The Hustle from Chicago Female Entrepreneurs

What’s It’s Really Like to be a Chicago Female Entrepreneur

What’s it really like to be an entrepreneur? Now add, what’s it like to be a Chicago female entrepreneur?

In June 2016, Chicago was named the world capital for female-founded startups, with 30 percent of startups started by women.

After attending motivational talks, female creatives or business groups, and interviewing Chicago female entrepreneurs over the past four years, I’ve pulled together some of the best quotes to convey what it really means to be a Chicago female entrepreneur in 2017.

Advice from Chicago Female Entrepreneurs:

“Literally, I didn’t see my friends for the year,” Lakesha Rose from Rose Phillips Online said about the first year of going into business. Read the full interview here.

“Give yourself permission to be fabulous. Do not let anyone define who you are,” said Dima Elissa, Mentor, Investor, and Council Member of Ms. Tech. Read more about her story here.

“If I was going to send someone to you, what would I send them for?” Nicole Yeary, Founder of Ms. Tech, said in a Ms. Tech meetup about how to hone your skillset. Read more advice from Yeary here. 


“We talk a lot more than we used to. We talk like 10 times a day. When you are in business with someone, it’s like a marriage!” Vanessa Cutler, Founder of Emotilink said about having a friend as a business partner. Read more about her mental health app here.  As a bonus, you can read the background of her app design and business plan through this case study. 

“I hot glued myself into my dress,” Krista Goral, Founder of MeasureMake, said about the dresses she created in college for special occasions. She now sews custom fit dresses for women in Chicago. Read more about her dress making start-up in her full interview here.

“The hardest part is balancing and finding the time to do it all. I struggle with the life/work balance, and I am sure many other working women would agree with me on that! I wear many hats, and it is important to me to put my all into ever hat I wear and do the best I can,” said Katie Schuppler, Owner of KS Style Consulting and Style/Beauty Blogger for Fashion Speak. Read her full interview here.  

“I never really worry about failure. I do in the way that everyone does with day to day anxiety. But, so much of liftUplift comes out of myself. I don’t worry that that will be taken away from me,” said Corielle Laaspere, Founder of liftUplift about overcoming failure. Read more about how she has built a global marketplace for female-led businesses here. 

“Don’t compare your hustle with someone’s highlight reel. You don’t see the moments where we work 100 hour weeks,” said Katy Lynch, former CEO of Techweek, in a panelist discussion.

Share your Start-up Story:

For more advice on how to turn your passion into profit, check out this infographic.

Are you a Chicago entrepreneur? Email Windy City Cosmo at windycitycosmo@gmail.com to share your story.

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