It was original recorded for the Welcome to Life EP with his sister Erin and brother Daniel an electric version was recorded for Lucky Street. "Forever My Father" is dedicated to Lancaster's father and serves as a plea for something to feel the hole left by him. Lancaster said "Hold On" sees a person use every fibre of their strength and being unable to continue their journey, yet "somehow summoning enough energy from somewhere deep inside of you to carry on." The acoustic-based song incorporated strings, and was in the style of " Swing Life Away" by Rise Against. It was a bass-driven track with parts of it being reminiscent of the Starting Line and the Dangerous Summer. "Kill the Beast" talks about being happy where a person is, and the journey they've taken to get there. For its inclusion on Lucky Street, the band added strings to give the track a bigger sound. "Why I'm Home" was previously released as an iTunes single in February 2009. "Swear It Like You Mean It" dates back to when Reed moved to Tallahassee, Florida while the band was working on demos, he played the chord progression on piano and they began working on it.
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The Muse-esque "Strength to Stay" was written after Lancaster's grandmother died and a friend of the band was fighting through terminal cancer. "Singing with the King" is about celebrating life in the face of death amongst friends and family. "Any Other Heart" was compared to the poppy tracks of Rise Against it was inspired by his stepmother Janet abandoning him two weeks after his father's death. The track drew comparisons to punk rock bands the Ataris and the Swellers. It was inspired by a dream Lancaster had revolving around the end of the world he was on Lucky Street in New York City, witnessing "everything crumble around me." There were a few survivors staring up, observing balloons filling the skyline. The title-track was initially written for Do Overs and Second Chances, though the band felt it stood out amongst the rest of the material. Lyrically, the album talks about events in the band members' lives, alongside the themes of life, death, faith and religion, and the lack of these concepts. Lancaster's voice was compared to Rob Thomas of Matchbox Twenty. Lucky Street has been described as an alternative rock and pop rock release, with elements of pop punk and punk rock. In August, the band entered the studio with Tim O'Heir and finished recording on September 29, 2010. In the July 2010 Issue of Alternative Press Jason Lancaster revealed that he had begun writing for Go Radio's debut LP. The EP had minor success, charting on the lower-end of the Billboard 200 chart it was promoted with supporting slots for A Day to Remember, the Dangerous Summer and Secondhand Serenade across North America.
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In January 2010, they signed to independent label Fearless Records and released the Do Overs and Second Chances EP. They released the Welcome to Life EP in August 2008, which was followed by the addition of guitarist Alex Reed and a tour with the Red Jumpsuit Apparatus. Sometime afterwards, he formed Go Radio and was joined by bassist Matt Burns, drummer Steven Kopacz and guitarist Tony Planas. While recording their debut album A Lesson in Romantics, Lancaster left the band in March 2007 citing a lack of writing credit on the band's releases.
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Vocalist/guitarist Jason Lancaster was a member of Mayday Parade since their 2005 formation, which resulted from a merger between local acts Kid Named Chicago (which featured Lancaster) and Defining Moment.