Ben Haggerty, known by his stage name Macklemore, is an American rapper and songwriter who has carved out a significant niche in the modern music world. With his socio-political messages, vivid storytelling, and catchy hooks, Macklemore has amassed a broad and diverse fan base. Let’s delve into the top 10 songs that have shaped his career.

10. Wing$

“Wing$” offers a nuanced look at consumer culture, focusing on the allure and pitfalls of iconic brands like Nike. The track dives deep into the social pressures that push individuals, especially the younger generation, into materialism.

9. White Walls (feat. ScHoolboy Q & Hollis)

In “White Walls,” Macklemore teams up with ScHoolboy Q and Hollis to celebrate Cadillac cars as a symbol of success and aspiration. The track features an eclectic blend of hip-hop and pop elements, making it an anthem of grandiosity.

8. Same Love (feat. Mary Lambert)

“Same Love” serves as a stirring call for LGBTQ+ rights and marriage equality. Featuring Mary Lambert, this track is both a political statement and a poignant ballad that challenges societal norms and prejudices.

7. Downtown (feat. Melle Mel, Grandmaster Caz, Kool Moe Dee & Eric Nally)

This track is an homage to old-school rap and hip-hop, featuring legends like Melle Mel, Grandmaster Caz, and Kool Moe Dee. “Downtown” has a theatrical flair and speaks to the joy and freedom associated with urban life.

6. Good Old Days (feat. Kesha)

In collaboration with Kesha, “Good Old Days” is a nostalgic track that looks back on the ‘golden days’ with a sense of longing and appreciation. The song is a poignant reminder to live in the moment and cherish life’s simpler times.

5. Summer Days (feat. Macklemore & Patrick Stump of Fall Out Boy)

“Summer Days” is a feel-good, breezy track that captures the essence of summertime. With Patrick Stump from Fall Out Boy also lending his voice, the song embodies the euphoria associated with warm weather and youthful romance.

4. Glorious (feat. Skylar Grey)

Featuring Skylar Grey, “Glorious” is an uplifting anthem of triumph and resilience. The song serves as a soundtrack for new beginnings and offers an optimistic outlook on life.

3. These Days (feat. Jess Glynne, Macklemore & Dan Caplen)

A multi-artist collaboration, “These Days” is a reflective song that touches upon the complexities of love and relationships. The emotive vocal contributions from Jess Glynne and Dan Caplen add depth to Macklemore’s heartfelt verses.

2. Thrift Shop (feat. Wanz)

“Thrift Shop” is Macklemore’s breakout single that took the world by storm. Featuring Wanz, the song humorously critiques consumer culture while celebrating thrift stores. With its catchy hooks and infectious beat, “Thrift Shop” became a cultural phenomenon.

1. Can’t Hold Us (feat. Ray Dalton)

Topping the list is “Can’t Hold Us,” a song that encapsulates the spirit of invincibility and rebellion. Featuring the soulful vocals of Ray Dalton, this track serves as a motivational anthem that encourages listeners to break free from societal constraints and embrace their full potential.