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The documentary episode was produced to commemorate the 100th episode of the West Wing series and featured former real-life West Wing staff and former Presidents Ford, Carter, and Clinton. The special is also interspersed with highlights of The West Wing.
- Paul Begala - Counselor to the President, Clinton Administration
- President Jimmy Carter, 39th President of the United States
- President William J. Clinton, 42nd President of the United States
- Betty Currie - Personal Secretary to the President - Clinton Administration
- Lanny J. Davis - Special Counsel to the President, Clinton Administration
- Ken Duberstein - White House Chief of Staff, Reagan Administration
- Kris Engskov - Aide to the President, Clinton Administration
- Marlin Fitzwater - White House Press Secretary, Reagan/GHW Bush Administrations
- President Gerald R. Ford, 38th President of the United States
- David Gergen - White House Advisor, Nixon/Ford/Reagan/Clinton Administrations
- Henry Kissinger - Secretary of State/National Security Advisor, Nixon/Ford Administrations
- Michelle Crisci Meyercord - Special Assistant, Clinton Administration
- Dee Dee Myers - White House Press Secretary, Clinton Administration
- Peggy Noonan - Presidential Speechwriter, Reagan Administration
- Leon Panetta - White House Chief of Staff, Clinton Administration / Secretary of Defense, Obama Administration
- Karl Rove - Senior Advisor to the President, George W. Bush Administration
- Gene Sperling - White House Chief Economic Advisor, Clinton Administration
- DeeDee Myers, one of the interviewees is frequent contributor to the West Wing.
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