Madison Bailey

Madison Bailey has made a mark in pop music with tracks that resonate with listeners. “Honestly” stands out with its relatable lyrics and catchy melody, inviting fans to connect with its themes. The song has gained traction for its straightforwardness, making it a favorite among those who enjoy modern pop.

Another notable track is “The Grey,” which explores deeper emotions while maintaining a vibrant sound. It's a song that encourages reflection, drawing listeners in with its thoughtful message. Alongside these, “Raincheck” adds to her growing catalog, showcasing her ability to craft tunes that stick in your head. Each song reflects a different facet of her style, appealing to a wide audience. Bailey's music continues to engage fans, making her an artist to watch in the pop scene.

Madison Bailey's latest single, "Raincheck," released in 2025, showcases her evolving sound. The track combines catchy hooks with relatable lyrics, reflecting on the complexities of relationships. Its upbeat vibe makes it a fitting addition to playlists aimed at both casual listeners and dedicated fans.

In 2024, she dropped "Honestly," a song that dives into themes of authenticity and self-discovery. The straightforward yet impactful lyrics resonate with many, offering a glimpse into her personal journey. Another notable release is "The Grey," also from 2024, which presents a more introspective sound. This track explores feelings of uncertainty and emotional depth, highlighting her ability to tackle serious subjects while maintaining a pop sensibility.

These recent songs illustrate Madison's ability to blend engaging melodies with meaningful content, keeping her music fresh and relevant in the pop scene. Each release contributes to her growing discography and connects with a wide audience.

Madison Bailey has made notable appearances at various music festivals and venues. One key performance was at the Annapolis Songwriters Festival, where she showcased her songwriting talent alongside other artists. This festival is recognized for its focus on original music and provides a platform for emerging artists.

In addition to the Annapolis Songwriters Festival, Bailey has played at local venues across Australia, engaging with fans in intimate settings. Her performances often highlight her ability to connect with the audience through relatable lyrics and catchy melodies. Other significant appearances include shows at regional festivals, which have allowed her to reach broader audiences and gain recognition in the pop music scene.

Her setlists typically feature a mix of original songs and popular covers, appealing to diverse crowds. Each performance contributes to her growing presence in the mainstream pop landscape, reflecting her journey as an artist.

Madison Bailey teamed up with KAIRO for the track "Raincheck." This collaboration presents a blend of their distinct styles, creating a sound that resonates with pop music fans. The song features catchy melodies and a relatable theme, tapping into the nuances of timing and relationships.

The combined efforts showcase both artists' strengths, with KAIRO’s contributions enhancing the overall vibe of the track. "Raincheck" stands out in Bailey's repertoire, reflecting her ability to work alongside others while maintaining her musical identity. This collaboration hints at potential future projects that could further explore their artistic synergy.