Jerry Grillo to Perform at The Deep Groove
Jazz singer Jerry Grillo and pianist Anthony Deutsch will bring their duo act to the Milwaukee venue on October 29, 2026.
Updated on Oct. 26, 2026 in Jazz
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Jazz singer Jerry Grillo will perform with pianist Anthony Deutsch at The Deep Groove on October 29, 2026. The duo, who have played together for 12 years, will showcase their blend of singing and storytelling.
Why it matters
The upcoming performance highlights local jazz talent in Milwaukee following the closure of The Jazz Estate earlier this year. It also marks a continued chapter for Grillo, a veteran performer who previously taught at John Marshall High School.
The performers have collaborated as a jazz duo for 12 years, consistently drawing intimate crowds of approximately 50 people.
The players
Jerry Grillo
Jerry Grillo is a jazz singer and retired John Marshall High School teacher who was honored by Milwaukee for his song My Hometown Milwaukee.
Anthony Deutsch
Anthony Deutsch is a pianist who has performed as a duo with Jerry Grillo for 12 years.
Cavalier Johnson
Cavalier Johnson is the current Mayor of Milwaukee who issued a proclamation for Jerry Grillo in 2022.
The details
Grillo, who studied under Jackie Allen at the Wisconsin Conservatory of Music, is known for shows that interweave vocal performance with narrative. The performance at the 1200 E. Brady Street venue comes after his retirement from teaching and follows an official city recognition of his song My Hometown Milwaukee.
Timeline
1965: Grillo saw Barbra Streisand in Funny Girl.
2022: Mayor Cavalier Johnson honored My Hometown Milwaukee.
2026: The Jazz Estate closed.
October 29, 2026: Grillo and Deutsch perform at The Deep Groove.
Industry Dynamics
This performance occurs in the wake of the closure of The Jazz Estate, reflecting a shift in where Milwaukee musicians find space to connect with audiences. The move to The Deep Groove illustrates how local artists adapt to changing infrastructure within the city's jazz ecosystem.
Fans can attend the performance at the 1200 E. Brady Street venue on October 29, 2026. The limited capacity of 50 people suggests attendees should plan for an intimate environment compared to larger concert halls.
The takeaway
For local music fans, this show offers a chance to experience veteran jazz storytelling in a new setting. Supporting smaller, independent venues remains essential for the longevity of the city's live music culture.
Further reading
Discover more about the local scene in the Jazz section.
Source note: This article includes information reported by Shepherd Express.
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