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S.E. Cupp Advisory

S.E. Cupp / October 15, 2026

This week's column is delayed. We will either post S.E. Cupp's column tomorrow, Friday, Oct. 16, or run a substitute column.

©2026 Tribune Content Agency, LLC.

S.E. Cupp Advisory

S.E. Cupp / October 14, 2026

This week's column will post tomorrow, Thursday, Oct. 15.

©2026 Tribune Content Agency, LLC.

S.E. Cupp: Trump’s obsessions help bury GOP chances

S.E. Cupp / October 08, 2026

Maine Sen. Susan Collins is facing one of the toughest reelection battles of her lifetime. And at Tuesday night�...Read More

S.E. Cupp: Schmitt’s smoking gun backfires on him

S.E. Cupp / October 01, 2026

Tuesday was supposed to be a big day for Missouri Sen. Eric Schmitt, a little-known first-term junior Senator whose main claim to fame thus far was the 25 lawsuits he filed against President Joe Biden’s administration in...Read More

S.E. Cupp: Trump will lose his war against the press

S.E. Cupp / September 23, 2026

“To offend a strong man, tell him a lie. To offend a weak man, tell him the truth.”

That quote, often attributed to Marcus Aurelius, one of the great Stoics, perfectly encapsulates the very troubling and sad moment we...Read More

S.E. Cupp: Trump is on the wrong side of AI issue

S.E. Cupp / September 16, 2026

I’ve covered a lot of elections — and most times, the issues that are going to really matter to voters aren’t brand new or sprung on them with just two months to go, arriving out of nowhere. They’re predictable —...Read More