1996 is one of the most beloved years in hip-hop and R&B, so we’re going to spend all month celebrating its greatness! All 2026, we’re turning the clock back 30 years to review, revisit and relive the most pivotal moments of Black music in that era. And, of course, I’ll be joined by a host of music homies as we debate the best of the best.
Two months after the shocking death of Tupac Shakur, we were left with (what we thought at the time) was his last musical will and testament. The Don Killuminati, aka, the Makaveli Album pushed Pac’s mystique to new heights, and cemented him as one of the most controversial and thought-provoking artists of his era. Does the music and mystery still hit the same 30 years later? Derrick Dunn from reviewsanddunn.net returns to talk it out.
Derrick’s Makaveli song ranking
1. “Krazy”
2. “Hail Mary”
3. “Toss It Up”
4. “To Live and Die in LA”
5. “Hold Ya Head”
6. “White Man’z World”
7. “Blasphemy”
8. “Me and My Girlfriend”
9. “Against All Odds”
10. “Bomb First (My Second Reply)”
11. “Just Like Daddy”
12. “Life of an Outlaw”
Edd’s Makaveli song ranking
1. “Hail Mary”
2. “White Man’z World”
3. “Against All Odds”
4. “Me and My Girlfriend”
5. “To Live and Die in LA”
6. “Hold Ya Head”
7. “Life of an Outlaw”
8. “Toss It Up”
9. “Krazy”
10. “Blasphemy”
11. “Bomb First (My Second Reply)”
12. “Just Like Daddy”
Here we go! Share your earliest memories of this project.
Derrick: I was 15 when The Don Killuminati arrived in November 1996, less than two months after 2pac’s death. That alone made the experience different from hearing almost any other album. What stands out about that period is how difficult it was to separate the music from everything surrounding Pac. Earlier that year, All Eyez on Me had felt like a celebration. It was flashy, aggressive, commercial, and full of records you could play at a party. Makaveli was something else entirely. The production was darker, Pac sounded angrier, and even the album cover made you uncomfortable. Then you had this mysterious new name, the seven-day symbolism, and all these theories about whether Pac was really dead. As a high-school freshman, I wasn’t necessarily analyzing every political or spiritual reference. I was absorbing the music and everything people were saying about it. Listening today, I appreciate the craftsmanship and vulnerability more than the mythology. It’s an album that reveals different things as you get older.
Edd: Well, let’s go ahead and address the Elefunk in the room – though I will always be your one and only Unbiased Album Reviewer, it’s well documented that I was not a fan of 2pac in this era. At all. Now look, I may have been a hater but I wasn’t braindead – I enjoyed several of his songs and his impact, even then, was undeniable. But between his constant thug posturing, along with my firm belief that he didn’t measure up lyrically to many of his peers of the day (an opinion I still stand by), the hype around his aura just felt … unjustified.
When he passed, I mourned the loss of yet another talented brother who didn’t scratch the surface of his limitless potential. But I also was like “well, he authored his own downfall.”
Harsh, I know.
As the years marched on, I softened. Perspective came with age. While I still wasn’t convinced that he was the GOAT MC or anything. I came to realize that the antics that I once considered hypocritical – revolutionary one minute, rage monster the next – was just a 20-something kid still trying to find his way. Hip-hop Jesus he was NOT, but he was a brilliant, yet burdened artist who lost his life before he could figure it out.
With that said, I dismissed Makaveli back in 1996 (even though I thought the name was a very cool moniker). When I did finally check it out years later, I was impressed – it was heavy, no doubt, but also a blend of empowerment and entropy that served as the final look into the psyche of a very complex man. It’s one of the few Pac albums that I’d revisit regularly over the years, becoming my favorite album in his discography.
What’s your No. 1 song and why?
Derrick: “Krazy”
I’m going with “Krazy.” I know most people will automatically say “Hail Mary,” and I won’t argue with anybody who chooses it. But “Krazy” represents the version of Tupac that has always fascinated me most. Everybody knows the confrontational Pac. Everybody knows the guy who could command attention with one verse. What sometimes gets lost is the emotionally exhausted young man underneath all that bravado. That’s what makes “Krazy” special. There’s a vulnerability in his delivery, and Bad Azz complements him beautifully. It’s one of those records where the production knows when to get out of the artist’s way. The older I get, the more I appreciate Pac when he wasn’t trying to intimidate anybody. He was simply expressing what he was going through.
Edd: “Hail Mary”
Yep playa, I’m most people, and I’m going with “Hail Mary.” As I mentionted earlier, it was one of the few Pac tracks I truly enjoyed in the 90s and it remains a standout today. It’s so eerily haunting, and with his unfortunate passing, it felt like he was yelling at us from beyond the grave.
Which song should have been a single?
Derrick: “Krazy”
“Krazy.” I’m not saying it would have been another crossover hit but that’s precisely why I would have released it. The album already had “Toss It Up” appealing to R&B listeners, “To Live & Die in L.A.” representing the West Coast, and “Hail Mary” becoming an anthem. “Krazy” could have introduced another dimension of the project. It had a memorable atmosphere, emotional substance, and enough melody to connect with listeners who might not have been interested in another aggressive Pac record. I also think it would have aged beautifully on urban radio. Imagine Jordan Peele putting it over trailer of “Get Up.”
Edd: “Hold Ya Head”
I’m downright shocked to learn that “Me and My Girlfriend” wasn’t officially a single. It for sure got airplay in Va in the 90s, long before Jay and Bey would copy/paste the template. I’m tempted to go with that one but it feels like cheat, so I’ll pivot to “Hold Ya Head,” which comes equipped with a radio-friendly hook and would have given this project that signature uplifting single that previous albums shared.
The most underrated song is…
Derrick: “Hold Ya Head”
This is one of those records that reminds me Pac was much more than his controversies. For all the aggression on this project, “Hold Ya Head” has genuine compassion. Pac sounds like someone who understands that people are struggling and wants to offer a little encouragement, even while he’s dealing with his own demons. Hurt-M-Badd’s vocals give the record a soulful quality. People spend so much time dissecting the diss records that they overlook moments like this.
Edd: “White Man’z World”
Pac is at his best when he’s in revolutionary mode and “White Man’z World” is one of his best songs ever in that vein:
And still thuggin in this jail cell, missin’ my block
Hearin brothers screamin’ all night, wishin’ they’d stop
Proud to be black but why we act like we don’t love ourselves
Don’t look around busta (sucka) check yourselves
Know what it means to be black, whether a man or girl
We still strugglin’, in this white man’s world
Pac recorded a ton of material in this era. Which unreleased song should have made this project?
Derrick: “When Thug’z Cry” (original)
The original “When Thug’z Cry.” The version recorded during Pac’s lifetime would have fit the darker musical direction beautifully. One of my criticisms of the album is that Pac occasionally becomes so consumed with confronting his enemies that the other parts of his personality get pushed aside. “When Thug’z Cry” would have provided some additional emotional balance.
Edd: “When Thug’z Cry” (original)
Totally agree with Derrick here. Let me keep beating the drum for Introspective Pac, because he does emotionally resonate rap better than nearly everyone. The OG “When Thug’z Cry” is another masterclass in vulnerability.
Bobby Brown was rumored to be the flagship artist for Death Row East. Vocally, could you hear him on “Toss It Up?”
Derrick: First, let’s give Aaron Hall, K-Ci & JoJo, and Danny Boy their flowers. That’s an incredible collection of R&B talent. But absolutely, Bobby could have sounded fantastic on that record as he had something different. He wasn’t going to out sing Aaron Hall or K-Ci. However, at his peak, Bobby had personality, swagger, and the ability to make a record feel like an event. His combination of street attitude and melodic delivery would have worked with Pac. “Toss It Up” is a fascinating record because Pac somehow turned an R&B bedroom song into an attack on Dr. Dre. Bobby understood how to combine a rough edge with romantic materialI could easily imagine him handling part of the hook or trading vocal lines with Aaron Hall. Would I remove everybody else to make room for him? No. But Bobby Brown and Tupac Shakur on the same R&B record in 1996 would have been something to hear.
Edd: COULD I hear Bobby on “Toss It Up?” Absolutely. And Derrick is right – Bobby and Pac seems like such a natural paring and it’s a shame that it didn’t happen here. However, I think the version of “Toss It Up” we have now is just fine. In fact, I worry that Bobby would be going a little too, well, BOBBY all over the beat. But maybe I just have visions of him jump-kicking out of the helicopter on “Thug Lovin.”
The mystique around this project – and Pac’s death – spurred a ton of rumors at the time. What was the craziest one you remember?
Derrick: The entire theory that 2pac faked his death and was eventually going to return. People were analyzing everything. The number seven, the album cover, the name Makaveli, the lyrics, and even the way certain words supposedly sounded when played backward.
Then came the claims that Pac was living in Cuba and would make a dramatic return seven years later. It was fascinating watching people convince themselves that every artistic decision was part of some elaborate escape plan.The part that has always bothered me is how those theories sometimes overshadowed what Pac actually accomplished. Here was a 25-year-old artist who had recorded an extraordinary amount of music, was developing into a legitimately talented actor, and had an entire career still ahead of him. That’s a much more compelling story than pretending he was secretly hiding somewhere.
Edd: Can you imagine if this album dropped in 2026, with the current batch of fraudcasters making up daily BS in a desperate attempt to go viral? Back when all we had was magazines, sporadic radio interviews and word of mouth, we heard everything from Pac returning from hiding Cuba in seven years’ time or that Suge Knight hired an army of clones to keep his legacy alive. And yeah, I feel Derrick – it bothered me because it felt like an attempt to stretch out Pac’s name value to keep cash registers ringing. It goes against everything Pac preached (most of the time).
Big Daddy Kane was also rumored to be one of the Death Row East artists. Could Kane have gotten Pac away from the nonsense?
Derrick: I do think Kane could have served as an older-brother figure and provided a different perspective. Kane is a legend who could command respect from rappers on either coast, but I don’t believe any one person could have completely changed Pac’s direction.
Sometimes a person can give you the best advice in the world, but you still have to be willing to receive it and and Pac was surrounded by people and situations that constantly reinforced his anger.
Edd: I have a really hard time seeing Kane on Death Row. Though he was still in his 20s in this era, he seemed so above the anarchistic antics that surrounded that crew. I can’t speak to whatever relationship he may or may ot have had with Pac but I’m not sure Kane would have endured the nonsense long enough to redirect him. He likely would have thrown his hands up in frustration, as Snoop Dogg, DJ Quik and others did, before Pac saw the light.
Three months after this album’s release, Pac appeared in Gridlock’d. Would you call it his most underrated acting role?
Derrick: Absolutely, and I’d go a step further. I think “Gridlock’d” might contain Tupac’s best acting performance. When people discuss Pac as an actor, they usually gravitate toward Bishop in Juice. And rightfully so. Bishop is iconic. But playing an intimidating villain and playing a vulnerable, occasionally funny, emotionally exhausted drug addict require different skills.
In “Gridlock’d,” Pac doesn’t rely on the intensity of people associated with his public persona. As Spoon, he has wonderful chemistry with Tim Roth. Their characters are funny, frustrating, desperate, and surprisingly sympathetic.
Pac never looks like he’s trying to dominate every scene. He understands the value of reacting and letting his scene partner work.The film also showed his comedic timing, something we didn’t get to see enough of.
Edd: Pac’s Gridlock’d role is so underrated because it’s much more nuanced than his more memorable roles. Bishop from Juice, Birdie from Above the Rim, Tank from Bullet – it’s essentially the same unhinged sociopath. Obviously there are outliers (his Poetic Justice and A Different World roles, for example) but Gridlock’d allowed Pac to showcase a range we hadn’t yet seen. He had so much potential on screen. I know fans expected him to drop endless albums or make a political run if he lived, but I think he would have found his greatest success – and happiness – in Hollywood.
Where does The Don Killuminati rank among Pac’s albums?
Derrick: If we’re discussing his five studio albums, my ranking would be #2. It’s a more focused listening experience and avoids the filler that weighted down All Eyez On Me. Granted, Makaveli isn’t always as balanced, but it might be his most fascinating project. He only had an initial three album deal with Death Row and the tragedy of Makaveli is that we never got to find out where this artistic direction would have taken him if he left Death Row.
Edd: I’ve said that Makaveli is my favorite Pac album, but that doesn’t mean it’s his best. No. 1 is Me Against the World by far (sorry All Eyez fans – do something about disc two and then we’ll talk). But again I have to agree with the homie Derrick – Makaveli is everything great about Pac distilled to its purest form. It’s thought provoking, it’s needlessly confrontational, it’s equally paranoid and passionate. And it’s heartbreaking we didn’t get to see him grow from there.
Who do you agree with, Derrick or Edd? Let us know below and share your Makaveli conspiracy theories while you’re down there.

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