How's Business?

How’s Business? is the product of our listening tour with small businesses throughout the City of Chicago. Through interviews with company founders, How’s Business? documents what’s going well – and what could be going better – for small businesses in Chicago. From licensing to maintaining work/life balance, we get candid with entrepreneurs and capture what it’s really like to do business in The Windy City.

Episode 27 – The Silver Room, Eclectic Retail and Sound System Block Party in Hyde Park

Eric describes doing business in Chicago as "exhilarating." Despite being a natural entrepreneur who loves his city and his community, it...

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Episode 21 – IntoxiCakes

Kamilah describes doing business in Chicago as a "learning experience". She began by experimenting with boozy cupcakes in her kitchen. What...

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If you are a small business owner in Chicago with a story to tell, we’d love to hear from you! You can reach out here.  We especially want to hear about licensing and legal issues that you encounter, so we can continue our research and advocacy to knock down barriers for entrepreneurs. We may even follow up to schedule an interview! However, we understand that it can feel scary to share your business challenges — you’re welcome to submit your story anonymously.

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How’s Business? releases new episodes featuring Chicago’s small business owners every Tuesday morning at 7 AM through Apple Podcasts, Spotify and Stitcher. If you like what you hear, subscribe and rate the podcast. 

Apple Podcasts