Even if you did have disagreements with your former Boss,
it’s still bad form to openly gloat over his current difficulties. This makes Pence look even smaller and more petty than he did before.
Maybe “Mother” is doing the real Cheerleading, toasting high & mighty with Cooking Sherry, and Mike got swept up in all the excitement.
He doesn’t have Mike Flynn’s family’s ongoing legal ordeal to gloat over any more, so this can make him feel good about himself for a day or two. Maybe he’ll even pop up on a Sunday Show, to make 2026 a very good year at the Pence house.