Syd’s guitar playing
In my opinion Syd is a very mediocre guitar player technically speaking, however he was experimental and distinctive which can count for a lot more than technical ability.
I seem to recall that David Gilmour was given a bit of stick when he joined the band for “trying to sound like Syd” but it was actually David who had taught Syd much of what Syd knew about playing the guitar. Gilmour is also no technical genius, he openly admits his fingers are slow and so he tries to work to his strengths which is a sense of melody, space, and an ability to compliment the music. I do find that when Gilmour is being experimental with his guitar, such as the whale sounds in Echoes, it sounds a hell of a lot more musical than when Syd was getting out there.
The Band Members
The five main members of Pink Floyd each have strengths and weaknesses that compliment each other in a big way.
Syd
The problem (and strength) with Syd Barret is that he was pretty good at writing 60s pop tunes with a touch of weird. That was great in the 60s but that sound did not date well, the production values and feel of the music has just become incredibly dated and so it’s hard to listen to it in the way you would had you been hearing it for the first time in the 60s.
Roger
Water’s on the other hand could write lyrics. He’s not the best lyric writer out there, but he’s the best PF had after Syd got kicked out, and he didn’t seem to suffer from writer’s block, he had an opinion and he was able to put it into words. But musically he’s weak. His bass playing is simple and uninspired and a lot of his work has pretty weak music in general. You get the feeling that much of his solo music, either under his own name or written by him and performed by PF, is just a vehicle for his lyrics.
David
Then there’s David Gilmour. Some would say “boy you were lucky mate, to get into Pink Floyd when you did”, but I think Pink Floyd would have gone nowhere without him, Pink Floyd were lucky to get him. Gilmour is proof that there is a lot more to playing a musical instrument than being able to fit lots of notes into a bar. He has a good ear for the over all sound of the musical piece and he can play something that compliments the music. If Roger Waters is the “Voice of Pink Floyd”, then along with Rick Wright, David is the music of Pink Floyd. He can also sing which is more than can be said for Roger. Unfortunately he’s probably only written a few good lyrics in his life and he knows it which is why you see so many different writing credits on the Gilmour lead albums. Gilmour is reticent and doesn’t relish pouring his heart out onto paper, that’s what his guitar is for.
Rick
Which brings me to Rick. By all accounts he was a bit of a pain in the arse, flakey, and unreliable when it came to writing music. But he had a great sound and nice ear for chords. David Gilmour has attributed Rick as being the most responsible for the sound of Pink Floyd. The layers of keyboards and synths providing the canvas for the other players to paint on if you like. You can hear it in the difference between A Momentary Lapse of Reason and the Division Bell, regardless of which you like or don’t like, the Division Bell sounds a lot more like Pink Floyd due to the presence of Rick Wright. A stand out example is Wearing the Inside Out.
Nick
Nick Mason was the right drummer at the right time. He found himself playing with a bunch of guys who were no virtuosos and for much of their career, didn’t make any great demands of him. He has a nice lazy playing style that fits in very well with the music the other guys were creating. He also has a great groove beat that he used to good effect in part of Echoes and on Pigs from Animals. On the other hand he couldn’t cope with relatively simple beats on some songs and they had to use a session drummer. I think Two Suns in the Sunset is one of those songs.
Conclusion
Seeing the guy’s strengths as I’ve laid out above it should come as no surprise that their best work came when they were working well together. When Roger was writing interesting lyrics, Rick was laying the musical foundations, David was adding musicianship, and Nick keeping up on the drums. No surprises then that in my opinion their best songs and albums have all of their names in the credits.
Water’s lack of commercial success
I think this also partly explains Roger Water’s relative lack of success under his own name, even when playing Pink Floyd songs. Sure part of it is simply that the name Pink Floyd is way bigger than any of the band members, but also when Roger Waters fronts a band playing Pink Floyd they sound like a cover band. With out Gilmour’s guitar and Wright’s keyboards the Pink Floyd sound, which is what many people like, is not there. I watched Comfortably Numb from one of Roger’s concerts the other day on YouTube. The verses sounded great with Roger singing, but the choruses and guitar solos really missed Gilmour’s voice and guitar (sorry Doyle Branham II.)
Closing thoughts
I like the music from all the eras to some extant but I find the Syd stuff to be much harder to listen to. If I’m in the right frame of mind I can enjoy it, but sometimes it’s just unlistenable to me. There are a few that I always like, the more poppy ones I suppose, like See Emily Play. I really like the early post-Syd stuff like Ummagumma, More, Meddle etc. Though I find some of the individual contributions on Ummagumma to be unlistenable (particularly Nick Mason’s.) On the other hand I think Gilmour’s The Narrow Way is brilliant, it introduced me to that trippy acoustic guitar overlaid with slide guitar sound that is present in a more mellow way on A Pillow of Winds. To the poster who asked, Syd did not feature on Ummagumma but one of his songs did (Astronomy Domine.) Syd only played on The Piper at the Gates of Dawn and a little bit on A Saucer Full of Secrets.
Personally I think Obscured by Clouds is an under-rated PF album. It was a bit of a departure for them in that some of the tunes rock out a bit more and tended more toward short pop songs. The stand out track for me is Childhood’s End, I love songs where Gilmour gets a bit gritty with his vocals. I’m also a sucker for a nice chord progression and I think Rick Wright’s Stay is fantastic.
I think over all The Dark Side of the Moon is a better album than Meddle, but mainly because it is very consistent. There aren’t any weak songs on DSotM like there are on Meddle, but there also aren’t any as good as Echoes either.
Well that’s my take and I haven’t really touched on the 70s at all. I used to be a big Pink Floyd fan but I’ve grown away from it a bit now. For a long time they were the only band that I could almost guarantee that I’d like every song on an album. I could just put one on and listen to it from start through to finish.