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The Modern Ivy Edit (40+)
20
items Ditch the fast trends for a look that feels both timeless and current. The Modern Ivy Edit is a curated collection of preppy essentials for the woman 40+ who loves refined, varsity-inspired style. Think structured blazers, elevated knitwear, and the ...
Sections
2
Top 5
Honorable Mentions
Top 5
The absolute non-negotiables for a refined, varsity-inspired wardrobe. These are the high-rotation 'hero' pieces that anchor the entire aesthetic with superior tailoring and timeless silhouettes. If you're building this look from scratch, start here.
The ultimate varsity-inspired 'hero' piece. This jacquard blazer features an exquisite crest and a sharp, tailored silhouette that screams 'Sassy CEO'. It’s formal enough for a boardroom but cool enough for Sunday brunch. Styling: Don't be afraid to ...
Lauren Ralph Lauren Bullion Jacquard Blazer
The absolute gold standard for the 'Modern Ivy' aesthetic. This 100% cotton vest is made in Portugal and features a mid-weight cable knit that keeps its structure without feeling bulky. I love the contrast stripe on the deep V-neck for that instant v...
Sporty & Rich SRC Cableknit Vest
The ultimate 2026 'It Girl' staple. This 100% cotton quarter-zip is pre-shrunk with a slightly oversized, cropped fit that feels elevated, not sloppy. I love the NY Crest for that instant vintage collegiate energy. Style Tip: Balance the sporty vibe ...
Sporty & Rich NY Crest Embroidered Quarter Zip | Shopbop
The undisputed foundation of a curated wardrobe. This classic Oxford is crafted from breathable, high-quality cotton that only gets better with every wash. It’s the 'Sassy CEO' secret to looking instantly pulled together, whether you're heading to a ...
Polo Ralph Lauren Oxford Shirt
The undisputed foundation of a curated wardrobe. These classic loafers are crafted from premium, high-quality leather that only gets better with every wear. They’re the 'Sassy CEO' secret to looking instantly pulled together, whether you're heading t...
Rag & Bone Carter Penny Loafers
Honorable Mentions
The supporting cast that rounds out the look. These didn't hit 'Top 5' status but are essential for adding texture and variety to your capsule. I’ve included these as excellent alternatives for different body types, climates, or layering needs. Think...
The MVP of The Modern Ivy Edit. This plaid blazer features a perfectly oversized, 'boyfriend' fit that provides structure without feeling stiff or boxy. It’s the ultimate high-low anchor for 40+ styling. Style Tip: Roll the sleeves and pair it with y...
Elodie the Label Elodie Alex Blazer in Brown Combo
The perfect blend of athletic heritage and 'Sassy CEO' polish. This polo collar sweatshirt takes your basic loungewear and gives it a structured promotion. Crafted from a soft cotton-blend fleece, it features the iconic pony embroidery and a crisp co...
Polo Ralph Lauren Polo Collar Sweatshirt
The sweater that makes 'preppy' feel completely current. Crafted from a heavyweight, premium cotton knit, this Vendome sweater features a chic cropped fit and a bold, heritage inspired crest. It’s 'Old Money' meets 2026 street style. Sizing: Fits tru...
Sporty & Rich Vendome Knitted Sweater | Shopbop
The ultimate 2026 upgrade for the vintage prep lover. This argyle crew neck features a semi-fitted, slightly cropped silhouette that honors your waistline without the bulk of a traditional golf sweater. The super-stretch wool blend is incredibly soft...
Stateside Argyle Crew Neck Sweater
The ultimate heritage flex. This Arctic Fleece is incredibly soft but has that substantial, high-quality weight Ralph Lauren is known for. I love the Polo Bear for adding a bit of 'Sassy CEO' personality to a classic navy staple. Style Tip: Elevate i...
Polo Ralph Lauren Arctic Fleece Knit Long Sleeve Hoodie | Shopbop
The perfect blend of vintage academia and modern layering. This argyle knit sweater features a classic diamond pattern and a polo-style collar that adds instant structure to your look. It’s the 'Sassy CEO' way to do prep without feeling like you're w...
English Factory Argyle Knit Sweater
The elevated 2026 take on heritage stripes. This variegated polo swaps the heavy, stiff rugby fabric for a soft, breathable knit that drapes beautifully. The chocolate and cream stripes offer a sophisticated alternative to standard navy, making it a ...
LE BOP Hayley Variegated Polo
The perfect high-end twist on a vintage varsity staple. This organic cotton fleece has a substantial, premium weight that keeps its shape beautifully. Sizing Tip: It’s designed for a very oversized look, so I recommend sizing down for a more polished...
ANINE BING Miles Oversized Letterman Sweatshirt | Shopbop
The ultimate 2026 update to the classic chino. These Boyfriend Cruiser Pants feature a perfectly relaxed, straight-leg fit that gives you that cool, 'borrowed-from-the-boys' energy without losing your shape. Style Tip: Lean into the 'Modern Ivy' aest...
Sanctuary Boyfriend Cruiser Pants
The perfect high low accessory. This heavyweight 100% cotton canvas tote features a contrast base and a refined embroidered crest that feels much more expensive than a standard gym bag. Pro Tip: It’s large enough to fit a 15" laptop, your workout gea...
Sporty & Rich Yale Crest Tote Bag | Shopbop
The secret weapon for an effortless 'off-duty' look. This chambray cap has a soft, broken-in feel that looks much more sophisticated than a standard baseball hat. It’s the perfect way to keep your hair back while still looking like the 'Sassy CEO' yo...
Polo Ralph Lauren Chambray Classic Sport Cap | Shopbop
The 'Sassy CEO' answer to effortless sparkle. This delicate tennis necklace features 14k vermeil and bright cubic zirconia in a slender silhouette that’s designed specifically not to flip. Its adjustable length makes it a dream for layering or wearin...
SHASHI Tennis Necklace
The perfect 'Modern Ivy' finishing touch. This Sezane Lulu Bracelet in Green Clover adds a delicate, artisanal charm to your wrist. I love how the subtle gold clover contrasts with the vibrant green cord for a look that's both refined and a little bi...
Sezane Lulu Bracelet - Green Clover
The 'Sassy CEO' secret to a pulled-together athletic look. These ribbed cotton socks feature a classic athletic stripe and the signature SRHWC crest, giving that perfect 'Wellness Club' vibe. Style Tip: Let them peek out from a pair of Autry sneakers...
Sporty & Rich SRHWC Logo Socks | Shopbop
The sneaker hybrid you didn't know you needed. These Samba Janes take the iconic T-toe silhouette and give it a 'Sassy CEO' twist with a delicate hook-and-loop strap and an extra-low profile. They are the perfect way to wear sneakers with a skirt wit...
adidas Samba Jane Sneaker