanks.
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RyanShafer
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The type of cell is a Samsung. An old model. I don't have it in front of me now. The options for the phone to lock is either 1 minute or 5 minutes only. I noticed in Exchange Management '07, under Organization Config, Client Access; their is a Windows SBS Mobile Mailbox Policy. I go to properties and uncheck the require password from the password tab. I still get nothing. Is there anywhere else that I would need to disable in Exchange so that the boss man doesn't have to punch in a PIN/password on his phone?
Do I possibly need to re-generate the certificate? I have to place the cert onto the phone with configurinng the phone for the SBS2008 in order for the emails to come through on it.
This has been resolved already. I thought I classified that already.