I'm just cutting and pasting what I wrote for my company newsletter (which a few comments added)....
Elton John – Live in Australia
My father listened to this CD all the time when I was little, so this disc brings up great childhood memories.
Deb Talan – A Bird Flies Out
A Boston native, Deb Talan has one of my favorite female singer-songwriters. The band (The Weepies) that she formed with her partner, Steve Tannen, is also fabulous.
Garden State Soundtrack
This disc rarely leaves my CD player.
The Wailin’ Jennys – 40 Days
I first heard these Canadian singer-songwriters on Prairie Home Companion and have been hooked ever since.
Bob Dylan – the entire collection
I probably couldn’t take it all on a desert island, but I can’t pick just one!
Billy Bragg & Wilco – Mermaid Avenue
I would probably name my desert island “Minor Key,” as a tribute to this album.
Calobo – Live at the Crystal Ballroom
I got hooked on his folk-jam-rock band from Oregon when I lived in Arizona. A song like “Funkytown Sea Journey” would be perfect to jam to on an island.
Gillian Welch – Time (The Revelator)
Another female singer-songwriter that I cannot live without. (Although her album Soul Journey is a very close second.)
Kate Rusby and Kathryn Roberts (self-titled)
This duo’s harmonies are haunting. Kate Rusby has one of the sweetest
voices I’ve ever heard.
Nickel Creek (self-titled)
A wonderful all-around collection of bluegrass tunes. I could listen to Chris Thile on the mandolin all day. (And I will marry him someday.

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Indigo Girls – Rites of Passage
It sounds like a greatest hits album, but it’s not. This has been one of my favorites for a long time. (AKAK, it's lesbian music, just for you!)
Johnny Cash – At Folsom Prison
I imagine a desert island would feel like a prison, so Johnny can give me a private concert.
Pink Floyd – The Wall
This CD cures my insomnia. I need it.