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Anna Wintour has been at the helm of 'Vogue' for so long that you would think that doing her job would be second nature and come easily. Instead, in actuality the fashion guru is left with the tough task of putting together a publication that makes readers continue to buy it from the newsstand rather than just benefit from the perks of this being a digital age. She also has to keep things modern without appearing to "sell out" to 'Vogue's' older subscribers. She is pushing hard to convince Kate Middleton to grace the cover of the coveted September issue, but it looks like Wintour has her work cut out for her in convincing the duchess to actually do it.
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