LEGENDS: A Podcast by All Day Vinyl

In this episode of the LEGENDS: Podcast by All Day Vinyl interviews legendary songwriter Philip Springer, the composer of the classic Christmas song "Santa Baby" for Eartha Kitt in 1953.

Springer recounts his start as a young pianist, his time in the Brill Building, and his early career in the Army playing with Tony Bennett for fellow GIs. He tells the story of writing "Santa Baby" with Joan Javits, the song's controversial reception, and how its popularity resurged after Madonna's 1987 cover.

The conversation also covers Springer's work with major artists like Eartha Kitt, Frank Sinatra, Judy Garland, and Cliff Richard, his ability to adapt during the rock revolution, and later pioneering work in electronic music and synthesizers, including teaching at UCLA. Springer’s daughter Tamara discusses her new documentary "More Than Santa Baby," discoveries in his catalog, and the film’s themes of perseverance, resilience, and late-life creativity.

This episode offers a rich overview of eight decades of music history through one songwriter's remarkable career — from Tin Pan Alley and pop standards to rock, film scores, and electronic innovation.

In this episode of the LEGENDS: Podcast by All Day Vinyl, host Scott Dudelson sits down with singer-songwriter Lee Michaels, writer/performer of the 1971 hit “Do You Know What I Mean.” Beyond that blue-eyed soul classic, Michaels built one of the most unconventional careers in music history.

A bona fide late-’60s/early-’70s rockstar, Michaels sold out major venues, scored chart success, jammed with Jimi Hendrix, shared bills with Led Zeppelin, and played a key role in the development of the San Francisco scene alongside bands like Jefferson Airplane and Moby Grape.

Burned out creatively, he walked away from the industry in the mid-’70s and reinvented himself—finding new success as a world class boxing manager, restaurateur and AI innovator, with stories from these times just as wild as his music years.  

Cameron Crowe devotes a full chapter to Michaels in The Uncool; this conversation digs deeper into a singular, surprising legacy that Crowe praised so heavily in his book. 

This episode contains personal stories and recollections shared by Lee Michaels and the views and accounts are based on his own historical remembrances. 

 

Special Thanks to Dylan Skye for recording this episode

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In this episode of LEGENDS: Podcast by All Day Vinyl, host Scott Dudelson sits down with Steve Wynn — singer-songwriter and founding member of The Dream Syndicate — to celebrate the 40th anniversary deluxe edition of their sophmore album Medicine Show.

Wynn revisits the band’s origins in early-1980s Los Angeles, tracing how punk energy and the Paisley Underground scene shaped their sound and the band’s first rehearsal at Dennis Duck’s house in 1982, which set the creative direction leading to their classic debut The Days of Wine & Roses.

The conversation dives deep into the making of Medicine Show after signing with A&M Records — from working with producer Sandy Pearlman and experimenting with slower, more dynamic arrangements to enduring five grueling months of recording that strained band relationships. Wynn reflects on the record’s darker, Southern-Gothic-inspired lyrics born from life on the road.

They also explore the band’s major tours (opening for U2 and touring with R.E.M.), lineup changes, near breakups, and eventual reunions that produced new albums and a revitalized modern lineup. Wynn opens up about the long legal battle to reclaim the Medicine Show masters, the 35-year reversion process that made this reissue possible, and what fans can expect from the deluxe box set — including remasters, live shows, rehearsal tapes, and rarities. He also explains why the original album remains unavailable on streaming despite the reissue.

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In this episode of LEGENDS: Podcast by All Day Vinyl, host Scott Dudelson sits down with multifaceted artist Lee Jaffe — close friend & former member of Bob Marley & The Wailers, producer of Peter Tosh’s groundbreaking album "Legalize It" and renowned visual artist.

Lee Jaffe takes us from his roots growing up in New York and the path that led him to a close friendship and working relationship with Bob Marley.

Our chat dives into this incredible journey  — attending the premiere of Jimmy Cliff's "Harder They Come" with Chris Blackwell, traveling the USA and Jamaica with The Wailers, recording harmonica on Bob Marley's Natty Dread album, taking iconic photos of the reggae legends of the 1970's and witnessing firsthand the creative magic and global rise of Reggae. He shares rare, behind-the-scenes stories from the studio, on the stage and unforgettable moments on the road with Bob Marley & The Wailers. 

Lee Jaffe also reveals how his close friendship with Marley and Tosh led to his role producing and taking the cover photo for Peter Tosh's legendary Legalize It album— and the unbelievable marijuana smuggling operation that helped fund the album’s creation.

Beyond reggae, he reflects on working with visionary artist Jean-Michel Basquiat and his latest book, Hit Me With Music: Roots, Rock, and Reggae, which captures these legendary moments through art and photography.

Lee Jaffee is an incredible storyteller with incredible stories and I hope you enjoy this episode as much as I enjoyed recording it.

In this episode of the LEGENDS: Podcast by All Day Vinyl, host Scott Dudelson sits down with Andy McCluskey, singer and co-founder of Orchestral Manoeuvres in the Dark (OMD), for a conversation that blends history, creativity, and reflection. Speaking on the heels of OMD’s recent 2025 U.S. tour and the 40th anniversary reissue of Crush, Andy offers an inside look at what it took for the band to break into the American market after years of reinvention.

Andy recalls the intense late nights recording Crush with producer Stephen Hague, and how the experimental chaos of Dazzle Ships led OMD to regroup and redefine their sound through Junk Culture and Crush. He details the band’s distinctive creative process—from tape loops and early samplers like the Emulator and Fairlight to the unique textures that shaped tracks like “Secret” and the Japanese-inspired title song.

Throughout the episode, Andy shares behind-the-scenes moments that shaped OMD’s legacy: writing “If You Leave” at the last minute for Pretty in Pink, the bittersweet radio life of “Secret,” and the political spark behind “88 Seconds in Greensboro.” He also reflects on OMD’s roots—early Liverpool gigs, lifelong friendships, and the art and imagery (including Edward Hopper’s influence on the Crush cover) that helped define their identity.

The conversation closes with a look ahead at OMD’s plans for future touring and new music—proof that even after four decades, Andy’s passion for innovation and melody remains as sharp as ever.

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