He is the creator and co-founder of men's grooming brand Kennedy & Co. Kennedy began his career in Ireland as a reporter on the Gerry Ryan show 2FM and TV’s Operation Transformation on RTÉ One,[7] and hosted celebrity entertainment series #Trending on RTÉ 2[8] and regularly presented on ITV 1's This Morning[9] alongside Holly Willoughby and Phillip Schofield.

In March 2020, he was announced as one of the Fab Five on BBC One's new flagship makeover series You Are What You Wear with Rylan Clark.

As of January 2023, he is presenting 'Celebrity Closets' from Los Angeles on ITV's Lorraine, where he interviews celebrities at home as they take viewers on a trip down memory lane via their wardrobes.

The show provides chat, live music, cooking, entertainment, showbiz and technology news.

[15] He writes a hugely popular weekly Interior Design column in the Sunday Independent LIFE magazine.

[citation needed] Kennedy's first solo venture was in his early twenties when he established a style bureau providing consultancy services to personal and corporate clients including blue chip companies Google, Tommy Hilfiger and BMW.

[citation needed] He was voted winner of Ireland's Most Stylish Man at the VIP (magazine) Style Awards in 2013.