Lil Wayne stands as one of hip-hop’s most prolific and influential artists, with a career spanning over two decades of groundbreaking music. Known for his clever wordplay, distinctive raspy voice, and innovative approach to rap, Wayne has consistently delivered hit after hit that have shaped the genre. From his early days with Cash Money Records to his evolution into a global superstar, the New Orleans native has created an extensive catalog of memorable tracks that showcase his lyrical genius and versatility. In 2025, his impact on modern hip-hop continues to resonate through both his classic hits and recent collaborations, cementing his status as one of the greatest rappers alive.
The selection of Wayne’s greatest hits represents more than just commercial success – these tracks demonstrate his artistic growth, cultural impact, and ability to reinvent himself while maintaining his core identity. Each song tells a story of innovation, whether through groundbreaking production, memorable hooks, or Wayne’s signature rapid-fire delivery that has influenced countless artists. Our comprehensive exploration of his greatest songs includes both timeless classics and recent releases that prove his continued relevance in the ever-evolving hip-hop landscape.
Lollipop (featuring Static Major)
“Lollipop” became the most successful song by both artists, as it spent five non-consecutive weeks atop the US Billboard Hot 100. This track marked a pivotal moment in Wayne’s career, showcasing his ability to create mainstream hits without sacrificing his unique artistic identity. The song’s infectious hook, combined with Static Major’s melodic contributions, created a perfect blend of hip-hop and pop that dominated radio waves worldwide. The track’s success demonstrated Wayne’s versatility and his skill at crafting songs that appealed to both hip-hop purists and mainstream audiences.
A Milli
At one point, it seemed like everyone in America had memorized every word to “A Milli” — that may be a hyperbole, but there seemed to be genuine national sense of awe over the bars on this track. This Bangladesh-produced masterpiece showcases Wayne at his lyrical peak, delivering four minutes of uninterrupted wordplay over a minimalist beat. The song’s cultural impact extended far beyond music, inspiring countless freestyle attempts and establishing itself as a benchmark for technical rap excellence. Its influence on hip-hop culture remains evident today, with many considering it one of the greatest rap songs ever recorded.
6 Foot 7 Foot (featuring Cory Gunz)
The song was produced by Bangladesh, who helmed Wayne’s 2008 smash “A Milli,” and revolves around a tweaked vocal sample culled from Harry Belfonte’s 1956 calypso classic “Day-O (The Banana Boat Song).” This track perfectly exemplifies Wayne’s ability to transform familiar sounds into something completely new and innovative. The clever sampling creates an infectious backdrop for Wayne’s rapid-fire delivery, while Cory Gunz’s memorable verse adds an extra dimension to the track. The song’s success proved that Wayne could continue evolving his sound while maintaining the lyrical intensity that made him famous.
How to Love
This deeply personal track revealed a more vulnerable side of Lil Wayne, showcasing his ability to create emotionally resonant music beyond traditional rap boundaries. “How to Love” is a slow, sentimental masterpiece that paints a picture of girls and women who question their self-worth. The song’s introspective lyrics and melodic approach demonstrated Wayne’s growth as an artist and his willingness to explore themes of love, relationships, and self-acceptance. Its commercial success proved that audiences were ready to embrace this softer side of Wayne’s artistry.
Mrs. Officer (featuring Bobby Valentino)
This playful yet sophisticated track combines Wayne’s trademark humor with smooth production and Bobby Valentino’s R&B sensibilities. The song’s narrative structure and catchy hook made it an instant classic, while Wayne’s clever wordplay kept listeners coming back for more. The track’s success on both hip-hop and R&B charts demonstrated Wayne’s crossover appeal and his ability to collaborate effectively with artists from different genres. Its enduring popularity on songs platforms shows how timeless Wayne’s creative vision truly is.
Go D.J.
“Go D.J.” gave Wayne his first top 20 hit on the Hot 100 as a lead artist and was later certified platinum by the Recording Industry Association of America (RIAA). This early career highlight established Wayne as a force to be reckoned with in the hip-hop world. The track’s energetic production and Wayne’s confident delivery created an anthem that resonated with fans and critics alike. Its success marked the beginning of Wayne’s rise to mainstream prominence and set the stage for his future achievements.
Fireman
“Fireman” showcased Wayne’s ability to create anthemic tracks with universal appeal while maintaining his distinctive style. The song’s metaphorical lyrics and driving beat created an infectious energy that translated perfectly to live performances. Wayne’s wordplay throughout the track demonstrates his lyrical maturity and his growing confidence as a solo artist. The song’s success helped establish Wayne as a legitimate headliner and proved his ability to carry major hits without relying on high-profile features.
She Will (featuring Drake)
As the musical embodiment of Lil Wayne and Drake’s star-crossed brotherhood, “She Will” brings together the former’s lyrical genius and the Canadian hitmaker’s chart-devouring hooks. This collaboration represents one of the most successful partnerships in modern hip-hop, combining Wayne’s technical prowess with Drake’s melodic sensibilities. The track’s smooth production and memorable chorus created a perfect backdrop for both artists to showcase their complementary styles. Its commercial and critical success helped solidify the mentor-protégé relationship between Wayne and Drake.
Right Above It (featuring Drake)
“Right Above It,” featuring Young Money Entertainment signee Drake, became a top ten hit. This triumphant anthem perfectly captures the ambition and success that defined Wayne’s career during his commercial peak. The song’s soaring production and motivational lyrics resonated with fans who had followed Wayne’s journey from underground favorite to mainstream superstar. Drake’s contribution adds an extra layer of melody and accessibility, creating a track that works equally well on radio and in concert settings.
Mirror (featuring Bruno Mars)
This introspective collaboration with Bruno Mars revealed Wayne’s capacity for deep self-reflection and emotional vulnerability. The track’s rock-influenced production and Mars’s powerful vocals created a unique sonic landscape that allowed Wayne to explore themes of identity, fame, and personal growth. Wayne’s verses demonstrate his lyrical evolution and his willingness to confront difficult subjects with honesty and insight. The song’s success proved that Wayne’s artistic range extended far beyond traditional hip-hop boundaries.
Drop the World (featuring Eminem)
This powerhouse collaboration brought together two of hip-hop’s most technically gifted artists for an explosive track that showcases both their lyrical abilities. The song’s aggressive production and apocalyptic themes created the perfect backdrop for Wayne and Eminem to deliver some of their most memorable verses. The track’s success demonstrated Wayne’s ability to hold his own alongside hip-hop legends while maintaining his unique artistic identity. Its enduring popularity among bands and solo artists alike shows the lasting impact of this collaboration.
John (featuring Rick Ross)
“John” stands as one of Wayne’s most introspective and personal tracks, featuring deeply emotional lyrics about his relationship with his father figure. The song’s minimalist production allows Wayne’s vulnerable storytelling to take center stage, creating one of his most powerful performances. Rick Ross’s contribution adds gravitas and emotional weight to the track, creating a perfect complement to Wayne’s personal revelations. The song’s critical acclaim demonstrated Wayne’s growth as a songwriter and his ability to create meaningful music beyond commercial considerations.
Hustler Musik
This track perfectly encapsulates Wayne’s street credibility and his ability to create compelling narratives about urban life. The song’s gritty production and Wayne’s confident delivery created an authentic portrayal of hustle culture that resonated with fans worldwide. Wayne’s storytelling throughout the track demonstrates his observational skills and his deep understanding of the struggles and triumphs of street life. The song’s success helped establish Wayne’s credibility as both an entertainer and a voice for his community.
I’m Me
“I’m Me” serves as Wayne’s definitive statement of artistic identity and personal confidence. The track’s minimalist production allows Wayne’s personality and lyrical skills to shine through every bar, creating one of his most quotable songs. Wayne’s wordplay throughout the track demonstrates his technical evolution and his growing mastery of complex rhyme schemes. The song’s enduring popularity shows how effectively Wayne captured his essence in this memorable track.
Love Me (featuring Drake and Future)
This modern classic brings together three generations of hip-hop talent for a track that perfectly balances commercial appeal with artistic integrity. The song’s melodic production and catchy hook created a perfect framework for all three artists to showcase their distinctive styles. Wayne’s verse demonstrates his continued relevance in the evolving hip-hop landscape, while his chemistry with Drake and Future creates one of his most successful recent collaborations. The track’s success proved that Wayne could adapt to new sounds while maintaining his artistic identity.
Saturday Mornings (featuring Cordae)
Cordae’s new album The Crossroads releases on November 15th with two Lil Wayne collaborations – Saturday Mornings and Back On The Road. This recent collaboration showcases Wayne’s continued ability to connect with younger artists while maintaining his legendary status. The track’s contemporary production and Cordae’s fresh perspective create an interesting dynamic that highlights Wayne’s adaptability and mentorship qualities. Wayne’s contribution demonstrates that his lyrical skills remain as sharp as ever, proving his continued relevance in 2025’s hip-hop landscape.
Uproar (featuring Swizz Beatz)
“Uproar” represents Wayne’s ability to create energetic anthems that translate perfectly to live performance settings. The track’s infectious energy and memorable hook make it an instant crowd-pleaser, while Wayne’s rapid-fire delivery showcases his technical prowess. Swizz Beatz’s contribution adds an extra layer of excitement and energy, creating a track that feels both contemporary and timeless. The song’s success demonstrates Wayne’s continued ability to create hits that resonate with both longtime fans and new listeners.
Don’t Cry (featuring XXXTENTACION)
This posthumous collaboration with XXXTENTACION showcases Wayne’s ability to honor fallen artists while creating meaningful music. The track’s emotional weight and introspective lyrics create a powerful tribute that resonates with fans of both artists. Wayne’s verse demonstrates his maturity as an artist and his understanding of the responsibility that comes with his platform. The song’s success proves that Wayne’s collaborations continue to have significant cultural impact beyond commercial considerations.
Sticky (Recent Release)
Recent releases from 2024 include tracks like “Sticky” that showcase Wayne’s continued evolution as an artist. This contemporary track demonstrates Wayne’s ability to adapt to current hip-hop trends while maintaining his distinctive voice and style. The song’s modern production and Wayne’s energetic delivery prove that his creative fire continues to burn bright after more than two decades in the industry. Its positive reception shows that Wayne remains relevant and influential in 2025’s competitive music landscape.
Confirmation (Remix)
This recent remix showcases Wayne’s continued ability to reimagine existing tracks and make them completely his own. The track appears among Wayne’s 2024 releases, demonstrating his ongoing productivity. Wayne’s unique approach to the remix format allows him to demonstrate his freestyle abilities while creating something entirely new. The track’s success among hip-hop enthusiasts proves that Wayne’s experimental approach to music continues to yield impressive results.
Understanding Lil Wayne’s greatest hits requires appreciation for both his technical abilities and his cultural impact. These songs represent more than just entertainment – they document the evolution of hip-hop itself and Wayne’s role in shaping the genre’s direction. For music enthusiasts looking to understand hip-hop’s development, exploring Wayne’s catalog through guides provides invaluable insight into the genre’s creative possibilities.
Wayne’s influence extends beyond individual songs to encompass his approach to creativity, collaboration, and artistic risk-taking. His willingness to experiment with different sounds, work with diverse artists, and push creative boundaries has inspired countless musicians across various genres. Whether examining his technical prowess on tracks like “A Milli” or his emotional vulnerability on songs like “How to Love,” Wayne’s catalog demonstrates the full spectrum of hip-hop’s artistic potential.
The enduring popularity of these tracks in 2025 proves that great music transcends temporal boundaries. Even in 2025, these songs remain essential listens, serving as proof that Wayne’s legacy is cemented as one of the greatest to ever do it. For those interested in the technical aspects of Wayne’s music production and the instruments that shaped his sound, his catalog provides endless opportunities for musical education and appreciation.
Frequently Asked Questions
What is considered Lil Wayne’s biggest hit song?
“Lollipop” featuring Static Major is widely considered Wayne’s biggest commercial hit, spending five non-consecutive weeks at number one on the Billboard Hot 100. The song marked Wayne’s breakthrough into mainstream pop culture and demonstrated his ability to create crossover hits without sacrificing his artistic integrity. Its success opened doors for Wayne’s subsequent mainstream achievements and established him as a household name beyond hip-hop circles.
How many top hits does Lil Wayne have?
In 2020, Wayne surpassed Elvis Presley with the most Top 40 hits and is now tied with Taylor Swift with 86 top 40 hits for each artist. This incredible achievement demonstrates Wayne’s remarkable consistency and longevity in creating commercially successful music. His ability to generate hits across different decades and musical trends showcases his adaptability and enduring appeal to diverse audiences.
What makes “A Milli” so special in Wayne’s catalog?
“A Milli” is considered special because it showcases Wayne’s pure lyrical ability over a minimalist beat, allowing his wordplay and flow to take center stage. The track’s cultural impact was enormous, with many fans memorizing every bar and using it as a benchmark for rap excellence. Its influence on hip-hop culture extends far beyond music, inspiring countless freestyle attempts and establishing new standards for technical rap performance.
Are there any recent Lil Wayne songs worth listening to?
With three nominations at the 2024 BET Hip Hop Awards and recent collaborations like “Saturday Mornings” with Cordae, Wayne continues to cement his legacy as a lyrical powerhouse. His recent work demonstrates that his creative abilities remain sharp and relevant, proving that veteran artists can continue evolving while maintaining their core identity. These new releases show Wayne’s continued influence on contemporary hip-hop culture.
What role did Lil Wayne play in Drake’s career?
Wayne played a crucial mentoring role in Drake’s career development, signing him to Young Money Entertainment and collaborating on numerous successful tracks. Songs like “She Will” and “Right Above It” showcase their creative chemistry and demonstrate how Wayne’s guidance helped shape Drake’s artistic development. Their collaborative relationship represents one of hip-hop’s most successful mentor-protégé partnerships, influencing how the industry approaches artist development.
How has Lil Wayne’s music style evolved over the years?
Wayne’s style has evolved from hardcore street rap to incorporating melodic elements, experimental sounds, and introspective themes while maintaining his technical prowess. His willingness to explore different genres and collaborate with diverse artists has kept his music fresh and relevant across multiple decades. This evolution demonstrates his artistic maturity and his ability to grow while staying true to his core identity as an innovative rapper.