Automatically Update Your Software?

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OK, the latest thing is to provide 'automatic' update capability for
software (everyoen seems to do it from Firefox to Adobe to MSFT to...
well, virtually everyone).

This is a feature that is easy to implement in my VB6 applications-

I've been asked to look into it and I'm wondering about several
points.

1. How often should one check for an automatic update?

2A. If the automatic check fails, does/should one notify the user?
2B. How many times should the user be notified?

(The user would have a choice of declining the update, and turning off
the automatic update checks too.)
.

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