On the cover of

On the cover of “Time” magazine upon the release of her new book, Sheryl Sandberg wears a “safe” but well tailored dress.

Facebook COO, Sheryl Sandberg is a force of nature, making waves with her new book, “Lean In: Women, Work, and the Will to Lead.”  She’s also a wife, mother, and now a published author.  The point of her book is that women should not make excuses and justifications because their companies don’t advance women’s positions at work.  To “lean in,” she means that women should give their all to their careers, while also believing in their ability to combine the responsibilities of work and family.

Some detractors of her message believe it is lean on substance for the ‘average’ woman. And that her way of thinking only suits others with privilege and affluence.  Another key criticism is that even though Sandberg is a corporate leader, and goes into depth on women’s internal struggles, she does not address how businesses should rethink how women have a place at the table.

One point Sheryl Sandberg’s book addresses is the self-doubt that holds many women back from fulfilling their dreams and goals.  Despite writing openly of her insecurities, her personal style projects a sense of fearlessness.  But not in a way that looks protective or standoffish.  There are hints of vulnerability and openness that I see in her personal style that give her a certain softness.  This lends to her likability, a quality that Sandberg says challenges women’s career success.

Sheryl Sandberg is often photographed wearing jackets, dresses, or underpinnings that feature a V-neck.  Not only is this figure flattering for her, but also it makes her look open and approachable.  The higher the neckline, the less open and approachable she would look.  Even if she doesn’t dress that way everyday, she certainly is intentional about creating this visual persona.


It is interesting to note the jewelry that Sheryl Sandberg wears and doesn’t wear.  She does wear her wedding ring and a wristwatch, and has a nice collection of interesting, low profile earrings.  But she doesn’t have a penchant for wearing many necklaces.  This suggests that her approach to style is businesslike.  In most cases, it would appear that she prefers time-honored designs that can’t be marked by fashion trends.  This is true of her jewelry and most of her clothing.

It is also interesting to observe how Sandberg chose to dress when appearing on The Charlie Rose Show alongside Facebook’s CEO, Mark Zuckerberg.  Dressed in his typical North Face jacket with T-shirt and jeans, Zuckerberg didn’t take that as an opportunity to dress up.  But looking at Sandberg’s outfit, you get the sense that her comfortable and relaxed style is true to her everyday working style.  It’s not a “look at me” kind of look.  Low contrast, solid drapey fabrics worn with a comfortable kitten heel shoe, her clothes look relaxed and low profile, creating a proper balance to her boss.


I think Sheryl Sandberg gets a lot right about her style.  Her clothes are impeccably tailored.  She makes good, solid choices.  Her beautiful hair is a dominant feature.  Yet its current style smacks of the East Coast Ivy League.  Not that there’s anything wrong with that. But it does make her look more mature than her 43 years, and it doesn’t reflect how she may have evolved as a whole person.  I’d like to see it look more modern and reflect her many successful years here in Silicon Valley.

The greatest shortcoming I find about Sheryl Sandberg’s style is in relation to her persona.  She doesn’t show much of an appetite for a little fashion risk here and there.  She’s a go-getter type.  She’s taken very big risks that have yielded mega major payoffs.  Where’s the evidence of that daring sense in her personal style?  It is my studied opinion that the true authentic style of Sheryl Sandberg has yet to “lean in.”