Duddy has directed over 20 music videos, including Mark Ronson and Bruno Mars' "Uptown Funk", Bruno Mars' "24K Magic (song)", and Fifth Harmony's "Worth It". He has worked with artists like Britney Spears, Jennifer Lopez, OneRepublic, and Iggy Azalea, as well as directing the video for Midland's debut single "Drinkin' Problem", which earned him a CMT nomination for "Best Group Video".
Duddy is one of the founding members of the country music trio Midland. Formed in 2016 in Dripping Springs, Texas, it consists of Mark Wystrach (lead vocals), himself as bass guitarist and background vocalist, and Jess Carson (electric guitar, background vocals). Through Big Machine Records, the band has released a self-titled EP and a studio album, On the Rocks, which has accounted for three charted singles on the Billboard country music charts: "Drinkin' Problem", "Make a Little", and "Burn Out". Midland's musical styles and images are defined by neotraditional country and country rock influences.
Duddy is the son of cinematographer Christopher Duddy and Renee Axtosis. He is the stepson of actress Joely Fisher, and stepgrandson of actress Connie Stevens.

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