According to media reports, Trump has narrowed his SCOTUS pick to *three people: Amy Coney Barrett, Brett Kavanaugh, and Raymond Kethledge.
I suspect that Trump had narrowed his choice even before Kennedy retired. And I also suspect Trump’s short list was communicated to Kennedy, leading Kennedy to feel he could safely retire. After all, two members of the short list clerked with Kennedy; his legacy could continue if either is picked.
Each candidate has attributes that would appeal to Trump, as well as drawbacks. However, I believe that Kavanaugh will end up the pick, because he represents a way to attack Obama’s legacy not just once, but twice.