At Home Anywhere
Based in the UK and working internationally, Jack Calloway regularly appears at clubs, festivals, private events and cultural spaces across Europe, the USA and beyond.
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From intimate rooms to large-scale events, the same care is taken to deliver performances that feel considered, engaging and distinctive.
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Travel is not a limitation — it’s part of the brief.
Singer, bandleader, host and curator of live experiences — from internationally touring jazz ensembles to bespoke cabaret shows, broadcasts and collaborations.
Not Just A Performance - An Experience
Jack Calloway works across live music, presenting and curated events to deliver entertainment that is personal, adaptable and character-led.
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Whether fronting The Midnight Creepers, appearing as a solo performer, hosting a cabaret evening, or collaborating with international artists, each appearance is shaped around the audience, the room and the occasion.
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This is entertainment designed to connect, not simply fill a slot.
A Performer, Not A Product
At the heart of everything is a belief that great entertainment should feel human.
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Drawing on years of experience as a bandleader, performer, presenter and collaborator, Jack Calloway brings warmth, humour and narrative to the stage — whether leading a band, addressing an audience, or curating a full evening of music and conversation.
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The result is work that feels lived-in, not manufactured.
Work With Jack Calloway
Whether you’re booking a band, curating a show, commissioning a performance or exploring a collaboration, every project starts with a conversation.