Content controls don't have a 'calculate on exit' function, so vba coding is required for that. As for the sizing and formatting, that too can be controlled by a combination of pre-entered data (e.g. a starting value of $0.00) and vba coding. There are possibly other ways for the latter too, involving xml coding, but I don't know enough about that side of things to implement it.

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Cheers,
Paul Edstein
[Fmr MS MVP - Word]