Events

Ask Jennyfer doesn’t just provide small businesses with advice and consultation, it puts its money where its mouth is in advocating for entrepreneurs everywhere through multiple events aimed at putting the spotlight on local businesses, artisans as well as professionals in different fields, and persuasions.

From in-house events to managed spectacles for partners and clients, Ask Jennyfer brings together patrons and a locality’s best kept secrets.

Ask Jennyfer Events celebrates Detroit’s small business community through intentionally curated shopping experiences, community gatherings, and large-scale marketplaces across the city — and beyond.

From signature hosted markets like All Things Detroit Day to custom curated events produced for community partners and organizations such as the Downtown Detroit Partnership and the Detroit Riverfront Conservancy, we bring together local makers, artists, food entrepreneurs, and small business owners with audiences ready to shop small and support local — across Metro Detroit, regionally, and nationwide.

Our event experiences are designed to spotlight entrepreneurship, strengthen community connections, and create meaningful opportunities for both vendors and shoppers wherever our markets pop up..

Hosted Events

Market Thursdays at Cadillac Square
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Cadillac Square
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May 20, 2026

Market Thursdays at Cadillac Square

Cadillac Square Markets is a weekly market held every Tuesday, Wednesday, and Thursday.

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Downtown Detroit Winter Markets
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All Things Marketplace
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April 15, 2026

Downtown Detroit Winter Markets

Downtown Detroit Winter Markets Info Session

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Shop Small News Segment Business Feature Opportunity
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On Local 4
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February 16, 2026

Shop Small News Segment Business Feature Opportunity

A curated Shop Small news segment spotlighting small businesses

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Downtown Street Eats
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Cadillac Square and the Woodward Esplanade
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April 6, 2026

Downtown Street Eats

Michigan’s largest weekly food truck experience now celebrating its 14th season in Downtown Detroit, draws new and mainstay trucks, carts and local restaurant pop-ups, offering multiple quick and convenient lunchtime options to satisfy the cravings of Detroiters, Downtown employees and curious visitors alike.

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🎉 All Things Detroit Day 2027 🎉
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Eastern Market Sheds 3, 4 & 5
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April 11, 2027

🎉 All Things Detroit Day 2027 🎉

Detroit’s biggest day to shop small, shop local, and show out is back!

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All Things Detroit Holiday Shopping Experience 2026
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Eastern Market
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November 8, 2026

All Things Detroit Holiday Shopping Experience 2026

All Things Detroit Day 2026 was a huge success — and we’re just getting started!

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Curated Events

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