The red seal $100 US note has some interesting history; it was issued mainly for accounting purposes to comply with the law that there must be a fixed value ($346,681,016) of Legal Tender Notes in circuluation. Once that number was estimated to have been reached, the 'excess' bills in the run were destroyed by the Tresury. The collector value, however is about the same as your first bill; namely, $150 in VF-20 and $225 in EF-40.
Source: same as in post #2 above.
PS: Had this bill been a STAR bill, the values (in those same two grades) would be $500 and $750.
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Don......