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Her mother married Sir Nicholas Lloyd, former editor of the Daily Express, and her father married children's author Cindy Black.
Winkleman's half-sister from her father's second marriage is actress Sophie Winkleman.
In May 2018, Winkleman co-presented The Biggest Weekend on BBC Two and BBC Radio 2.
In 2018, she starred in a TV commercial for Procter & Gamble's Head & Shoulders Suprême premium shampoos and conditioners designed for women.
In March 2009, Winkleman was announced as the host of the new series of Hell's Kitchen on ITV1.
She fronted the nightly show live from the restaurant in East London in its fourth series in the spring.
Winkleman then presented several more reality shows including End of Story, More recently, Winkleman has presented a number of prime time programmes.
In 2007, she took over from Cat Deeley as the main host for the third series of Comic Relief Does Fame Academy, co-hosting with Patrick Kielty.
Winkleman has made many guest appearances on panel and talk shows, including: Never Mind the Buzzcocks, Would I Lie to You?
She shared the presenting duties with Colin Paterson, and later Paddy O'Connell. In 2003, Fame Academy appointed Winkleman to present a daily update show on BBC Three, in conjunction with its second series.
She repeated the show in 2005 for the much shorter celebrity version Comic Relief Does Fame Academy.
Winkleman's first major television job was in 2001, on the regional discussion programme Central Weekend.
Between 20, Winkleman began her first daily TV role when she hosted the BBC Three Entertainment update show Liquid News, taking over from Christopher Price on the now defunct BBC Choice.