About Me

My name is Bill Gilmore, but you can just call me “Gilmo The Wine Pro”. As Managing Director of Wine and Song Chicago, I am a seasoned Independent Wine Consultant as well as a dynamic presence in the entertainment industry. I am pleased to reference an illustrious career that bridges the vibrant worlds of quality wines, distinctive music and creative entrepreneurship. My journey is marked by an unwavering passion for enriching the cultural landscape, whether through the sophisticated nuances of fine wine or the universal language of memorable music.

Professional Highlights

Wine and Spirits Connoisseur

As a venerated voice in wine education, promotions, and sales, I bring an encyclopedic knowledge of wine, spirits, and beer. My tenure includes impactful roles as a Senior Wine Consultant, where I've spearheaded wine 101 classes, advised on purchasing and marketing strategies, and contributed significantly to sales growth through innovative department reorganizations.

Pioneering Entertainment Expertise

My career boasts the successful booking, promotion, and supervision of over 10,000 live music shows. This extensive experience underscores my adeptness in creating unforgettable experiences and showcases my deep-rooted connections within the music industry.

Business Acumen

My expertise extends to the foundational aspects of business startups and operations, including cash flow analysis, marketing, advertising, and the expansion of customer bases. My strategic oversight has consistently driven success and growth.

Media Recognition

My insights and achievements have attracted national media attention, with features in prestigious outlets such as The New York Times, CBS National Morning News, NPR, and many others. This visibility highlights my thought leadership and influence in both the beverage and entertainment sectors.

Content Creation

With a talent for writing descriptive and promotional material, I have effectively communicated the essence of various products and events, engaging audiences and stimulating interest across the beverage and entertainment industries.

Current Engagements

Wine and Song Chicago

Since 2010, I have been dedicated to enriching Chicago's cultural scene by blending exquisite wines with soul-stirring live music, creating a unique and immersive experience for all.

Galleria Wines & Other Esteemed Venues

My role as Senior Wine Consultant in multiple esteemed establishments across Chicago and Evanston underscores my commitment to wine education and the enhancement of wine culture in the region. I have booked, promoted and supervised over 10,000 live music shows at major music venues including the Chicago Blues Festival, the Fairmont Hotel, and B.L.U.E.S. on Halsted.

Aspirations

My professional aspirations focus on creating experiences that resonate deeply with diverse individuals, bridging communities through the shared appreciation of wine and music. I am driven by the desire to establish and foster connections, while also informing, educating and entertaining, thus enriching lives through each carefully curated event or consultation.

Future Vision

I look forward to continuing to contribute to the vibrant tapestry of Chicago's cultural scene, seeking new opportunities for collaboration, innovation, and growth. Let's connect to explore how we can create compelling experiences together.