Short update with good news: I had the IB call center in Europe on the line and they were able to create my booking (Jessica is a very knowledgeable and super friendly agent)

Dublin (DUB) to Charlotte (CLT) — Thu, Aug 4
Iberia 9072 Business (I)

Charlotte (CLT) to Denver (DEN) — Thu, Aug 4
American Airlines Inc. 626 First (A)

Denver (DEN) to Charlotte (CLT) — Mon, Aug 22
American Airlines Inc. 1908 First (A)

Charlotte (CLT) to Dublin (DUB) — Mon, Aug 22
Iberia 9071 Business (I)

Thank you to all FT'ers that took the time to answer my questions.