It’s a measure of the revolution taking place in retail that a senior Amazon executive like Ajay Kavan has chosen Matchesfashion for his first chief executive role.
With almost a decade’s worth of experience at Amazon supplementing a CV that includes senior positions with the likes of B&Q and Homebase, I’m certain Kavan would have been on the radar of high street retail giants looking to transform their digital capabilities.

But, as Sergio Bucher’s ill-fated tenure at Debenhams demonstrated, trying to breathe fresh life into a dying brand is a high-risk career move for an Amazon alumnus. It’s little wonder, therefore, that high-flyers like Kavan are increasingly attracted to smaller businesses with strong growth potential whose proposition is already tailored to the digital age.
Kavan currently serves as Amazon’s vice president of international special projects, a suitably cryptic job title that reflects the business’ willingness to give people the space to test new concepts. During a nine-year term, he has launched Amazon Fresh in the UK, Europe and Japan, and built a number of key strategic partnerships with the likes of Morrisons.
Core skills
Kavan is best known for his ecommerce expertise. He holds a degree in applied sciences and computer technology and spent his early career with Littlewoods Home Shopping Group – in many ways a prototype for modern online brands such as Matchesfashion.
But Kavan can also boast a solid set of core retail skills. Between 1999 and 2003 he was multichannel director for B&Q, before leaving in 2004 to join rival DIY retailer Homebase as marketing and strategy director and exiting in 2011.
Matchesfashion is Kavan’s first foray into high-end retail with a brand that describes itself as a “modern luxury shopping destination for the confident global fashion customer”.
“Kavan won’t be the last industry leader to downsize his employer in order to upsize his ambitions”
Certainly, the business has come a long way since it was founded as a single boutique in Wimbledon in 1987. Matchesfashion stores now complement a significant online business that offers an edited fashion range from over 400 designers.
At a time when many brands are trying to offer customers a holistic experience that incorporates shopping on the one hand with experiences on the other, Matchesfashion appears to have hit the sweet spot. Its London flagship combines a retail store with an event space that hosts frequent attractions including Q&As with leading designers.
Its success has persuaded other executives to decamp from more traditional retail settings. In 2018, it hired former John Lewis development director Tom Athron, who had been widely tipped as a future leader of the business, as its chief operating officer.
When he joins the company in March, Kavan will be tasked with scaling Matchesfashion’s offer and continuing to innovate in the luxury ecommerce space.
I suspect he won’t be the last industry leader to downsize his employer in order to upsize his ambitions.
Content provided by Anthony Gregg Partnership.
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You can call Tony Gregg on 0207 316 3146 or email him at tony@anthonygregg.com.
Founded in 2003 and located in central London, Anthony Gregg Partnership specialises in the consumer search market space.























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