Who will be Trump's next Press Secretary?

Scott Jennings is the kind of figure Trump could plausibly elevate: he is media-savvy, consistently sympathetic to Republican messaging, and already familiar to the public. That matters for a press secretary role, which rewards discipline, on-camera comfort, and a willingness to defend the president aggressively. If Trump wanted a high-visibility spokesman with broad TV experience, Jennings would fit the profile better than many traditional political aides.

The main problem is that press secretary selections usually lean toward intense personal loyalty and direct access to the inner circle, not just outside talent with media credentials. Among the listed contenders, Anna Kelly, Natalie Harp, and Alina Habba all look more like true Trump-world insiders, while Maria Bartiromo is an obvious media name but a much less practical staffing choice. Jennings may be known and trusted, but he is not as obviously indispensable inside the operation as the stronger insider candidates.

Compared with the market’s 20% price, I think Jennings is somewhat overvalued because public visibility can be mistaken for appointment likelihood. The market seems to be assigning him credit for being an articulate Trump ally, but the more important deciding factors are proximity, loyalty, and willingness to take the job on administration terms. That makes his path real, but not the most likely one among this group.