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Margo & Me's Jenny Cipoletti on Finding "The One"

The style blogger, in partnership with Harry Winston, reveals what you need to know about shopping for an engagement ring you'll cherish forever.

I remember it like it was yesterday: It was our five-year anniversary and my boyfriend (and now husband), Freddie, told me he wanted to go to my favorite brunch spot. Little did I know that "brunch" was a decoy for engagement ring shopping!


I'm often asked the same question: "Did you pick out your ring?" We are a generation of women who know what we love, and therefore, our significant others look to us for guidance on the biggest purchase they will probably ever make. Because when he gets down on one knee, he not only wants you to say "yes", but he also wants the diamond to be the one you always dreamed of.


So did I pick my engagement ring? No, but I did pick my stone! I always loved cushion-cut diamonds, but following that lovely afternoon of ring shopping, I realized that an emerald-cut stone flattered my hands much more. After all, it's not until you try the ring on that you know it's the one.


But with so many options in the engagement ring world, where do you start? I recently sat down with the contemporary, classic, and impeccably elegant Harry Winston team at their flagship location on Fifth Avenue in New York City to pick their brain about how to make the most educated decision on one of the most important investments of your adult life. Here's what I discovered:

Quality Matters Most

Before buying a diamond, you must understand the language of diamonds. And while some of us may be savvy to the diamond world, I admittedly was not one of those girls. What I did know then, and still believe in to this day, is that clarity is of the utmost importance. Think of it as quality versus quantity—a small perfect diamond is far more precious than an imperfect one, no matter how big. It's all about individuality and diamonds, like people, are far more precious in their uniqueness.

Do Your Research

Some of you may or may not know about the "Four C's": carat (size), cut (shape), color and clarity (how flawless it is). A Harry Winston engagement ring is held to the highest and most exacting quality standards in the industry so you know that whatever you are trying on is in the upper echelon of diamonds in the world. With the name, you are investing in a heritage American brand that prides themselves on quality and craftsmanship. Without a doubt, these pieces will definitely last a lifetime.

Gorgeous Doesn't Mean Expensive

Believe it or not, a Harry Winston bride is someone who is looking for a balance of quality and affordability. While their reputation may precede them as a multi-million-dollar jeweler, there are so many exquisite pieces that are truly affordable and incredible. Their engagement ring collection starts at $5,900, which aligns closely with the rule of thumb that you should spend around three months' salary on a ring.

The Shopping Experience Should Be Meaningful

While what Harry Winston stands for is far clearer than the diamonds in their boutiques around the globe, the most beautiful attribute of the brand lies in what I saw when I was visiting with them at their flagship store: family and company culture. Their team is not there to sell you a diamond ring; their team is there to be your personal guide in finding the one and beyond. When you buy a Harry Winston diamond, you become a part of the Harry Winston family—a family that loves, cares and is deeply invested in each and every one of their clients. From milestone anniversaries to "just because I love you" gifts, the Harry Winston family will quickly become new members of yours, too, for years to come.