So What

So What

Friday Mailbag!

Let's open the mail!

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Chris Cillizza
May 08, 2026
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Since I have started doing a Mailbag post every Friday again, I’ve developed a little routine.

Rather than writing — as I usually do — from my home office, I venture out to a local coffee shop, have a scone and plop down to answer your questions.

It’s a really nice way to commune with all of you and bring my writing week (usually) to an end. Just thought I would share!

Anyway, these are — as always — real questions from real paid subscribers! Not one yet? Become one today for the ultra-low price of $6 a month or $60 for the whole year!

Let’s open the mail!

Q: In the not too distant future, I think one party will control the White House and the other party will control the Senate. When this happens, will another Supreme Court justice be confirmed?

A: Justice Alito! Welcome to the Mailbag!

If Democrats retake the Senate in November, it will make it much, much harder for Trump to get his preferred pick — or anything close to it — when and if there is a new Supreme Court vacancy.

Does that mean that there can be NO agreement on filling a Supreme Court vacancy? I don’t think so? But I also believe that nothing is off the table at this point.

Because, look. Trump is not exactly someone who has made a career on bending to political reality. And, if Democrats do take back the Senate this fall, they will feel — rightly — empowered to be a major check on Trump. And who gets on the Court is the biggest check they can possibly put on Trump’s presidency and legacy.

Which is, of course, why there is a whole lot more chatter these days in conservative circles about Justice Alito calling it quits sometime this spring or summer — allowing Trump to pick a replacement while Republicans are still assured of Senate control.

Q: If Thomas and/or Alito decide to retire from SCOTUS this summer or fall, would Republicans be able to convince people like Thom Tillis, Susan Collins, and Bill Cassidy to confirm a last-minute appointee before the mid-terms?

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