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Team Olivela’s transitional fashion picks

A new season brings fresh ways to reimagine your wardrobe. From statement-making sets to refined layers, our team reveals the transitional pieces they’re reaching for this spring—plus how they’re styling them for everything from city strolls to chic nights out.

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How to style

Five outfit ideas

How to style:

Team Olivela’s transitional fashion picks

A new season brings fresh ways to reimagine your wardrobe. From statement-making sets to refined layers, our team reveals the transitional pieces they’re reaching for this spring—plus how they’re styling them for everything from city strolls to chic nights out.

Shop the edit

Kelly Richards, VP of Digital Product

SIMKHAI separates are a spring must-have for me. Always my most complimented staples, I would invest in the Textured Strip Flare-Sleeve Top and Skirt in fiery red. I’d wear it as a set and mix and match it with casual tops or denim jeans to dress up or down. Warm weather in London gently eases in, so I’d add a comfortable Black Suede Studio loafer or stiletto.

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Optional sub-header 30 chars

Kelly Richards, VP of Digital Product

SIMKHAI separates are a spring must-have for me. Always my most complimented staples, I would invest in the Textured Strip Flare-Sleeve Top and Skirt in fiery red. I’d wear it as a set and mix and match it with casual tops or denim jeans to dress up or down. Warm weather in London gently eases in, so I’d add a comfortable Black Suede Studio loafer or stiletto.

Shop the edit

Optional sub-header 30 chars

Kelly Richards, VP of Digital Product

SIMKHAI separates are a spring must-have for me. Always my most complimented staples, I would invest in the Textured Strip Flare-Sleeve Top and Skirt in fiery red. I’d wear it as a set and mix and match it with casual tops or denim jeans to dress up or down. Warm weather in London gently eases in, so I’d add a comfortable Black Suede Studio loafer or stiletto.

Shop the edit

Jane Sosik, Associate Social Media Manager

Spring calls for effortless elegance, and my go-to is the Georgina Pleated Satin Bouclé Combo Midi Dress. Its crisp white tailoring and flowing satin skirt make it the perfect blend of structure and movement—ideal for those transitional spring days. I'd wear it to the office or a lunch with friends styled with slingbacks and a trench.

Shop the edit

How to style

Jane Sosik, Associate Social Media Manager

Spring calls for effortless elegance, and my go-to is the Georgina Pleated Satin Bouclé Combo Midi Dress. Its crisp white tailoring and flowing satin skirt make it the perfect blend of structure and movement—ideal for those transitional spring days. I'd wear it to the office or a lunch with friends styled with slingbacks and a trench.

Shop the edit

Optional sub-header 30 chars

Amanda Travis, Head of Marketing

I'm excited for lighter mornings and warmer days when I can wear this season's tobacco suede loafers from Black Suede Studio for running errands around the city. I'll add a pop of color with this NEOUS tote and throw a cashmere sweater over my shoulders to layer up. To accessorize, I'm loving my personalized initial necklace from Ashley Zhang Jewelry.

Shop the edit

Optional sub-header 30 chars

Amanda Travis, Head of Marketing

I'm excited for lighter mornings and warmer days when I can wear this season's tobacco suede loafers from Black Suede Studio for running errands around the city. I'll add a pop of color with this NEOUS tote and throw a cashmere sweater over my shoulders to layer up. To accessorize, I'm loving my personalized initial necklace from Ashley Zhang Jewelry.

Shop the edit

Morgan Hanson, Senior Copywriter

In Chicago, spring is more of a concept than a season, so versatility is key. As a denim girl, I love Theory’s wide-leg jeans—structured yet chic. I’ll pair them with a cropped poplin button-up and Mark Kenly Domino Tan’s cocoon jacket to beat the lingering chill. For a pop of color, this ERDEM cardi is perfection, and knotted leather Mary Janes keep the look edgy—a must for me.

Shop the edit

How to style

Morgan Hanson, Senior Copywriter

In Chicago, spring is more of a concept than a season, so versatility is key. As a denim girl, I love Theory’s wide-leg jeans—structured yet chic. I’ll pair them with a cropped poplin button-up and Mark Kenly Domino Tan’s cocoon jacket to beat the lingering chill. For a pop of color, this ERDEM cardi is perfection, and knotted leather Mary Janes keep the look edgy—a must for me.

Shop the edit

How to style

Morgan Hanson, Senior Copywriter

In Chicago, spring is more of a concept than a season, so versatility is key. As a denim girl, I love Theory’s wide-leg jeans—structured yet chic. I’ll pair them with a cropped poplin button-up and Mark Kenly Domino Tan’s cocoon jacket to beat the lingering chill. For a pop of color, this ERDEM cardi is perfection, and knotted leather Mary Janes keep the look edgy—a must for me.

Shop the edit

Maddy McKeever, Senior Assistant Buyer

For transitional seasons in NYC, I'm all about layering, so light jackets are a go-to. The Lalou Wool-Felt Wrap Blazer from By Malene Birger is a perfect spring layer. It carries me through the work day to a cozy (but chic) dinner out in my Brooklyn neighborhood, paired with great denim, a heeled boot, a bold shoulder bag and gold earrings.

Shop the edit

Optional sub-header 30 chars

Maddy McKeever, Senior Assistant Buyer

For transitional seasons in NYC, I'm all about layering, so light jackets are a go-to. The Lalou Wool-Felt Wrap Blazer from By Malene Birger is a perfect spring layer. It carries me through the work day to a cozy (but chic) dinner out in my Brooklyn neighborhood, paired with great denim, a heeled boot, a bold shoulder bag and gold earrings.

Shop the edit

Optional sub-header 30 chars

Maddy McKeever, Senior Assistant Buyer

For transitional seasons in NYC, I'm all about layering, so light jackets are a go-to. The Lalou Wool-Felt Wrap Blazer from By Malene Birger is a perfect spring layer. It carries me through the work day to a cozy (but chic) dinner out in my Brooklyn neighborhood, paired with great denim, a heeled boot, a bold shoulder bag and gold earrings.

Shop the edit

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