The award was presented by Good Morning America co-host Lara Spencer and country music icon Martina McBride, who presented Stapleton with his fourth consecutive win of the award (2015 -2018).
"I love you so much. I'm shocked beyond shocked", he gushed to the crowd, wiping away tears with the back of his hand.
First, she revealed the gender of her baby on the way and later, she took home the win for Female Vocalist of the Year, marking her fifth time to win the title.
He also took home the award for Single of the Year and Song of the Year.
It was a big night for Carrie Underwood at the 52nd annual CMA Awards! But watch Bryan, a two-time victor, leap out of his seat and raise an arm to celebrate Urban's win - it's as if he had been leading the 51-year-old's campaign for Entertainer of the Year himself! Thank you for supporting daddy and loving me through all of what I do.
He was referring to the 12 people who were killed at a Southern California country music bar last week, who were also honoured at the top of the show when Garth Brooks held a moment of silence as the names of the victims were displayed on the screen.
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"Tonight let's celebrate their lives".
"We send our love to you", said Carrie Underwood, also mentioning the "brave firefighters". "Let the music unite us with love in their enduring memory".
Underwood worked triple-duty as co-host, performer and nominee at the CMAs. Thank you, all of you, for coming out and god bless country music.
Kelsea Ballerini also impressed with her first live performance of new track Miss Me More, and Bebe Rexha and Florida Georgia Line hit the stage to sing their worldwide hit Meant To Be. "News. "'Cause the first time I heard it, I thought, 'Oh my gosh, this is a song I've been looking for my whole time with her, so I hope she feels the same".
Well, this time the reveal seemed planned and Underwood looked overjoyed to be welcoming another boy.