He’s got a shot but Maryland currently has a Republican governor. Like Massachusetts
Massachusetts tends to elect Republican governors from time to time. It gives off an illusion of balance since all other state politics are dominated by Democrats. It’s a way to provide checks and balances (in their heads anyway). But they are largely moderates. Especially by today’s standards. Charlie Baker would be a democrat in any other state. Republicans call him “Tall Deval (Patrick)”.
The next MA governor will 110% be a democrat.
Also, Maryland and Massachusetts would never elect a Trump like Governor.