Who inspires you + Important question for the busy entrepreneur! :)


Happy Monday!

When it comes to owning your own business, it’s important to find individuals that help instill confidence in you yet also challenge you to think beyond your comfort zone. The intersection between the two is often where the biggest growth occurs, both personally and professionally. For me, I am most inspired professionally by people who strive to be one step ahead of “the game.” Several years ago I went to a Tory Burch Foundation meeting and finally had the opportunity to meet Millard Drexler, CEO of J. Crew. If you recall from this previous post, I wrote a children’s book about him in lieu of the traditional college essay when he was CEO of Gap Inc. When I finally met Millard at the meeting, I heard him speak passionately about “following your instincts and remaining true to your vision.” He noted that in his career taking risks without fear of making mistakes was the biggest avenue to his success within the industry. To me, he is a leading example of people who always remain one step ahead of “the game.”

Hearing Millard speak instilled a sense of confidence in me about following my own passions, yet he challenged me to think “bigger.” We all need those people in our lives. 

My father was one of the first people to do that for me, it’s a story that fully encapsulates my mission. Through my father’s actions, he taught me the power of giving and the impact it can have on someone you love. When we feel loved, we can do anything. The confidence my father instilled in me many years ago still resonates today. His encouragement continues to fuel me, inspiring me to think “bigger,” like opening my 5th store in the beautiful Hudson Valley this Spring :)

Here’s to creating a business you love.




P.S. Are you in need of a #pogetaway? As an entrepreneur, it’s so easy to get caught up in the busyness and get burnt out. When we take a break from the daily grind of our lives, we can find clarity and direction, both essential to fueling a successful business. This January, I am hosting a one-day business + lifestyle retreat for product-based designers in the charming village of Cold Spring, New York. Spend the day with me, get my advice and strategy to help grow your business and get re-inspired for the new year ahead! If you are interested in joining us, please email us at hello@pinkoliveschool.com.

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