If Katie Zacharia leaves as White House Press Secretary before Jan 1, 2029, then the market resolves to Yes. Sources from Associated Press, Reuters, and the White House.

Katie Zacharia must have an actual departure date and vacate the role within the time period.

Temporary leaves of absence, suspensions, or recusals do not constitute leaving, resigning from, or retiring from the role unless the individual formally and permanently ceases to hold the position. If the person vacates the role and then re-occupies the role, the contract shall settle on the initial vacation of the role.

For "leave," cessation of holding the role qualifies, including resignation, retirement, removal, expulsion, expiration of term without renewal, recall, or other means by which the individual no longer occupies the role. This includes both voluntary and involuntary early departure AND the natural expiration of a term.