Charlie Pittman, &#8216;How I Feel?&#8217;

Charlie Pittman has a knack for making heartbreak sound cinematic.

The British-Australian singer-songwriter has dropped his second EP okay.again?, featuring latest single “how i feel?”, before he hits the road on a national tour.

The six-track EP is cyclical, intentionally telling a specific story. Beyond lyrical threads, the track share DNA and fade into each other.

“There’s the same motif at the start and the end, so when it ends, you’ll hear it loop back to the first song,” Pittman explains.

“It’s like the cycle of relationships, so with the title I wanted that double meaning. It’s like, you’re OK again, but also, OK, I’m really going to go through this whole thing again?

“The whole EP is focused on relationships, which is different to what I’ve done before. A lot of my other songs I take from different parts of my life, but these are about the arc from one relationship ending to another one beginning.”

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Co-written with Matt Hastings and Val Hoyt, “how i feel?” completes the relationship cycle, Pittman says, as it “ends up where we started at death row but in a different scenario where I’m the one in limbo.”

Pittman reunited with friend, music director, and photographer Jack Craig, and director and cinematographer Jordan Ruyi Blanch, to shoot the accompanying music video in Melbourne.

Shooting on 16mm film allowed the trio to step back, embrace imperfections and enjoy the process, which Craig says matched the emotion of the track.

“We knew we wanted the video to stay tasteful and open to interpretation. Rather than telling the story literally, we leaned into the emotions – uncertainty, distance, and exploration,” he shares.

“Placing Charlie in obscure, unfamiliar locations allowed the video to become less about narrative and more about emotion — an ambiguity that felt honest to the song. Charlie’s honesty and vulnerability set the tone for everything we created… As the final visual instalment of okay.again?, this felt like the perfect way to close out the chapter.”

Pittman’s honesty has been his musical superpower. The self-taught musician previously released a string of independent singles, before dropping his debut EP, nothing is forever, in 2024.

“The more specific you can be with your lyrics, the more relatable it can be. I think being more vulnerable, more open with yourself is going to bring people in more. That’s the only way I really know how to write, being super honest — to my detriment of exposing myself and putting myself fully out there. That’s always kind of what I’ve done and I find it really hard to lie in my songs,” he says.

Pittman is taking his new EP on the road with his band, supported by Pretty Bleak, Effie Isobel, byjae, Sam McGovern, Repeater, and Eliane.

Charlie Pittman’s okay.again? EP is out now.