This week, Holly sits down with the brilliant Bree McKeen, founder and CEO of Evelyn & Bobbie — the revolutionary lingerie brand changing how women think about bras. Bree's mission is simple yet radical: confidence starts with comfort. Her company has re- engineered the bra from the inside out—no wires, no digging, no compromises.

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After years of discomfort and frustration with traditional underwire bras, Bree set out to design something entirely new. With her background in finance and innovation in Silicon Valley, and a deep understanding of design thinking from her time at Stanford, she developed patented EBCore™ technology, a 3D support sling that replaces the wire entirely. The result? Bras that lift, separate, and smooth—without pain.

"It turns out your body is perfect. It's bras that have been getting it wrong."

— Bree McKeen

The Aha Moment: Why Evelyn & Bobbie Was Born

Bree's "aha" moment came after years of struggling with ill-fitting, uncomfortable bras that failed to deliver both comfort and shape. She realized women deserved more — bras that felt as good as they looked.

Armed with curiosity, creativity, and a design-thinking mindset, she went from a finance professional to a lingerie innovator, developing prototypes with her dad in their garage before moving to Portland — home to performance apparel giants like Nike and Adidas — to access cutting-edge materials and production methods.

Her company is named after her grandmother Evelyn, and great-aunt Bobbie, two women who inspired her to blend grace, strength, and ingenuity into everything she creates.

What Makes Evelyn & Bobbie Different

Evelyn & Bobbie isn't just another lingerie line. Bree has created a modern replacement for the 1931 underwire—a patented sling system that supports from below, adapts to every curve, and delivers real lift and separation.

Key Innovations:

EB Core™ Support Sling – Replaces underwire with a bonded, 3D support structure.
Adaptive Fit System – Seven easy sizes that fit over 120 body shapes, adjusting to asymmetry and natural movement.
Smoothing Construction – Seamless bonding eliminates bulges and lines under clothing.
Inclusive Sizing – From 28B to 52K, every woman can find her perfect fit.

And yes — they're gorgeous. Bree's mission is to make women feel beautiful from every angle, with bras that are as supportive as they are empowering.

The Bras and Undergarments You Need to Know

Throughout the episode, Holly and Bree discuss the Evelyn & Bobbie bestsellers and what makes them truly transformative:

The Defy Bra & Tank – A wireless, smoothing, all-day support hero that feels like a second skin.
The Beyond Bra – A seamless, wire-free bra with full support and elegant lift.
The Retro Bikini – The brand's bestselling brief, designed with invisible seams, four-way stretch, and breathable cotton gusset.
The Slip Short – The secret to smoothing under dresses without chafing or bulk.
The Defy Tank – Holly's personal favorite, featuring a built-in bra that shapes and lifts under everything from blazers to errands-ready looks.

Each piece is designed to move with you, not against you — and to make getting dressed an act of confidence, not compromise.

What's Next for Evelyn & Bobbie

Bree offers a sneak peek into what's ahead:

A sports bra designed for high-performance support.
A "Busty" line for small-band, full-cup fits (coming next year).
Future swimwear featuring EB Core™ technology for comfort, support, and sleek design — without the bulk.
A maternity collection for modern mothers who deserve both style and functionality.

Evelyn & Bobbie's design philosophy is "fewer, better things" — investing in long-lasting, perfected styles rather than chasing trends. With more than 270 fit models and obsessive attention to detail, Bree and her team refuse to release anything until it's flawless.

Holly's Takeaway

As Holly shares, the right bra is foundational to how we look and feel. Fashion and confidence start underneath — and when you invest in great fit, you invest in yourself. Evelyn & Bobbie make that easy with thoughtful design, real innovation, and products that deliver what women have been waiting for: comfort, lift, and beauty in one perfect package.

Thank You, Bree!

Follow Bree and her team at EvelynAndBobbie.com and on Instagram @EvelynBobbie.

Shop, learn, and discover the bra that will change your life — and join the Wire-Free for Life movement.

Wear This Not That is hosted by Holly Katz, your favorite personal stylist and the best fashion friend you never knew you needed.

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