Answers revealed in the comments.
GAME 1
Two actors have won the Primetime Emmy Award for Outstanding Lead Actor in a Drama Series four times. One did so in the 1990s, while the other did so in the 21st century. Name either of those actors.
GAME 2
As of February 2020, among the SiriusXM channels in the rock category, seven have names that include the name of a band or artist. Two of them are E Street Radio and Phish Radio; name three of the other six.