Live Experiences

Live performance is more than repertoire or personnel — it’s about pacing, atmosphere and connection.

Jack Calloway’s live work brings together music, hosting and storytelling to create experiences that feel considered, engaging and memorable.

Whether leading an ensemble, appearing as a solo performer, hosting an evening or contributing to a broadcast or recorded project, each appearance is shaped around the audience, the space and the brief.

This approach allows for flexibility without losing identity — delivering live work that feels crafted rather than generic.

Headline Performances & Ensembles

Jack appears regularly as a headline performer with established ensembles, most notably The Midnight Creepers, as well as a range of specialist projects dedicated to classic jazz, swing and dance band traditions.

These performances are suited to:

clubs and theatres
festivals and cultural events
ticketed headline nights
special commissions

Line-ups and programming are adapted to the scale and context of each event, while maintaining a strong sense of character and presentation.

Hosting, Presenting & Curation

Beyond performance, Jack regularly appears as a host, presenter and curator, guiding audiences through live events with clarity, humour and authority.

This may include:

hosting ticketed evenings or concert series
introducing artists and contextualising performances
shaping the flow of a full programme or event
bridging musical performance with conversation or storytelling

This role is often combined with live performance, creating a cohesive and engaging experience from start to finish.

Ways To Work Together

Depending on the project, Jack Calloway may be engaged in a number of roles, either individually or in combination.

This may include appearing as:

a headline performer or bandleader
a solo performer
a cabaret artist delivering character-led shows
a host or presenter guiding live events or broadcasts
a curator shaping the structure and flow of a full programme
a composer creating original music for screen, broadcast or recorded media
a featured guest contributing to a wider artistic project

This flexibility allows each collaboration to be shaped around the specific aims of the event, production or commission, ensuring the work feels intentional, cohesive and well suited to its audience.

Cabaret & Character-Led Shows

A defining feature of Jack’s live work is the integration of music with humour, storytelling and direct audience engagement.

Cabaret-style performances place equal emphasis on:

musical craft
narrative and pacing
warmth, wit and personality

These shows work particularly well in intimate venues, late-night settings and curated evenings where the audience experience is as important as the music itself.

Festivals, Events & Bespoke Projects

Jack’s live work spans a wide range of settings, from niche specialist festivals to large-scale public and private events.

Projects may be commissioned for:

festivals and heritage events
private or corporate functions
themed or era-specific programming
international appearances

Each project begins with a conversation and is built around the aims of the event, the nature of the audience and the practical realities of the space.

Broadcast, Television, Film & Composition

Jack is available for broadcast, television and film projects, as a performer, in collaboration with established ensembles and as a composer.

This work may include:

live or pre-recorded musical performances
studio sessions and ensemble recording
presenter-led or hosted segments
original composition and scoring for picture, including film, television, radio plays, games and media projects

Composition work is approached with the same emphasis on narrative, pacing and atmosphere that defines Jack’s live performances, ensuring music serves the story rather than sitting alongside it.

Projects may be delivered as solo compositions or developed collaboratively, depending on the scale and needs of the production.

Projects are approached with an understanding of the different demands of recorded and broadcast media, ensuring performances translate effectively beyond the live room.

Discuss A Live Experience

If you’re planning an event, festival, broadcast or special project and would like to explore how Jack Calloway could be involved, every collaboration begins with a conversation.

Work With Me