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You wrote, … That said, the administrator may just default to the "taxable amount not known" indicator.

I've heard that Vanguard does exactly that. Since they don't have to report it, they don't bother tracking that information.

There were several questions about this around tax time on this internal Microsoft distribution list I'm on where people were trying to deal with backdoor Roth IRA contributions at Vanguard. Vanguard always seemed to check that box.

- Joel
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