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Music at Southwest.fm

Bailey Callahan

October 3, 2019 by Southwest Airlines

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Bailey Callahan

Bailey Callahan participated and rose to the top in Southwest: On The Rise to Live In The Vineyard 2019.

Bailey Callahan is a gal who lights up a room; her aura illuminates before she even enters. In less than a 10-month period, Bailey endured back surgery to correct childhood scoliosis, she graduated from high school, made the move from the Sunshine State to Music City, was invited to participate in, and attend the annual ASCAP Expo in Hollywood.

The now nineteen-year old navigates her business within the music industry with moxie and grace. Bailey books her own shows and has played more than 300 dates over the course of two years sharing stages with some of country music’s hottest names including Luke Combs, Hunter Hayes, Scotty McCreery and many more.

Her self-titled EP, which charted at No. 43 on iTunes (2017), expertly balances young-hearted romanticism with maturity. Outtakes such as “Another Ex” (a tune Kelsea Ballerini considered cutting) offers listeners a personal look into unrequited love while “Wildcard” reveals the uncharted territory that comes with new-found romance.

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