[4] His first exposure came through the internet, where he achieved success on Myspace before issuing the extended play, The Yippee EP on July 29, 2008, and selling 46,000 copies in the US.

[7] To support the EP, he went on tour in the US with Jamestown Story, Owl City, and Handshakes and Highfives during the summer of 2008.

[19][20] As part of the deal, Ingle runs and make releases on his own imprint label, Loveway Records.

[25] A self-titled EP, Never Shout Never was released on December 8, 2009 and featured two songs from his upcoming debut album ("What Is Love?"

[30] "Can't Stand It" was released on March 4, 2010 as the third and final single from the album along with its music video directed by Isaac Ravishankara.

[32] The group headlined the Alternative Press AP Tour in the spring of 2010 with support from Joplin, The Cab, Hey Monday, Every Avenue and The Summer Set.

[34] The band released a digital EP on July 27, 2010, titled Melody, which contained three tracks: "CheaterCheaterBestFriendEater", "Coffee & Cigarettes" and "Lousy Truth".

[40] In October and November 2010, Never Shout Never co-headlined the Harmony Tour with The Maine, where the bands had fans gather can foods to help those in need.

As a gift to the fans, they released a live split EP and was made available for free download on Never Shout Never's website.

[42] On April 12, 2011, Never Shout Never released the compilation album, Year One, featuring songs from Me & My Uke, The Yippee EP and Demo-shemo, as well as demo tracks.

[44] To raise awareness about the devastation of Joplin, Ingle took video footage of the destruction and posted it on YouTube on June 1, 2011.

The video, which features the song "Time Travel", encouraged viewers to donate to the relief of the town via his United Way fund.

[49] The official music video for "Time Travel" was directed by Joey Boukadakis and was released in September 2011.

[50] Ingle first revealed the title of the group's fourth studio album in an interview with Alter The Press!

[64] During the Warped Tour, Ingle had also teamed with BandHappy, an organization in which experienced musicians taught amateurs how to reach success.

He had led a workshop in which a limited number of fans could ask questions and learn from him, with the addition of a one-on-one meet and greet.

[66] Drew produced and recorded the covers himself and collaborated with Dia Frampton on the original track "Under The Mistletoe".

[66] The group headlined the Xmas Tour with support from The Downtown Fiction and Nick Santino in December 2013.

In January 2014 the band announced that the group had begun recording the album, and was expected to be released later that year.

[72] On June 9, 2015, it was announced that Never Shout Never would be releasing their seventh studio album, Black Cat on August 7, 2015.

[75] On July 16, the band premiered a new track titled, "Red Balloon" and was released as the album's second promotional single.

[87] In April 2017, Drew revealed he had plans on releasing Never Shout Never's eighth studio album, Emerald Sun.

[citation needed] Ingle revealed in December 2018 that after a small tour in Mexico and Brazil the following month that Never Shout Never would disband.

[citation needed] Despite the initial announcement, the band performed shows in Brazil and Mexico in early 2019.

[90] Following the final show in Brazil (with long-time drummer Hayden Kaiser absent) he stated he was uncertain of the band's future, but no official breakup announcement was confirmed.

[91] On April 29, 2020, Drew announced a solo acoustic album titled Unborn Spark, due for release on May 13, his son's 1st birthday.

[99][100] On November 25, 2023, Drew announced via Twitter his second retirement from music, revealing that he would pursue a new career in professional painting.