Will Win - Anthony Anderson "black-ish"
Could Win - Jeffrey Tambor "Transparent" or Donald Glover "Atlanta"
Should Win - Anthony Anderson "black-ish"
Commentary - So let's be honest, I have been playing this safe; and it would not be an Emmy season without at least one out of the box choice. So here it is: Anthony Anderson. Jeffrey Tambor could easily win a third, as Transparent remains popular with the actors, despite a Comedy Series snub. Zach Galifianakis could pull a Louie Anderson playing a clown, which has won several folks Emmys including Eric Stonestreet recently. Aziz Ansari is popular, William H. Macy is a beloved veteran, and Donald Glover, while an unusual choice considering Emmy history, would be a bold one for this industry. Most folks are predicting either Glover or Tambor, and it would not be surprising if either won. Honestly, any of these six winning would not shock me. This is why I am going out on a limb for this category. In my opinion, there are too many maybes, and that usually spells surprise at the Emmys. In this, the year of the anti-Trump, Anthony Anderson's Lemons episode is just the fodder that led McCarthy and Chappelle to guest acting Emmys. It will probably help McKinnon and Baldwin in these categories as well. Of course, some would argue that Tambor and Glover winning would also make political statements, but theirs would be a bit more subtle. I think that Anderson is overdue for some recognition for this role, I think the climate is right, and I think this category is ripe for an upset.