My Five: Whitney Middleton Gruber


Hi guys!

After a long, dreary winter, I thought it would be great to do some exploring. Personally, I love getting recommendations from my friends and fellow fashionistas, which is why I am starting this feature called My Five. My Five will show you what top tastemakers, fellow students, and Chicago locals love in this city. Where to shop, where to eat, what to explore.

For my first feature, I asked Whitney Gruber to give us her top five spots in Chicago. Social media and marketing maven, fashion goddess, and one of the coolest girls I know, Whitney has the job a girl could only dream of, essentially helping set trends in Chicago by being the Marketing Coordinator at Chicago’s raddest fashion business, eDrop-Off. Whitney’s Instagram and Twitter are more than worthy of a follow, providing plenty of style inspiration for spring and summer. Now, I’ll stop raving about how chic Gruber is, and let her get down to it.

Screen Shot 2014-04-14 at 9.56.41 AM





Hey StreetStyleChi readers! I’m Whitney Middleton Gruber, Marketing Coordinator at Chicago’s best luxury consignment biz, eDrop-Off. To say my job is fun is an understatement! I spend my days researching the latest trends & designers, developing content for our blog & social media, & most recently, curating special sales once a month for our website. Digging through incredible designer merchandise & developing editorial content is a dream come true for me. Literally, I would dream about it while stuck in a cubical at my first job in project management in the financial industry. I quit that job on a whim 2 years ago & never looked back. If you have a true passion & talent for something, the opportunities will come. That’s how I landed at EDO & I couldn’t be more grateful to be here – it changed my life! Speaking of life changers – I also spend 2 weekends a year at New York Fashion Week working in the backstage trenches as a dresser. It’s rather grueling, but the energy is incredible, & I get to experience the collections up close before they hit the runway. Needless to say, fashion isn’t just my industry, it’s my #1 passion!

My five whitney


My top five picks:

Tilly – My absolute favorite vintage store in Chicago! It’s a hidden gem tucked away in the North Center neighborhood. I’m very picky about vintage stores, as many don’t have much to offer over the fantastic thrift shops here, but this one is beyond amazing. Susan, the owner, knows her stuff – she can name the decade of any piece & has a knowledge of fashion history I could listen to for hours! Prices are fair & negotiable, product is rare & well curated. GO THERE NOW!

Pizza Art Cafe – My neighbors might hunt me down for sharing this secret spot with the masses, but oh well! It’s a BYOB legit Italian joint, with massive portions of the most delicious food. Here’s exactly what to order: Start with the Lasagne Art & Caprese salad with Pesto, then get a bowl of the Pasta Pomodoro with spaghetti noodles to share. Don’t forget to bring plenty of Chianti!
Merz Apothecary – Merz has an outpost in the Palmer House Hilton, but skip that one & head straight to the main location in the heart of Lincoln Square. It’s a gorgeous little shop that transports you back in time! They have incredible products – I stock up on Mistral Pink Champagne soap every time I stop in. They also offer holistic remedies for everyday ailments, Diptyque candles, Mason Pearson hairbrushes & so much more!
Deca Bar – The Ritz Carleton might be on the Mag Mile, but it feels like a world away. High above the tourist masses, Deca Bar offers a welcome reprieve from the chaos below! There’s nothing better than sitting in one of their high back princess chairs sipping a Velvet Ribbons & soaking up the light & luxury. Plus, and this is very important, the ladies room might be the best place for a #BathroomSelfie in the city.
The Back Room – There’s nothing quite like an evening of live music in an underground jazz club, am I right? The Back Room’s cozy dark interior makes it all the more magical. Seriously talented music acts combined with the best Manhattans in Chicago (I’ve done the research) make it an easy favorite for me. So, just how do you get there? That’s one secret I’ll never tell. xoxo




Photo Credit: Natalie Krick