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Karoline Leavitt and Five More Senior Trump Aides Head for the Exit

Karoline Leavitt and Five More Senior Trump Aides Head for the Exit

Six senior members of the Trump White House are leaving their posts within weeks of each other, including press secretary Karoline Leavitt and the aide responsible for the administration’s relationship with Congress.

The departures land about 10 weeks before the November midterm elections, at the point in a term when a White House usually wants its most experienced staff in place rather than clearing out their desks.

Leavitt Leaves at the End of August

Leavitt, 28, announced last week that she will step down at the end of the month. She cited her two young children, describing the balance between the job and being a mother of two as rewarding yet challenging.

She became the youngest White House press secretary in history when she was named to the role, and she has been one of the administration’s most visible figures since.

Who Is in Line to Replace Her

No permanent successor has been named. Names circulating include Anna Kelly, currently the principal deputy press secretary, along with Alina Habba, Stephen Miller and Scott Jennings.

Kelly is the most conventional pick of the group. She already runs the daily mechanics of the press operation and knows the building, which is usually the deciding factor when a press shop changes hands mid term.

The Congressional Liaison Leaves After 19 Months

James Braid, the director of legislative affairs, is leaving in September after 19 months in the role. His job was to manage the White House relationship with Capitol Hill, which makes the timing the most consequential piece of the whole set of departures.

President Trump credited him on the way out, saying Braid had played a critical role in the administration’s accomplishments.

Replacing a legislative affairs director takes time, and the replacement has to build working relationships with individual members from scratch. Doing that during the closing stretch of a midterm campaign is a harder assignment than doing it in a quiet January.

Counsel Communications and National Security Roles All Open

The rest of the list covers several parts of the building at once:

  • David Warrington, White House counsel, leaving at the end of August
  • Andy Baker, deputy national security adviser, leaving at the end of August
  • Emily Underwood, a Trump aide, leaving at the end of August
  • Abigail Jackson, deputy spokeswoman, who left earlier this month

Losing a press secretary is a communications problem. Losing the counsel, a deputy national security adviser and the legislative affairs director in the same stretch is a staffing problem across three unrelated functions.

Treasury Has Its Own Turnover Problem

The pattern is not confined to the White House complex. Seven of the administration’s 16 Senate confirmed appointees at the Treasury Department have either been fired or resigned. Four of those seven left after disagreements over the administration’s approach to tax law.

Senate confirmed positions are the slowest to fill, because each one has to clear the chamber again. Half the confirmed bench at a cabinet department turning over inside a term is unusual by any standard.

How a Press Shop Transition Usually Works

Press secretary changes are the most visible staff moves a White House makes and usually the least disruptive, because the podium is the end of a process rather than the whole of it. The research, the coordination with agencies and the daily line all sit with the deputies.

That is why an internal promotion is the standard answer, and why Kelly’s name comes up first. Prediction markets have her as the favorite for the job, which is a rough measure of expectation rather than a decision.

Why the Timing Matters for New Jersey Voters

New Jersey sends 12 members to the House, and several of those seats are on the national target lists for November. The White House legislative affairs shop is the channel through which those members coordinate with the administration on anything they want to campaign on.

With that office changing hands in September, the coordination gets harder at exactly the moment candidates need it most. Voters will not see that directly on a ballot. They will see it in what does and does not get done in Washington between now and Election Day.

The House is scheduled to be in session for only part of September and October, which compresses the window further. A new legislative affairs director arriving next month has a matter of weeks of actual floor time to work with before members go home to campaign.

None of the six departures were framed as anything other than voluntary, and administrations lose staff in every midterm cycle. What is unusual here is the concentration: six senior people across communications, counsel, national security and congressional relations, all inside about a month.