The Questlove Show - Questlove & Open Mike Eagle Talk Aging In Hip-Hop...And More

Episode Date: June 19, 2026

Questlove sits down with Open Mike Eagle in-studio for a candid mini-conversation about aging in Hip-Hop, grief, and learning to accept flowers without guilt. Ahmir opens up about losing collaborators (and friends), navigating therapy, and trying to define what The Roots should sound like in 2026 without their longtime mentor Richard Nichols. They break down the tension between survival and artistry in Black music, what it means to grow with a group for nearly 40 years, and why so many artists struggle to feel they “deserve” love and acclaim. Open Mike shares his own challenges working in a three-MC crew (Previous Industries) and maintaining friendships intact when the music does not always pay the bills. It’s a rare, vulnerable look at midlife, creativity, and the business of staying human while staying dope.See omnystudio.com/listener for privacy information.

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Our podcast is called Hey Jonas. We've here since everyone has a podcast, we wanted to as well. And we've had some incredible guests so far. And now our good friend, Nile Horn, is joining the show. How's it going, boys? Hey, Niall. It was the same thing with Slow Hands. The whole answer is not about anything else really, is it?

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This was just basketball. So listen to Point Game on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. The Questlove show is a production of IHart Radio. Uh, I'll never forget it.

Sorry, I'll never forget it. Yeah. Sorry. That was a rough day. Okay, so what should we speak on? Um, you wanted to know about ageism and hip-hop.

Well, and not so much ageism. More like ageism. like 18. Okay. Like, I was, I am still, like some part of me is still dealing with like Bob Howard passing. Yeah. And for transparency's sake, I mean, you know, you had given me his contact. And I had been talking to him about being the next guest on what it happened. And like you said, he was having me pitch him on it. He was having me selling. And it was tough. It was tough. He didn't want to talk about, he was. He was. He didn't want to talk about, he was.

felt like I was asking him to tell other people's stories. No, he has his own stories. That's, and that's what, that's the conversation we were having. And of course, he passed away. And much like your platform, what had happened was is really all about giving people their flowers. But obviously, we're not going to be able to give everybody their flowers. People don't want that half the time.

But I don't understand why that is. I know for me, like, I used to see, now I'm to the point where I've, even watch my words. I can't say, I hate that, da, da, da, because then it'll happen. I think we are trained to think and live small. Again, despite the primitive exotic package here, I hate attention. Despite everything on my outside, I feel like, look at me, look at me. I have this things to get out my hair and a bunch of Lego on my heart. And, you know, like, but I think that maybe if we avoid compliments. You heard this when you were a kid.

Like, I don't want you to get big-headed or I don't want you to get a big head. I think it's the fear of separation or the idea of you being alienated because your light shines a little brighter than someone. The trouble I have with wrapping my head around that notion is the amount of ambition it takes

to do a lot of the stuff that we want to give people flowers for. like you're stepping up to the plate to hit a home run and you hit it so why would you not want to hear the people cheer sometimes i think people are from the ground rule double or just a triple or getting walked right but usually people don't get flowers for getting walked i i will tell you that i went through a four-year period where i was absolutely happy. Look, Midsummer of Soul, maybe seven months

before the Oscar. I'm going to see the point where I was having my management contact Disney to take us out of, the road to the Oscars is paved with at least 40 to 50 other smaller,

well, not smaller, some, like the Sundance thing or if you went to Cannes or like other awards. things you have to do, film festivals and whatnot. And, you know, coming out the gate, first of all, I mean, timing is what really helped Summer of Soul. I had content when other people weren't prepared to have their content because the

world shut down. It just happens that I finished my film right when the pandemic started. I mean, to a lesser degree, that was the same kind of timing that worked for what it happened was. Yeah, timing. It just, you just had something that. entertain people. And, you know, again, had it been released at any other time period, it would have just

been like, oh, that was the nice little thing you did. Like, I've done three other things that didn't get that level frenzy, but I understand the times that we were in. And when it was award time and award season, I mean, we just started drinking everybody's milkshake. And after like the 30th plaque comes in my house or whatever, like I started to feel like the Grinch that stole Christmas. because the first was like, oh, man, it's so great, so great.

And there was like, Questlove. And then I started feeling bad. And, you know, it was to the point where I was just like, you know, I've heard of situations before where people take themselves out of getting nominated or whatever because they don't want to stand out or whatever. So, and it took a long time. So there's a whole other deservedness thing. I don't think as humans we really have dealt with, do we deserve? deserve love. Which is an interesting question given how much you have to fight through that same

thought to make something. Like it's not like you roll out of bed and make a masterpiece album or a great documentary. It takes so much work. People are not honest. People are not honest on what it is that they really want. So one of the exercises I went through with therapy is. is this writing exercise where I have to write the 20 things that I want for my life, right?

I wrote down the 20 things, turned it in, looks at it, nope. Hey, what did you? It's like, those aren't real dreams. Like, do it again. All right. And this happened like seven or eight times. And I was like, why do you keep making me do this? And the person pointed out, of those 20 things?

None of those things were for you. You wanted to fix your mom's sink You wanted to buy your band You wanted to give raises to all your staff You wanted to da da da da da da da she's like It took you eight drafts before you actually Said the basic things like Oh I want to like myself better

I didn't even think about Because I think we're just trained to be so self-sacrificing So people aren't honest Like when people ask me like yo yo yo I just want to get your feedback Or what you think Sometimes I have that just straight up ask them like, okay, because I don't like that whole Simon Cowell on the spot. You watch me as I do demo nod. Whenever you do that, then that means like, oh, this is a very awkward moment.

And yeah, let me hear. Ooh. Okay. Okay. Like when people start doing demo nod, it's not authentic. And so, like, I know there's an idea of the Questlove cosine. sign. In my mind, I think it's also a curse. Like, oh, if I say, who, like, shied away from doing that often because I don't want to jinx someone's project or whatever. If someone thinks, like,

I'm tired of seeing him. At least in my mind, I think that's the thing that happens, the I'm tired of seeing them thing. So, I mean, yeah, every day we wrestle with that. I mean, some of that seems to be about perception, I guess, too, though, right? Like, you don't want to be perceived as winning too much or perceived as getting too many. And I don't mean you specifically, but I mean a person shying away from receiving compliments or accolades or awards for their very real hard work. Yeah, but there's a lot that comes under that. Okay, so where we are politically right now, I know like there's some, I don't know if I should call them political pundits or people that give commentary on what's happening now.

But, you know, the general belief is that the, and the whole revenge of the nerds, like nerds versus jocks thing, I think we're now realizing that, like, everyone that's running stuff now, we're definitely the nerds. And I definitely had my moment where, like, you know, girl breaks your heart and you're in the bathroom mirror, like, looking like, I'm going to show them. Like literally, I

willed this character named Quest Love Delight because of like some girl breaking your heart and it didn't work out the way you wanted to do. I've done big stuff out of spite. Yeah. Right. And literally like the whole Joker where they get a load of me thing. Like I think the first four years of

the roots was just based on that and first of all I had to totally rework that whole thing. Because if you don't rework that, I I believe that what ends up being made isn't as effective at the end of the day. It won't resonate as much if it comes from like this kind of broken and selfish place. I think that reflects in the product.

So the question, I mean, obviously with your music, like your music is so transparent and so of the moment and of the present of how it is that you feel. Like I'll say right now, like I, as far as like my hip-hop consumption, Qualley Chris, you, of course, Gene as well. You know, some sort of whatever, the best of the, the rock Marciano, Griselda, whatever. Gritty underground. The drumless. Yeah, yeah.

The drumless period of what we're dealing with hip-hop, which, you know, I mean, I'm very selective in what I take in. I mean, for you, though, like, you're the voice, you're definitely the voice in my head. Quella also for him as well Like a lot of that What I deem nerdy hip hop Were kind of dumb by voices That didn't look like me So you know

I'm finally like Ah finally like the People that I relate to Who I see myself in Are now speaking for me So that's the thing though Like I believe that At the end of the day

Yes this is a business You are surviving on it But I know for you that this is a therapeutic healing, cathartic process of just you as a human being. Right. That to me is authentic. I think that 95% of the participants in music now,

especially in black music, is based on survival sake. But who am I to judge that? Because I, too, used to live, and 52nd of No Sage Avenue, dreaming of the day where I don't have to look to the left, look to the right, outside of my,

to make sure that, you know, said bully is not anywhere in proximity. I got to get out of here by hook or crook. So a lot of us are kind of in that survival, still the residue of survival or, or... But even in that, right? I mean, I'm assuming you're talking about, even the early roots album still having that sort of energy

of trying to get out of your situation through making this music. Because of the pureness of how the roots really started, of course, you know, part one was just me lying to a girl in school. Oh, right, right. I'm in a group with him. Like that was, the first seven years was just, you know, yeah, we're a group just so that we can,

we wanted to get girls' phone numbers. Like, you know, but just the whole, the way that the Domino's fell on that whole college audition that led to a girl thinking we were in a commercial that we weren't and, hey, let's try it. Like, I'll put it this way. I'm about to embark on a really big presentation with Jay-Z for the Roots Picnic. And the way that I'm sweating, overthinking every song, every segue way. And the fact, I'm very shocked that we did what we did as a shrug. You got a bucket? Yeah, got a bucket.

My grandma got a bucket. All right, so, 3.30, I'll meet you in South Street. Cool. Like, it was so casual. As a matter of fact, no overthinking, no, none of that stuff. And that's the level of what we need to get to. but like who like do we even see

this as an art or beauty do we who's the we it's participants like is it a means to an end to get out of a situation to get see okay so this this is and this is kind of where I'm getting at right

because you're asking that question I developed in the wake of your art do you know what I'm saying and you see the way I do it And I can sit here and tell you that part of how I do what I do is inspired by what y'all did, even though you were still asking that question. Well, you are now literally the Back to the Future Plotonia.

No, I'm not lying to you. Like right now, the main, people are asking, what is the holdup? I want to feel the way that I feel when I hear your thing. Like right now, the beats are incredible. The musicianships up there. Tarek is at ace level of game spitting. Like, all the parts are technically there, but I still, I still think that we lack.

We feel emotional because, so adapting Dilla's warbly kind of sense of rhythm makes it feel human. I think that the frequencies from certain patches we use, the Fender Rhodes like it feels human so that is what gives the illusion of humanness

but I don't think that the roots have created much in the way of yeah I relate to that because a lot of it is rhyming for the sake of riddling but am I breaking your heart right now?

No you're not you're not but I'm like now see if these mics were on I would ask you a bunch of different questions that I'm not going to ask you a bunch of different questions that I'm not going to ask right now. Ask questions. And the most diplomatic way, you can ask you.

I mean, the most I could do is not answer. What it's got me thinking about is what... Do y'all even think of the Roots music in 2026 as trying to have a conversation about something? All right. This is what I do know. I think because of my attempt to try to be all things to all people, because this is what I'm thinking about when I'm thinking about the roots today.

When I'm thinking about the roots today is, number one, everyone worth a damn is dead. Anyone who's really worth a damn is dead. So that's for starters. So let's say I already lost half my collaborators. that way. And I don't mean like, oh, the gods are dead. I mean, the people I actually know. Brilliant people. They're dead. So that's number one. Number two is, all right, so a plus for us was the idea of being a band. But even for us to be a band and get to where I am right now, where I can

sit here and talk to you, we had to leave the United States to move to Europe, to live for four years, just so that we could survive as a band. So there's no bands. We're one of few black bands with a deal. Well, I mean, having a deal now is not the same cachet as it was in the 90s. So being a black band that's viable in today's society, the idea of a group, the idea of more than one person presenting something. And then just like, you know, jamming.

the idea of jamming. Like there's four or five or six things that are past endangered species that's not left. So thus, when we do that two-hour show, I'm thinking of, all right, there's people that need their back scratch for classic hip-hop that they miss. There's people that need their backscrash for Tariq's spit in lyrics. There's people that miss dancing to music that's good that doesn't feel like a wedding band. Like to be a good musician in a wedding band where I'm not overplaying none of that shit. Like, there's so much missing.

I'm so busy checking off the marks that maybe perhaps the roots have lost their identity. Well, I mean, because the question in, if you're checking all those boxes, it's much like the conversation you're talking about having with your therapist. It's like, when does it get to what you want? Like, what music that you want to be in the world? And this is why this is a 10-year wrestling match with this record, because, one, the most glaring part is. that Richard Nichols isn't here. Right, exactly. So this means that Tariq and I have to really, one, as individuals grow.

So there's been a lot of therapy just individually between he and I. But then also, he and I have to do our kind of level of couples therapy or that sort of thing. Yeah. You know, this is 38 years behind this. Right. And so... Yeah, but right there, right? You're talking about a 38-year relationship. To me, it seems like there's a ton of conversations to be had about that. And you're talking about not necessarily feeling like what's on the table right now is relatable outside of the instrumentation.

But it's like that's where it would be, right? So I came under, you know, a lot of the stuff. I have to let... Wait a minute. Why am I in therapy again? Wait a minute. I think this is what our fan base was complaining about. Talk to me about Project Blode, man.

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All right, listen up. The Jonas Brothers here. Our podcast is called Hey Jonas. We've here, since everyone has a podcast, we want it to as well. And we've had some incredible guests so far. And now our good friend, Nile Horn, is joining the show. How's it going, boys? Hey, Niall.

It's the same thing with Slow Hands. Slow Hands is not about anything else, really, is it? You know, or taste so good can't be about food. You do the same, Nick, with some of the stuff that you've done. You too, Joe. Drop what you're doing and listen to Hey Jonas on the IHeartRadio app. a podcast or wherever you listen to your podcasts. I think watching the way that my dad did business growing up,

there's always unsolicited advice that either a parent or an uncle figure gives you that this is always in your head. Yeah. And what I learned was if you build a business, do not build it with your relatives. Right. Or your friends. and I think I had a fear that our friendship issues would be key in the demise of the group. And I think in my fight or flight mode, it was what do I have to do to never return home, metaphorically, home to West Philly, tail between my legs, in defeat, the group is over.

And now here I am as a 38-year-old. without a degree, I dropped out of college to do this, what am I going to do now? You know, and trust me, the amount of my hip-hop peers that I now, I mean, there's a hip-hop hero of mine that came up to me, like last month that was like,

yo, dog, let me tell you something. And I thought, like, you know, a compliment was coming, like, about my music or whatever. And he's like, yo, man, you're the greatest. And I'm thinking like, my mouth, he listens to my music, whatever. I said, oh, thank you. And I'm really shocked at, like, oh, I never thought you'd listen to the roots or whatever.

And he was like, yo, man, you are, when I tell you, you're one of the best Uber Eats tippers I've ever had in my life. And I tried not to get, but no, it's real in the field like that. It's real. Some of our heroes have to get sneaky day jobs or whatever. Okay. And that was kind of a Jacob Marley moment for me. me? Like that's my worst. And again, it's not me shaming. Yeah, someone for doing that. Look, I'm still

Dr. Nine jobs. One of these jobs is being the roots. I do. Right. But I, you know, those are my passions. But when he said that it instantly brought me back to, man, like, see, this is why I got to keep business, business, and friendship separate. But, you know, but I also know that we need each other as humans. so we are slowly, when I mean slowly trying to get back to the space because I do envy when I watch De La Sol together every time I ask Poss, I'm like damn like you guys are

you guys are really friends and they're looking to me like are you shocked? Like I'm really Jimmy Jam and Terry Lewis I asked them like wait why are you guys still acting like you like each other after 51 years like not one argument I have to rewrite the narratives of, I've learned that any relationship

where you don't argue, someone's not communicating. Right. And so I just have to re, to reprogram all those things, which this is what I'm doing. So we are in the very slow process of getting back to the same 15-year-olds

that loved hip-hop back in 87. I mean, I think those conversations between y'all, those conversations that would end up in the music, even whatever conversations may come about the rifts, the challenges that y'all have had to deal with over the course of the years, like, again, like there's another generation coming behind us and there's no instruction manuals for any of this shit.

So it's like, we need those lessons. Like, we need those. Like, we need to understand how to be in, high-stakes organizations with people we don't necessarily agree with but are both good at the thing. So this is why I am also just very meticulous in terms of representing whatever creative moves come next. This is why I'm doing the movies so that way that you know this particular group means something for other reasons besides they were money makers. Right. And for us, I, you know, I really want to be.

exemplary in terms of walk it like they talk it. Show the growth. So, yeah, man, there's a lot of, you know, we're both in our mid-50s and there's just a lot of personal work we had to do, a lot of partner work that we had to do and to do this in wake of two apocalypses, you know? I mean, what that's, are we depressed now? I mean, look. aging is a tough subject to talk about okay okay so in in your world in your ecosystem

at one point you you came to this in a form of a group now i don't know if you do collaboration projects just as a one-off or as a hey let's let's keep this a thing do you like working essentially by yourself or i mean i'm very comfortable working by myself and i've and i'm in a I'm in a group, previous industries right now. Me, Video, Dave, and Still Rift, and we work together every week. But it is a different, it touches on like a different part of my creativity to try to filter my ideas through a group of people because we're not always aligned on everything. And these are, and it's interesting too, like Rift I went to high school with, Dave, I went

to college with, I've known these dudes 20, 30 years. And we have decided in the last five years to start doing music together. And it's difficult sometimes. It's difficult because we all see things a bunch of different ways. Three MCs. I mean, you don't see a lot of groups with three MCs ever. And this is a part of why. It's because it's hard to get three people to agree on anything.

And I enjoy it. But yeah, like when I do that, I've noticed working on this group stuff, it ends up making me work on my solo stuff faster. It's like in the process of, of generating creativity with the group thing. It's like it makes my own ideas even clearer. How much time do you guys devote to non-musical things together? Or is it like outside out of mind when you're like not traveling or working?

You know, not nearly enough, but that's the thing too. I mean, we're all mid-40s. We all got like- Do you all live in the same- You live in the same city, but you know, different parts of the city. And we all make a living different ways. And so the vast majority of our time is devoted to doing what we got to do to eat. Because right now the group isn't paying none of our bills.

Got you. So it's that whole aspect to it too where I think we've certainly, to have already been friends, we've gotten closer doing this, but there's been some strife. Even with the low stakes sort of environment that we've been in, it's still, it's still. How do you make decisions when there is conflict? And what's a typical conflict? Like how many dates we can devote to touring or I don't like this beat. Oh, God, I don't like this beat is the, oh my God, I could run through that wall just thinking about how many difficult conversations we've had about trying to agree on beats.

And there is no, there's no compromise really on that. Because like if somebody, if you got three rappers and one of them does not like a beat, Do you know what they're going to do on that beat if they don't like it? Shit on the beat. Exactly. And it's not even going to be out of spite. It's just like if it's not making them feel the thing, then they're not going to bring that best to it. See, you got to do the Diller method.

Do you know how they made Fantastic Volume 1? So what is it? He just did drums. A high hat. A high hat. Just a high hat. And imagine what you think it would sound like. Literally a hi hat.

That's so wild to me. And they would just rhyme their ass off and then he would go and add the music later. See, that's the thing. we don't have a musical genius in the group. So go backwards, man. Go backwards. Go backwards. Well, that is a mini.

Hopefully more to come. And I think eventually this will probably wind up being its own platform. Never know. Where we check in with each other. Starting open my questions. There you go. There you go.

Checking in with open my questions. All right. See all later. Peace. Questlove shows a production of I Heart Radio. It's that time to put on your jersey and wave your flag, whoever you root for. Why do I watch the World Cup?

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and this is a... American football, a show about soccer culture in the U.S. and its underdog roots. Listen to American football on the IHeart Radio app, Apple Podcasts, or wherever you get your podcasts. Joy is essential and it's also elusive, but now there's a new and exciting way to start your journey toward a more joyful existence. Joy 101. It's a new podcast hosted by me, How to Coppe. If you're craving inspiration to maximize your joy, tune into these candid, uplift, and moving on-air chats. Open your free IHeart radio app.

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How's it going, boys? Hey, Niall. It's the same thing with Slow Hands. Slow Hands is not about anything else, really, is it? You know, or taste so good can be about food. You do the same, Nick, with some of the stuff that you've done. You too, Joe. Drop what you're doing and listen to Hey Jonas on the Iheart Radio app, Apple Podcasts, or wherever you listen to your podcasts.

Everyone sees me as a football player, but before anything else, I'm human. Every single day I'm still learning how to live with problems, mistakes, relationships, emotions ever since I was born. This isn't a normal podcast. Everything here is spontaneous, real and genuine, just honest conversations about what it means to be a lot. life. I'm Javier El Chicharito Hernandez and listen to Learning to Be Human on IHard Radio, Apple Podcasts, or whatever you get your podcast. What's up, fam? It's Isaiah Thomas. And I'm CJ Toledano. It's our favorite time of the year on our podcast point game, the playoffs. We're digging into the biggest surprises

of the season. And I'm looking back on some of my greatest playoff moments. If we didn't talk ever again, I was hungry. You just understood. That's how personal it got. Wow. Then after that game seven, Marquis keep coming to him. He's like, you know I love you, dog. You know, it's all love. This is. was just playoffs. This was just basketball. So listen to Point Game on the Iheart Radio app, Apple Podcasts, or wherever you get your podcasts. This is an IHeart podcast. Guaranteed Human.