MLT: You certainly made the book a fun read. Do you have a favorite part?
CK: I loved all of it. I really like helping people find their personal style and helping them to discover how they can look most like them. One of my favorite chapters in the book is about shopping. I love to shop. I talk about navigating outlet malls and all these different shopping sites. I also talk about where to get good deals, when the traditional stores have great sales and how to navigate the runway rack at T.J. Maxx in Radnor. I love the thrill of shopping, whether it’s high end or low end. If it has a cash register, I’m there.
MLT: Are there style tips that cross both genders?
CK: First of all, I always tell people to start with a closet that’s filled with success stories. Don’t have things that are too big or too small. You should only have a closet filled with clothes that fit and flatter you right now because every time you go to it, you’ll have a positive message of, “I look great” or “I have the potential to look amazing.” Having a closet stocked with clothes that work for you right now is essential.
Second, fit is also so important, and I think men get this wrong more than women. When you wear clothes that fit and flatter your body and aren’t way oversized or undersized, you’re going to feel better and everything is going to look more tailored and expensive. I talk about vanity sizing and demystifying sizing. It’s really challenging. The overall theme is that a great fit is always going to do wonders.
Third, I always say have fun with fashion and make it your own. Don’t be afraid to make it your own.
MLT: What was harder: Writing this book or doing the challenges on Celebrity Apprentice?
CK: Writing a book is always challenging because I have more ideas than I have time for. Celebrity Apprentice I actually loved. I was nervous about doing it, but I really enjoyed it. My years working at Ralph Lauren and working in marketing and advertising in the fashion world really helped me.
MLT: Will you be at the Devon Horse Show again this year?
CK: I love the Main Line, I think it’s so fabulous. It’s a great area. When Krissa [Wichser, owner of The Blue Octagon] invited me to The Blue Octagon I said absolutely. I love interior design. She has an amazing store and such great taste, so I’ll probably be doing more shopping than signing. I’ll definitely be coming back to the Main Line to compete at the Devon Horse Show next month. I had a great year there last year, so I’ll be coming back to try to reclaim some of our glory.
MLT: How many years have you been competing?
CK: My family has been going since I was a kid, so it always feels like home at the Devon Horse Show.
MLT: Let’s do a quick round of questions. Favorite fashion designer?
CK: Ralph Lauren. I used to work there, so I have a soft spot. I love anything equestrian and that’s part of his heritage.
MLT: Item in your closet that gets the most wear?
CK: Cable knit cashmere sweaters. I wear them in the summer, on cold airplanes or chilly nights at the beach. A cashmere cable knit in a fun color with white jeans looks amazing. Always.
MLT: How would you describe your personal style?
CK: I would say it is 90 percent classic and 10 percent a little wacky. I think that keeps it interesting.
MLT: What’s on your wish list right now?
CK: Right now, I want a Louis Vuitton black-patterned travel satchel. I really don’t need any more designer luggage, but this time of year makes me want to pack a chic bag and go away for the weekend.
MLT: Do you have a style icon?
CK: I love Tom Ford. I think he always looks amazing and does amazing work. I love Ralph Lauren. I love how he can do Navajo one day and Wall Street the next. There’s this really cool Italian automotive heir, Lapo Elkann. I follow him on Instagram, and he wears the most amazing clothes. He’s really fun. He inspires me to be even more daring.