Celebrity Entertainment Booking Agent - Headline Entertainment
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Cassadee Pope

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BIOGRAPHy

Cassadee Pope is an American singer-songwriter-musician and is the lead vocalist of the pop rock band Hey Monday. With the band, she released the studio album, Hold on Tight, and three extended plays. Pope embarked on a solo career, which was announced in December 2011, but reassured fans that the band had not “broken up.” In early 2012, she played her first acoustic solo tour before releasing her debut solo EP in May. She took part in the third season of NBC’s The Voice and was crowned the winner on December 18, 2012. Pope performed “Stand” on New Year’s Eve with Carson Daly and later performed that night with Grammy award winning group Train in Times Square. In January 2013, Pope signed with country music label Republic Nashville, an imprint of Big Machine Records. She released Frame by Frame in 2013. Cassadee Pope continues to tour the globe.

Career Path

2008Founded pop-punk band Hey Monday with guitarist Mike Gentile, signing to Pete Wentz's Decaydance Records and releasing the debut album 'Hold on Tight' through Columbia Records.
2012Won season three of NBC's 'The Voice', becoming the first female winner in the show's history, then rang in the New Year performing 'Stand' live with Grammy Award-winning group Train in Times Square alongside host Carson Daly.
2013Signed with Republic Nashville, an imprint of Big Machine Records, and released her solo country debut 'Frame by Frame', which entered Billboard's Top Country Albums chart at number one.
2016'Think of You', her duet with Chris Young, hit number one on the Country Airplay chart and earned a Grammy nomination for Best Country Duo/Group Performance.
2019Released 'Stages' on Awake Music, her most personal album to date, co-writing seven of the eleven tracks with producer Corey Crowder.
2021Released her third full-length studio album, 'Thrive', expanding her sonic palette as an independent artist.
2024Released 'Hereditary' on her own terms, a full-throated return to pop-punk that debuted to widespread critical acclaim and spawned the headlining 'Hereditary Tour' across thirteen North American cities.
2024Performed the National Anthem at Game 4 of the Stanley Cup Finals, reaching one of the largest audiences in North American sports.
2025Made her Off-Broadway debut starring as Rose in 'Titanique', the Celine Dion-scored parody musical of the film 'Titanic', earning praise for her vocal performance and comedic range.
2025Starred in 'Rolling Thunder', an additional Off-Broadway production that ran through the summer, broadening her footprint in New York theater.

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WHAT OUR CLIENTS SAY

Lana D.
Elkins Park, PA
“We were thrilled with the comedians you provided for our comedy night. It served as a very successful fundraiser as well as a great social event. The response was so good that we will definitely be working with Headline Entertainment next year.”
Bethany A.
Topeka, KS
“Jay Leno knocked his performance out of the park!! The meet and greet worked great and people seemed to enjoy it. Super nice guy and so easy to work with. Thanks again for all your help!”
Chabad of Northwest NJ
Franklin Lakes, NJ
“Thanks for a wonderful show! You had the crowd doubled over in fits of laughter throughout. But more than just scripted comedy you tailored the show to fit our crowd like a suit and pushed all the right buttons. You read the crowd perfectly and kept the content appropriate. I would definitely recommend you to other chabad centers! Please feel free to use this letter as a recommendation.”
Treesa F.
Visalia, CA
“Last night was amazing. Criss Angel and his entire crew really went above and beyond. Thank you so much for your help in getting this all together. It was a huge success!”
Mike K.
Grand Rapids, MI
“Thank you for sending comedian Larry Miller to perform at our corporate meeting and conference in Park City, Utah. He filled the room with laughter and made the event that much more memorable!”
Jeff L.
Bethel, CT
“The comedian you sent us for our corporate holiday party did a great job!! Extremely entertaining and funny. My staff is still laughing! If you don’t use Headline Entertainment again for your next event, you are making a mistake!”
Pleasant Plains Fire Dept
Toms River, NJ
“What a show! All the acts you sent us for our firehouse comedy night were great. We also made over $4000 profit on the show which will go toward improving and maintaining our firehouse and improving our equipment. We will be calling you in the very near future to set up next year’s show.”
Shonie L.
Philadelphia, PA
“We enjoyed an amazing event with Cory Kahaney. She was outstanding! The feedback has been overwhelming. Cory knew exactly how to engage and involve everyone.”
Emily T.
Omaha, NE
“Our show with Herman’s Hermits starring Peter Noone went great!! Everyone loved it!!”
Birchwood Country Club
Westport, CT
“Thank you so much – rave reviews!! Headline Entertainment provided great entertainment for our annual golf night! This event kicks off the golf season and Johnny Lampert was the kicker – MVP in my book!”
Brenda M.
Chicago IL
“Thank you for sending us Jeff Caldwell to entertain at our event. He was hilariously funny. I loved that his material was clean and that he did his homework to include several jokes that were pertinent to Chicago. I would highly recommend him.”
Monika E.
Westlake Village, CA
“Thank you for getting us Chicago for our gala. They were great to work with. I totally recommend this band… Great show! And they really work the audience. It’s nice that there are still original members too.”

HOW BOOKING WORKS

We make hiring top entertainment simple with our easy 3-step process.

01
INQUIRE

Tell us about your event,
date, and your vision
for entertainment.

02
WE HANDLE
DETAILS

We work directly with the talent’s team to negotiate
and coordinate.

03
ENJOY YOUR
EVENT

Relax and enjoy as we
ensure a seamless,
memorable experience.

WHY CHOOSE HEADLINE ENTERTAINMENT

20+

Years of industry
experience.

600+

Professional
Entertainers.

5,000+

Successful Events.

500

Trusted by Fortune
Companies.

Celebrity Entertainment Booking Agent - Headline Entertainment

PREMIER BOOKING AGENCY FOR CELEBRITY TALENT

Your trusted source for America’s top corporate comedians, musical acts, and celebrity entertainment. Our philosophy is simple: deliver exceptional acts and expert guidance to make your corporate event, fundraiser, or private celebration unforgettable from start to finish.

Our discerning eye for talent, industry experience, and impeccable service sets us apart. Using long-standing entertainment industry relationships, we secure the right performers for your event at the right price. From affordable local headliners to world-famous celebrities, we ensure your next corporate meeting, gala, fundraiser, or special event becomes the success you need.

Ready to book your perfect entertainment? Contact us today for a personalized quote.