WEBVTT

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Welcome in, everyone. We're so glad you're joining

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us today for a very special deep dive. Yeah,

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I am really excited for this one. Same here.

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Our mission for this session is singular, but

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the scope of it is just absolutely massive. Massive

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is the right word for it. Right. We are taking

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a single, incredibly rich Wikipedia article about

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a man known simply as the chief musician, and

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we are bringing his story to life. It's a story

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that really demands our full attention. I mean,

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the notes I've been making in preparation for

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this are bordering on chaotic. I saw you scribbling

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over there. Just trying to track the sheer volume

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of work this man produced over a half century

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is, well, it's a lot. I don't blame you at all.

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So for those of you listening, here are the parameters.

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We are diving deep into the life and legacy of

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Roland Alfonso. Who is also frequently credited

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as Rolando Alfonso, just to be clear. Right,

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Rolando Alfonso. We are talking about a foundational

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Jamaican tenor saxophonist. He was one of the

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key... visible architects behind the creation

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of ska, rocksteady, and reggae. Okay, let's unpack

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this. And just to establish exactly why you should

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care about this right off the bat, if you have

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ever tapped your foot to a reggae beat, or if

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you've ever, you know, nodded along to a two

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-tone ska revival track, you were literally listening

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to the echoes of Roland Alfonso. Absolutely.

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This deep dive is essentially a masterclass in

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how behind -the -scenes session musicians The

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folks whose names aren't in massive neon letters

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on the marquee actually build the genres we love

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from the ground up. So let's go back to the very

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beginning because his origin story really sets

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the stage for everything that follows. It does.

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Roland Alfonso wasn't actually born in Jamaica.

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He was born in Havana, Cuba on January 12th,

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1931. Yeah. He only came to Jamaica at the age

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of two, moving there with his Jamaican mother.

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And that Cuban connection, it might seem like

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just a minor biographical footnote, but it's

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actually a vital piece of his musical DNA. How

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so? Well, you have to consider the environment.

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Afro -Cuban rhythms, the clave, those complex

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polyrhythms, they were swirling all around the

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Caribbean at that time. Right, it was in the

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air. Exactly. Even if he moved at age two, those

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foundational rhythms were in the culture he was

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born into, and they inevitably found their way

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into his phrasing later on. But his formal entry

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into music happens under much more structured

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and, frankly, much tougher circumstances. Oh,

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absolutely. He ends up at the Stony Hill Industrial

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School in Jamaica. And that is where he first

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finds the horn. That's where he starts learning

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to play the saxophone. What's fascinating here

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is the sheer grind of his early career. Stony

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Hill wasn't some prestigious, polished conservatory.

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It was an industrial school. Right. A very different

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vibe. For a kid in that environment. An instrument

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wasn't just a hobby. It was a lifeline. It was

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a trade. By 1948, he left school entirely to

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join Eric Dean's orchestra. Wow. Just jumped

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right in. From there, he threw himself into the

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deep end of the working musician's life, hustling

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heavily through the hotel circuit. But wait,

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let me pause there. The hotel circuit in late

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1940s Jamaica, that's mostly playing for tourists,

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right? Yeah, largely. So it's a lot of calypso,

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maybe some imported American jazz or R &amp;B. Exactly

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that. You are playing to entertain a dining or

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dancing room. You learn to read a crowd, you

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learn stamina, and you learn how to blend into

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an ensemble. It is a grueling apprenticeship.

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I can imagine. Night after night of projecting

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your sound to the back of a noisy room. It's

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the ultimate gig economy. And it clearly sharpened

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him because it leads to his very first recordings

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as a member of Stanley Motta's group in 1952.

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Right. I really want to jump to 1956 because

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the source material highlights this incredibly

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tragic yet intriguing detail. He records for

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the legendary producer Clement Coxone Dodd for

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the very first time. Oh, this car hurts. It does,

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those early recordings. They were completely

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lost before they could even be mastered. It is

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a devastating detail. Imagine the emotional weight

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of that. You are a young, hungry musician. You

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finally get into a studio with a major producer

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like Dodd. You pour your absolute soul into the

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horn, you lay down the tracks, and the physical

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tapes just vanish into the ether before they

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ever see the light of day. But I have to push

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back on the industry side of this. In an era

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where studio time and magnetic tape were prohibitively

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expensive in Jamaica, how does a setback like

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a lost session not completely ruin his reputation

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with producers? That's a fair question. Why wasn't

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he just written off as bad luck? Because his

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live reputation was completely bulletproof. A

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lost tape is a financial hit for the producer,

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sure. But everyone in Kingston already knew Roland

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was the real deal. They'd heard him play. Exactly.

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He wasn't a studio creation. He was a stage veteran.

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They knew they just had to get him back in front

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of a microphone. And he certainly didn't let

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it stop him. Which brings us to 1958, where his

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career path takes a brilliantly quirky turn.

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I love this part. Roland becomes part of a stage

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act for a pair of comedians named Bim and Bam.

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And this traveling tour was sponsored by Macaulay

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Liquor. You really have to picture the spectacle

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of this. It's almost surreal. It really is. A

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traveling comedy troupe, effectively acting as

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a live touring commercial for a 1950s Jamaican

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liquor brand, with a world -class jazz prodigy

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providing the soundtrack. It sounds chaotic,

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but the source notes that the absolute highlight

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of this stage act, the thing that brought the

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house down, was Roland's dynamic cover of Louis

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Prima's Robin Hood. And that makes perfect sense

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if you think about what a comedy tour demands.

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How so? Well, comedians need a backing band that

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can catch every punchline, stop on a dime, vamp

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for time, and bring high -octane showmanship.

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Playing a Louis Prima cover isn't just about

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playing the notes. It's about energy. That makes

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total sense. That specific tour sharpened his

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live entertaining instincts to a razor edge.

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It was a massive career catalyst. That performance

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led directly to him becoming an in -house session

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regular for producers Clement Dodd and Duke Reed.

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He really leveled up. He goes from the comedy

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stage to the absolute center of the recording

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industry. By 1959, he takes a huge step forward.

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He joins a group called Clue J and his Blues

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Blasters. They were backing Dodd's sessions in

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a typical Jamaican R &amp;B style. Right. But the

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sources explicitly tell us he was doing much

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more than playing. He was acting as an arranger

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at many of Dodd's recording sessions. Let's actually

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dig into that. Because for an audience that knows

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music, the term arranger can mean a lot of things.

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True. In 1950s Jamaica, we aren't necessarily

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talking about a guy handing out pristine printed

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sheet music to an orchestra, right? Rarely. We're

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often talking about head arrangements. Head arrangements.

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Yeah, this means Roland is standing in a sweltering

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studio listening to a basic chord progression

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and then verbally or musically dictating the

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horn lines to the rest of the section. Just on

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the fly. Exactly. He's saying, you take the harmony

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here, we punch on the upbeat there. He is building

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the architecture of the sound right there in

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the room. It requires an encyclopedic knowledge

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of music theory and incredible leadership. And

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that architectural work ethic just explodes in

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1960. The sheer volume of his output that year

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is staggering. He is recording for Dodd, but

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he's also working with a whole roster of other

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producers. Everyone wanted him. Duke Reed, Lloyd

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the Matador Daly, King Edwards. And he isn't

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just playing the tenor sax anymore. No, he is

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expanding his arsenal. The sources note he was

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contributing alto saxophone, tenor saxophone,

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baritone saxophone, and even flute. Which, musically

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speaking, is not a minor detail. It is a massive

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physical feat. Switching from a baritone sax

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to a flute isn't like a guitarist switching from

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a stratocaster to an acoustic. Right. It fundamentally

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changes your entire embouchure. I'm sure. The

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way you shape your mouth and lips around the

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mouthpiece. A tenor or baritone sax requires

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massive driving lung capacity and a loose vibrating

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reed. A flute requires a hyper -focused, incredibly

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precise stream of air directed across a hole.

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Doing that back -to -back in a recording session

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requires elite physiological control. He was

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a one -man horn section, and he was hopping between

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all these vividly named bands, the Alleycats,

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the City Slickers, Aubrey Adams, and the Dewdroppers.

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Great names. You can practically hear the energy

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of the early 60s Kingston music scene just in

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the names of those groups. He was the common

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denominator in an entire ecosystem of musicians.

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He was the glue holding those sessions together.

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Here's where it gets really interesting. We hit

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the pivotal year of 1963. Roland spends a few

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months over in Nassau, Bahamas. Right. But when

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he returns, he helps create something absolutely

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legendary, the Studio One Orchestra. This was

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the very first session band at Clement Dodd's

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newly opened recording studio. The historical

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weight of this moment is profound. You have the

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best players on the island finally housed in

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a dedicated, state -of -the -art studio coalescing

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into a single, tight -knit unit. A supergroup,

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basically. Exactly. And it is this very band,

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the Studio One Orchestra, that soon adopts a

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new name, the Scatolites. Just saying the name

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Scatolize carries so much weight. It's also worth

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noting that just before this massive shift, in

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1962, there was a release called I Cover the

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Waterfront produced by Dodd that Alfonso was

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central to. That 1962 release is the perfect

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bridge. I Cover the Waterfront is a classic American

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jazz standard. Right. What Roland and the musicians

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were doing was taking that Tin Pan Alley melody,

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injecting it with R &amp;B influences, and placing

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it over a syncopated offbeat Jamaican rhythm.

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They were inventing the formula. Yes. The Scatolites

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then became the ultimate high horsepower engine

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for that fusion. They essentially codified ska.

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But the music business is always volatile and

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band dynamics are fragile. By August 1965, the

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Scatolites disband. Yeah. It is a startlingly

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short run for a group that fundamentally changed

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the trajectory of global music. It is short,

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but Roland's resilience is incredible. He immediately

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pivots. He forms a new group called the Soul

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Brothers alongside Johnny Dizzy Moore and Jackie

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Matu. And this timing is critical because the

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music itself was shifting beneath their feet.

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The frantic driving tempo of Ska was slowing

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down, giving way to rock steady. That's a huge

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transition. Now, we know the tempo slows down

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in rock steady and the bass line takes on a different

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role. But from your perspective, what does a

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horn player actually do with that extra space?

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It requires a completely different sensibility.

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In Ska, the horn... Horns are often driving the

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rhythm, playing these staccato, punchy stabs

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on the offbeat. Right, very aggressive. When

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you transition to rocksteady, the rhythm section,

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the bass and drums, takes over the heavy lifting.

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A horn player like Roland had to learn restraint.

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Restraint. He had to play more lyrically, fighting

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the pockets of space between the heavy bass lines

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to weave more melodic, soulful solos. It's about

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knowing when not to play. That restraint really

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defines the era. By 1967, the Soul Brothers evolve

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into the Soul Vendors, and we have to mention

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the 1968 release during this era, ABC Rocksteady.

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A classic. This one was produced by Sonya Pottinger,

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and Roland performed on it with the original's

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orchestra. It's a masterclass in that specific,

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spaced -out, soulful, rocksteady sound. As we

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move into the late 60s and early 70s, he takes

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on a slightly different role. He becomes the

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leader of the Ruinaires. The Ruinaires. Yeah,

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the resident band at a restaurant nightclub called

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The Ruins. In some ways, it's a return to his

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roots, that working band live entertainment grind

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he started with back in the hotel circuit. He

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was an entertainer at his core. But then an unimaginable

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hurdle appears. At just 41 years old, Roland

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suffers a stroke. If we connect this to the bigger

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picture, we really have to consider the severe

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physical toll of playing the saxophone. Right.

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You mentioned the embouchure earlier. We talked

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about lung capacity and embouchure. Playing a

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wind instrument at a professional level creates

00:11:53.320 --> 00:11:56.500
immense back pressure in the head and neck. For

00:11:56.500 --> 00:11:59.220
a horn player, a stroke isn't just a medical

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emergency. It's career ending. It is an absolute

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existential threat to their livelihood. It threatens

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their motor skills, their facial muscles, their

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breathing. At 41. nobody would have blamed him

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for stepping away from the microphone forever.

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It would have been a completely understandable

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retirement. But he didn't retire. The sheer willpower

00:12:17.460 --> 00:12:19.580
required for what happens next is staggering.

00:12:20.080 --> 00:12:23.879
He experiences a remarkably quick recovery from

00:12:23.879 --> 00:12:26.500
this massive neurological event. Not only does

00:12:26.500 --> 00:12:30.379
he recover, but by late 1972, he relocates completely.

00:12:31.149 --> 00:12:33.090
He moves to the United States to continue his

00:12:33.090 --> 00:12:35.389
craft. Huge move. He leaves the island where

00:12:35.389 --> 00:12:38.190
he built his legacy to start a totally new chapter.

00:12:38.450 --> 00:12:40.750
And he wastes absolutely no time once he gets

00:12:40.750 --> 00:12:44.830
there. Which leads us into 1973. After decades

00:12:44.830 --> 00:12:47.129
of being the chief musician behind the scenes,

00:12:47.289 --> 00:12:49.750
after arranging and playing on countless hits

00:12:49.750 --> 00:12:52.789
for other artists, Roland finally releases the

00:12:52.789 --> 00:12:56.179
very first album under his own name. The best

00:12:56.179 --> 00:12:58.659
of Rolando Alfonso. It was about time. And beautifully

00:12:58.659 --> 00:13:01.559
enough, it's released on the Studio One label.

00:13:01.759 --> 00:13:04.720
There's a deep poetic justice to that. The very

00:13:04.720 --> 00:13:07.080
label where he physically built the architecture

00:13:07.080 --> 00:13:09.779
of the sound is the one that puts out his first

00:13:09.779 --> 00:13:13.200
true solo record. Exactly. But the solo album

00:13:13.200 --> 00:13:15.100
didn't mean he stopped being a working musician.

00:13:15.379 --> 00:13:18.460
Throughout the 1970s, the 80s, and into the 90s,

00:13:18.480 --> 00:13:20.860
his hustle remained relentless. It's incredible

00:13:20.860 --> 00:13:23.279
to track his output during this period. He was

00:13:23.279 --> 00:13:25.320
a constant presence on Jamaican studio records,

00:13:25.519 --> 00:13:27.340
especially doing a massive amount of work for

00:13:27.340 --> 00:13:29.919
producer Bunny Lee. Yes. But he was also deeply

00:13:29.919 --> 00:13:32.340
embedded in the New York live circuit. In the

00:13:32.340 --> 00:13:35.039
late 70s and early 80s, he played regularly around

00:13:35.039 --> 00:13:37.259
New York with a band called Ja Malala. You have

00:13:37.259 --> 00:13:38.779
to think about what the New York reggae scene

00:13:38.779 --> 00:13:41.399
was like in the late 70s and early 80s. It was

00:13:41.399 --> 00:13:43.679
intense. It was gritty, it was highly competitive,

00:13:43.840 --> 00:13:47.120
and the music was evolving into heavy roots reggae

00:13:47.120 --> 00:13:50.509
in early dancehall. And here is Roland, an original

00:13:50.509 --> 00:13:54.529
architect of 1960s ska, seamlessly adapting his

00:13:54.529 --> 00:13:56.909
style to fit the modern sounds of Brooklyn and

00:13:56.909 --> 00:13:58.950
the Bronx. And he's dropping his own albums all

00:13:58.950 --> 00:14:00.889
the while. The sources highlight several key

00:14:00.889 --> 00:14:04.309
releases. King of Sax comes out in 1975 on Studio

00:14:04.309 --> 00:14:06.649
One. Then you have Brighter Shade of Roots in

00:14:06.649 --> 00:14:09.950
1982, produced by Bunny Lee. Both incredible

00:14:09.950 --> 00:14:13.570
records. And Roll On in 1984, which was released

00:14:13.570 --> 00:14:16.429
on the Wacky's label and produced by Lloyd Barnes.

00:14:16.629 --> 00:14:19.029
The Wacky's label is legendary. for its deep,

00:14:19.049 --> 00:14:22.149
dub -heavy New York sound. The fact that Roland

00:14:22.149 --> 00:14:24.309
Alfonso was laying down horn tracks for Lloyd

00:14:24.309 --> 00:14:27.389
Barnes in 1984 proves his absolute versatility.

00:14:27.610 --> 00:14:30.049
He never got stuck in the past. And his home

00:14:30.049 --> 00:14:32.230
country certainly recognized that ongoing cultural

00:14:32.230 --> 00:14:35.610
impact. In 1977, the Jamaican government awards

00:14:35.610 --> 00:14:37.330
him the Officer of the Order of Distinction.

00:14:37.549 --> 00:14:39.970
Well -deserved. He wasn't just a popular session

00:14:39.970 --> 00:14:41.669
player anymore. He was officially recognized

00:14:41.669 --> 00:14:44.580
as a national treasure. That institutional recognition

00:14:44.580 --> 00:14:47.100
coincided with a period where he started touring

00:14:47.100 --> 00:14:50.100
the U .S. much more frequently. And then, in

00:14:50.100 --> 00:14:53.399
1983, a massive full circle moment occurs. Oh,

00:14:53.419 --> 00:14:55.700
this is huge. The Scatolites, the foundational

00:14:55.700 --> 00:14:59.360
band that disbanded back in 1965, finally reform.

00:14:59.799 --> 00:15:02.159
For the fans who were following the two -tone

00:15:02.159 --> 00:15:05.740
ska revival in the late 70s and early 80s, having

00:15:05.740 --> 00:15:07.940
the original skatolites back together must have

00:15:07.940 --> 00:15:10.480
been a revelation. It was magic. And they weren't

00:15:10.480 --> 00:15:12.340
just playing as a nostalgia act, right? They

00:15:12.340 --> 00:15:15.220
embarked on constant, rigorous touring all over

00:15:15.220 --> 00:15:18.379
the world. Exactly. And musically, they weren't

00:15:18.379 --> 00:15:20.700
the same young men who recorded at Studio One.

00:15:21.059 --> 00:15:24.080
They brought decades of seasoned jazz chops and

00:15:24.080 --> 00:15:27.120
life experience to those reunion shows. The sound

00:15:27.120 --> 00:15:29.720
matured. The improvisations were deep. The Interplay

00:15:29.720 --> 00:15:32.460
was more complex. Roland was back with his musical

00:15:32.460 --> 00:15:35.120
family doing what he did best, but with the wisdom

00:15:35.120 --> 00:15:38.039
of an elder statesman. But the reality of a rigorous

00:15:38.039 --> 00:15:40.279
touring schedule eventually leads us to the final

00:15:40.279 --> 00:15:43.059
chapter of his story. And it is a chapter that

00:15:43.059 --> 00:15:45.779
is both deeply tragic and remarkably poetic.

00:15:46.139 --> 00:15:49.700
We are in the late 90s now. Roland is in his

00:15:49.700 --> 00:15:52.440
late 60s, still playing, still touring the globe.

00:15:52.740 --> 00:15:56.299
On November 2, 1998, he is doing what he loved

00:15:56.299 --> 00:15:59.419
most. He is on stage during a show at the Key

00:15:59.419 --> 00:16:02.100
Club in Hollywood. And right there. Mid -performance,

00:16:02.519 --> 00:16:04.899
he suffers a burst blood vessel in his head.

00:16:05.039 --> 00:16:07.659
It's a devastating moment. Following that collapse

00:16:07.659 --> 00:16:09.940
on stage, he was immediately taken to Cedars

00:16:09.940 --> 00:16:12.220
-Sinai Medical Center in Los Angeles. Right.

00:16:12.320 --> 00:16:14.500
He suffered a second burst blood vessel and spent

00:16:14.500 --> 00:16:17.000
four days in a coma. He ultimately passed away

00:16:17.000 --> 00:16:20.789
on November 20, 1998. He was 67 years old. The

00:16:20.789 --> 00:16:22.389
fact that his final moments of consciousness

00:16:22.389 --> 00:16:25.590
were spent on stage holding the saxophone speaks

00:16:25.590 --> 00:16:28.029
volumes about his dedication. It really does.

00:16:28.210 --> 00:16:30.070
We talked earlier about the immense physical

00:16:30.070 --> 00:16:32.330
pressure of playing the horn and how a stroke

00:16:32.330 --> 00:16:35.269
nearly ended his career at 41. To have it ultimately

00:16:35.269 --> 00:16:37.210
catch up to him in the form of a burst blood

00:16:37.210 --> 00:16:39.950
vessel while performing, he quite literally gave

00:16:39.950 --> 00:16:42.409
his life to the music. So, what does this all

00:16:42.409 --> 00:16:45.210
mean? When we look back at the life of the chief

00:16:45.210 --> 00:16:48.730
musician Roland Alfonso, we see a Cuban -born...

00:16:49.039 --> 00:16:51.879
Jamaican -raised prodigy. He took an education

00:16:51.879 --> 00:16:54.460
from an industrial school and turned it into

00:16:54.460 --> 00:16:57.519
a globe -spanning, genre -defining legacy. An

00:16:57.519 --> 00:17:00.399
unbelievable legacy. He survived lost master

00:17:00.399 --> 00:17:03.659
takes, severe medical emergencies, the constantly

00:17:03.659 --> 00:17:06.319
shifting tides of the music industry, and international

00:17:06.319 --> 00:17:09.619
relocations, simply to keep playing his instrument.

00:17:09.960 --> 00:17:12.910
If you synthesize this incredible journey, The

00:17:12.910 --> 00:17:15.250
defining characteristic of his life is profound

00:17:15.250 --> 00:17:18.569
adaptability. Adaptability. He moved effortlessly

00:17:18.569 --> 00:17:21.910
from the polite hotel calypso of the 40s to Jamaican

00:17:21.910 --> 00:17:24.630
R &amp;B to driving ska to the lyrical restraint

00:17:24.630 --> 00:17:27.109
of rocksteady and into heavy reggae and dub.

00:17:27.309 --> 00:17:30.049
He played tenor, alto, baritone, and flute across

00:17:30.049 --> 00:17:32.690
dozens of bands, acting as the arranger and the

00:17:32.690 --> 00:17:34.609
quiet architect of the sound. He did it all.

00:17:35.150 --> 00:17:37.329
His life is the ultimate proof that music history

00:17:37.329 --> 00:17:39.309
isn't just driven by the glamorous frontman.

00:17:39.410 --> 00:17:41.670
The real foundation of music history is built

00:17:41.670 --> 00:17:43.890
by the relentless working class session players.

00:17:44.109 --> 00:17:46.509
They are the absolute foundation of the house.

00:17:46.970 --> 00:17:49.589
You might admire the lead singer, but Roland

00:17:49.589 --> 00:17:53.150
Alfonso built the walls, the floor and the roof.

00:17:53.369 --> 00:17:55.490
This raises an important question. I'm listening.

00:17:55.650 --> 00:17:58.009
When you look at the landscape of music creation

00:17:58.009 --> 00:18:02.160
today, we are in an era. dominated by AI -generated

00:18:02.160 --> 00:18:05.099
beats, algorithmic loops, and bedroom producers,

00:18:05.319 --> 00:18:08.099
where the session musician is practically a laptop.

00:18:08.380 --> 00:18:10.299
It's a very different world. But it makes you

00:18:10.299 --> 00:18:13.180
wonder, will we ever have another architectural

00:18:13.180 --> 00:18:17.339
genius like the chief musician? Or has the era

00:18:17.339 --> 00:18:20.640
of the working -class physical horn player sweating

00:18:20.640 --> 00:18:23.700
it out in a sweltering studio to invent a new

00:18:23.700 --> 00:18:27.150
genre officially been retired? That is a fascinating

00:18:27.150 --> 00:18:29.630
and slightly haunting thought to leave on. Are

00:18:29.630 --> 00:18:31.490
we losing the human architecture of music? I

00:18:31.490 --> 00:18:33.289
highly encourage you, the listener, to mull that

00:18:33.289 --> 00:18:35.470
over next time you hear a synthesized horn section

00:18:35.470 --> 00:18:37.750
on a track. Thank you so much for joining us

00:18:37.750 --> 00:18:39.589
on this deep dive into the incredible life of

00:18:39.589 --> 00:18:41.809
Roland Alfonso. Keep seeking out those hidden

00:18:41.809 --> 00:18:43.710
stories, keep listening for the background notes,

00:18:43.809 --> 00:18:46.069
and most importantly, stay insanely curious.
