Dan Croll’s ‘Try Try Try’ is a Perfect Lesson in Resilience

We’ve all been there: you put everything you have into a project, a relationship, or a dream, and it just doesn’t land the way you hoped. Most of the time, that’s where the story ends. But on his new single, “Try Try Try” Dan Croll is making a compelling case for why the real magic happens when you refuse to quit, even when the wind is against you.

With his upcoming album, Winning Streak, dropping on October 9, 2026, Croll is stepping into a new season of his career. Moving back to the UK from Los Angeles seems to have shifted his perspective, and you can hear that change in the DNA of this track.

It’s Not About Winning—It’s About Showing Up

Usually, when an artist releases a project titled Winning Streak, you’d expect a series of brag-heavy anthems. But Croll does something much more interesting here. Instead of chasing the “highlight reel” version of success, he’s highlighting the messy, repetitive work that actually gets you to the finish line.

“Try Try Try” feels less like a polished radio hit and more like a conversation with a close friend who knows exactly what you’re going through. It captures that specific moment when you’re tired, frustrated, and questioning your path, but you decide to get up and put your boots on anyway.

Why This Track Hits Different

There’s a reason this song is already buzzing. Croll has always had a knack for melody, but here, he strips away the over-production and lets the lyrics do the heavy lifting.

• Honesty over polish: He isn’t trying to sell you a fantasy. He’s acknowledging that life can be a grind.

• The sound of the road: The production feels grounded and warm. It’s the kind of song that fits just as well on a late-night drive as it does in your headphones when you need a mental reset.

• A human perspective: By shifting the focus away from the end goal and onto the process, he makes the struggle feel less isolating. We aren’t all winning every day, but we are all trying—and that has to count for something.

The Takeaway

If this single is a roadmap for what Winning Streak is going to sound like, we’re in for a treat. Dan Croll is proving that you don’t need a massive production budget to make an impact; you just need to be real with your audience.

“Try Try Try” is a gentle reminder that even when the goalposts seem to move every time you get close, the act of keeping at it is its own victory.