[10][11] Daniels' comedy is known for what Allmusic critic Mark Deming described as a "skewed, often dark view" on domestic family life.

His performance earned him a job as house emcee at Grand Forks, North Dakota, comedy club Westward Ho, hosting six shows a week in 1998–1999.

[8][13][14] During the early 2000s, Chad was a favorite comedian at Hilarities comedy club inside of Pickwick and Frolic, in Cleveland, Ohio.

[15] In 2009, he was named Artist of the Year in comedy by Minneapolis alt-weekly City Pages, which said "Plenty of comics have jokes about marriage and children, but few speak about the experience with such uncompromising honesty.

[37] Reviewing Natural Selection, Chris Spector of Midwest Record said "Daniels keeps the laughs coming (in) rapid-fire fashion without any misses.

"[38] Jake Austen of Roctober magazine, reviewing his early albums, was impressed that Daniel could deliver "domesticated, regular-guy" humor about families and airline food "yet manages not to lose his edge.

[31][11][40][5] In March 2023, fellow comedian Kelsey Cook announced on Sirius XM's Jim and Sam Show that she and Daniels were dating.