Jess Macc balances heartbreak and reassurance on ‘Win Some, Lose Some’

There’s an undeniably endearing quality about the music of Jess Macc. Having spent the past number of years as a photographer in Los Angeles, the now-Sydney-based singer-songwriter has returned home with a keen eye for identifying beauty and drama in everyday situations. It’s this ability to capture a feeling that drives her music.

With the release of her new single Win Some, Lose Some—her first release since returning home—Macc has quickly established her penchant for crafting heartfelt sonic snapshots. If you’re not already following this artist, now’s a perfect time for you to change that.

Jess Macc

On her new single Win Some, Lose Some, Sydney-based singer-songwriter Jess Macc delivers a snapshot of romantic conflict.

Throughout the new single, Jess Macc weaves together elements of alt-country, folk, pop, and indie-rock, delivering something uniquely her own. With rich, cinematic instrumental arrangements and warm, soulful vocal melodies, Win Some, Lose Some is packed with musical charm.

Lyrically, Jess explores themes of heartbreak and acceptance, serving up a strangely reassuring love ballad. Here, she finds herself torn by conflicting feelings — swept up in something she doesn’t necessarily want to give up, but can’t afford to hang onto. While, on paper, this may sound desolate, deeply endearing vocals maintain a feeling of comfort.

These are still early days in this new chapter of Jess Macc’s career, but judging by the quality of what we’ve heard so far, I think we can safely expect plenty more great tunes. In the meantime, do yourself a favour and listen to the new single above.