
Parting from the course of extremely boring music theory classes and typical tabloids, The Generational Gap strives to compose not only a history of why music sounds like it does today (i.e. "why did they do that thing there and why do i like it?") and also includes nuanced discussions of band/artist drama and lore that still sends ripples through time...
# of Episodes
60970
Host
DJ Caitlin
First Aired
April 1st, 2005
Last Episode
April 1st, 2026

Previous broadcasts
The Great Sundae Waltz
Built To Spill, Lisa Ono, Vince Guaraldi, Ebony Loren, and more.
episode ate (8)
Thinking Fellers Union Local 282, AdriAnne Lenker, Yusef Lateef, Björk, and more.
The Heartline Highway
Frank & Tony, Air, The Field Mice, DJ Shadow, and more.
The South Got Something to Say
Andy Stott, David Kauffman, The Hollies, Portishead, and more.
Whatz Up Boston
Fleetwood Mac, Haywire Musiq, Jhef, Life Without Buildings, and more.
where everything was beautiful
Temple Of The Dog, All Time Low, Tim Simonec, Bush, and more.
Bugging Out
Broadcast, Pierce The Veil, Giles Corey, Sonic Youth, and more.
Wet My Whistle
Gorillaz, The Bangles, Björk, PinkPantheress, and more.
mixed goods
The Bangles, and more.
Tummy Hurts
Liam Harris, The Temptations, Blind Melon, Ann Peebles, and more.
The Educational Freedom Radio Show
Pete Seeger, Bill Withers, Duster, Horse Jumper of Love, and more.
report card: study music
Cortex, I:Cube, Massive Attack, Blue States, and more.
Earth worm radio
Bill Evans Trio, Starflyer 59, Mac DeMarco, Air, and more.
Anaglyph
Zero 7, Connan Mockasin, Melody's Echo Chamber, Beyoncé, and more.
Tongue Twister
Musiq Soulchild, Boards of Canada, Lord Finesse, dj honda, and more.
Regular Doctor No. 9
Gorillaz, Audrey Hobert, underscores, Slayyyter, and more.
liminal 7 (friendship)
joined by my best friend!
The Morning Clues
ACEtone, Car Seat Headrest, Damien Rice, Sparklehorse, and more.
randooom
Chapterhouse, Big Thief, The Cure, Phantogram, and more.
Steamroller
Washed Out, and more.
The Real Sunny D
Niños Del Cerro, Morphine, and more.
ARGENTINA
Boards of Canada, CA7RIEL & Paco Amoroso, Luca Prodan, Lo' Pibitos, and more.
Sound Atlas
Boards of Canada, Gustavo Cerati, and more.
Abby's Audio Hour!
iceage, The Hellp, Morphine, Sufjan Stevens, and more.
This is Not a Genre
AdriAnne Lenker, Burrrn, Drop Nineteens, Cameron Winter, and more.
SUPER SKI BANANZA WITH GUEST
SUPER SKI BANANZA..........
Music from the Doghouse
John Coltrane Quartet, The Smiths, David Bowie, Jeff Buckley, and more.
episode 4 for real; for real
The boys go to new mexico
Smurf Soup
American Football, Yo La Tengo, Pinback, Chapterhouse, and more.
A Protomammal's Guide to Connection
SOPHIE, David Byrne, Ian Mills, Daniel Rossen, and more.
New Discoveries in Gothic Rock
Little Nemo, the arch, Moev, The Grinning Plowman, and more.
GOTH IS DEAD
Moev, Hector Acosta "El Torito", Little Nemo, Life In Sodom, and more.
dream machine..
Blonde Redhead, POiSON GiRL FRiEND, The Japanese House, You'll Never Get to Heaven, and more.
The Outhouse
Starflyer 59, Kitty Craft, Yusef Lateef, Bryan Ferry, and more.
Got Rot?
Sara Bareilles, Madonna, Selena Gomez & The Scene, Cher Lloyd, and more.
Got Rot?
Wire, Hannah Montana, and more.
House Arrest
Enya, Ninajirachi, berryblue, beabadoobee, and more.
sub playlist 3/30
Strawberry Switchblade, Folk Bitch Trio, Crybaby, Wet Leg, and more.
Club Crash Outs
Folk Bitch Trio, and more.
Women? In My Incel Genre?
Sweet Pill, Camp Cope, The Front Bottoms, Remember Sports, and more.
i found you a poem
Billie Eilish, Mac DeMarco, Julia Jacklin, Courtney Barnett, and more.
Organic Matter
Racing Mount Pleasant, Blurred Hologram, Magnolia Electric Co., Suicide, and more.
A Weekly Katastrophe
Built To Spill, Boards of Canada, Cameron Winter, Elliott Smith, and more.
Indo Silver Club
Sweet Trip, Cinnamon, Fatboy Slim, Mk.gee, and more.
Indo Silver Club
Jeff Buckley, Basement Jaxx, Jai Paul, Vegyn, and more.
pirate radio
C-Clamp, Aphex Twin, Pot Valiant, Shallowater, and more.
winging it
girlpuppy, Esha Tewari, Eliza McLamb, lighthearted, and more.
sunburnt
Florist, Massive Attack, and more.
Popped for the People
Loudon Wainwright III, Animal Collective, Billie Marten, Sixpence None The Richer, and more.
Pages in Playlists
The Velvet Underground, Joy Division, Bobby Charles, Naomi Lewis, and more.
Pickled Beats
Bryan Ferry, Elliott Smith, Fleetwood Mac, Stina Nordenstam, and more.
ep. 7 - accidentally devastating
This week I let my favorite playlist shuffle and this is what came out of that! Of course we have all three members of boygenius, and of course it's all really sad music. I hope you enjoy this mix of everything that I love the most, including mostly indie pop!
WRBB 104.9FM Boston 3/30/26, 4:05 AM
Bill Evans Trio, Flotation Toy Warning, Björk, Duster, and more.
WRBB 104.9FM Boston 3/30/26, 3:00 AM
John Coltrane Quartet, Kevin Green, Vegyn, bar italia, and more.
Dark Classical.
Dj Spirit is actually a polymath and likes Classical music, so he plays it tonight.
Moth Hour
Slowdive, Drop Nineteens, Linda Perhacs, The Cure, and more.
Spring 2026 Show #6
Tortoise, Kurt Rosenwinkel, Tokyo Tea Room, Alvvays, and more.
snuffleupagus
Ida, Love Spirals Downwards, Rocketship, Unwound, and more.
Episode 6
Wes Montgomery, Jiro Inagaki and His Soul Media, plecto, The Gerry Mulligan Quintet, and more.
Cool for Cats
Herbie Hancock, Oscar Peterson Trio, Hank Mobley, Chet Baker, and more.
The Low Down
Antônio Carlos Jobim, Chet Baker, John Coltrane, Ron Carter, and more.
Yard Sale
Blood Orange, Talking Heads, Electrelane, Santigold, and more.
dancing!
Billen Ted, Starjunk 95, Boys Noize, JPEGMAFIA, and more.
Seasick Stereo
Solange, Ty Myers, Syd Matters, PinkPantheress, and more.
Don't Say Me!
Indigo Girls, Glee Cast, Dove Ellis, and more.
777
Disclosure, Phoebe Bridgers, Sparklehorse, Annika Bennett, and more.
Fresh Picked
Samia, and more.
Stim Stereo
Catfish and the Bottlemen, Horsegirl, Nothing But Thieves, Drop Nineteens, and more.
The Family Tree
Autumn's Grey Solace, Earth, Wind & Fire, HAEVN, Ramsey Lewis, and more.
Sisters Sowing Seeds
Radiohead, Mount Eerie, Jeff Buckley, Elliott Smith, and more.