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Chief of Staff @chwinery
Saying yes to 50 new experiences before 51.
Style, travel & good stories.
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It’s always been about the people. ❤️

21 years of Cooper’s Hawk and I’ve been lucky enough to call this place home for 17 of them. 

So grateful for the friendships, the memories, and all the people who have been part of the journey.

Happy 21st, Cooper’s Hawk. 🍷 Here’s to everything we’ve built together and everything still to come. taken in The Guild by @jenkauf1
3
2 days ago
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A little office time, a little WFH, and a whole lot of weekend fun with my niblets! 🖤

This week’s wardrobe went from office layers and leopard print to oversized sweaters, sneakers, and Bears gear. Comfort was definitely having a moment, but that doesn’t mean boring!

Also, officially obsessed with my new favorite brand, Lala. The jaguar sweater is my latest addition and might just be my favorite piece right now. 🐆

Long workdays, a few fun new pieces in rotation, and a weekend full of adventures with my favorite twenty-somethings. Not a bad way to wrap up the week!

#OOTD #WeeklyStyle #StyleOver50 #ChicagoStyle #OutfitRecap taken in Chicago, Illinois by @jenkauf1
0
5 days ago
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Halloween shenanigans with my favorite niblets at Jack’s Pumpkin Pop-Up! 🎃🖤 Corn mazes, fortune telling, a little spooky fun and, of course, an impromptu photo shoot (or 10).

Nothing better than a weekend with these kiddos. Thanks for keeping me young, letting me crash your photo shoots and making me feel like one of the cool kids.

#JacksPumpkinPopUp #ChicagoHalloween #HalloweenAdventures #FamilyFun #weekendshenanigans❤️ by @jenkauf1
1
7 days ago
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Solid week in the office, including a day-to-night switch that actually worked. 🙌 Monday’s AllSaints bubble skirt was a definite highlight, and the Gucci sunglasses may have won the week.

Casemate bags are still in HEAVY rotation. Clearly not over them yet.

Then weekend mode with my sis: running around the city, errands, shopping, a cheese-counter distraction and some well-earned drinks. Basically, errands…but make it an outing. 😂

And apparently wide-leg pants were having a VERY big week.

#OutfitOfTheWeek #ChicagoStyle #OfficeStyle #WeekendStyle #OOTD by @jenkauf1
0
13 days ago
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Perfect fall day in Chicago with my sis Christy. 🍂

Started with coffee and errands. Made the very responsible decision to stop at Whole Foods. Immediately got distracted by the cheese counter. 🧀

Eventually made it to brunch at Bar Siena, where drinks were clearly well earned. 😂🍸

Errands. Cheese. Brunch. Cocktails. Sister time. Honestly, a very productive Saturday. ❤️

#ChicagoFall #SisterDay #WestLoop #ChicagoLife #WeekendVibes taken in Chicago, Illinois by @jenkauf1
3
15 days ago
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11 OUT OF 50 🍒

Apparently turning 50 was my cue to stop playing it safe with my hair. Cherry cola red it is. And I LOVE it.

Thank you Moza for the gorgeous color, Jeralina for the cut, and Jo-El for the gift card that made #11 happen. ❤️ @tricoci_official 

Maybe I was meant to be a redhead.

#FiftyOutOfFifty #11OutOf50 #CherryColaHair #Tricoci ChicagoStyle taken in Tricoci Salon & Spa by @jenkauf1
1
15 days ago
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Fancy hotel. Fancy dress. Feeling it. 💃

Also, it pays to be friends with a bang-up social media guru who knows exactly what to do when the lighting is this good. 😂 Thanks for the fun pics, Mark Reyes!

📍St. Regis Bal Harbour, Miami

#MiamiNights #StRegisBalHarbour #DressUp #MiamiStyle #FeelingIt taken in The St. Regis Bal Harbour Resort and Residences by @jenkauf1
2
16 days ago
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#10 of 50 ✨

Went to Miami, got to spend the night with Chef Michael Symon, his amazing crew and a whole lot of our Wine Club members.

The food was incredible. The company was even better. And the stories… definitely the best part.

Another one for the 50/50 books.

#FiftyOutOfFifty #MichaelSymon #Miami #WineClub NewExperiences taken in Miami, FL by @jenkauf1
0
17 days ago
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Amazing weather. Amazing game. Great company. And most importantly… a Bears WIN! 🐻⬇️

Night game meant our tailgate was a little sparse, but our tiny grill was mighty. 😂🌭 We made it work.

Couldn’t have asked for a better night at Soldier Field, and Barb continues to prove she’s the best partner in crime for any adventure I throw her way. 

Good weather + good friends + a win = pretty perfect Monday night. 🧡💙

#ChicagoBears #BearDown #SoldierField #Chicago #MondayNightFootball taken in Soldier Field by @jenkauf1
1
19 days ago
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Pretty tame week, all things considered. 😂 Three days in the office, two working from home, and a very lazy Sunday.

Apparently the accessories were doing the heavy lifting this week: brooches, a tie turned belt, great shoes, and my new Casemate bag that I’m a little obsessed with. 🍷

Sometimes it’s less about the outfit and more about the extras.

#OutfitOfTheWeek #OfficeStyle #WorkwearStyle #AccessoryGame #PersonalStyle by @jenkauf1
1
21 days ago
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This week had a little bit of everything. ✈️

Started in the office, flew to Miami for an event, went straight from the plane to getting dressed at record speed (hence the missing outfit pic 😂), met a celebrity chef 👀 — more on that one later — hopped a train to Orlando, made it home, got back to the office…and somehow still had enough left in me for a very rainy Bears game on Sunday. 🐻🏈

Five outfits. Multiple cities. One very full week. And apparently, no time for Friday or Saturday outfits. 😂

#OOTD #WeeklyStyle #WorkStyle #ChicagoStyle #WhatIWore taken in Chicago, Illinois by @jenkauf1
1
a month ago
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Barb’s first tailgate! 🐻⬇️

Lots of food. Lots of drinks. A little rain. And unfortunately… a Bears loss. 😩

Pretty sure I wore Barb out, but she survived her first official tailgating experience. 😂

Not the ending we wanted, but still a pretty great Sunday with one of my favorite people. 🧡💙

#ChicagoBears #BearDown #SoldierField #ChicagoLife #SundayFunday taken in Soldier Field by @jenkauf1
3
a month ago
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