Music writer and author Tim Cain joins the Illinois Drifter Podcast to talk about a recent Steely Dan tribute show at Danenberger Family Vineyards — the Brooklyn Charmers — and dive deep into Tim's books and his famous Beatles song rankings list, which will be the subject of his next book.
Justin and Tim revisit their long history — from newsroom colleagues to shared music obsessives. We break down what was great about the Brooklyn Charmers, what wasn't, why Steely Dan rules, and how personal experience shape the way we experience music — a theme for both of us in our content.
Think of Tim and Justin as the Velvet Underground of music writing: They don't necessarily have a lot of readers, but those who do read them want to start their own Substack.
⏱ Episode Timeline
00:16 – Intro: meeting Tim Cain & early music influence
02:40 – The Mark Lewisohn Beatles book story
03:27 – Bringing Tim on/relationship background
03:50 – Steely Dan tribute show setup (Brooklyn Charmers)
04:52 – Danenberger venue first impressions
05:23 – The “dogs at the show” experience
06:19 – Crowd size, vibe & Central Illinois unpredictability
07:23 – The Brooklyn Charmers breakdown (Colin Paterik/Survivor connection)
08:49 – How well the band recreates Steely Dan’s sound
09:44 – Musicianship: guitars, sax & overall band performance
10:52 – Criticism: bass too loud/too busy
12:10 – Guitar work & subtle performance strengths
12:41 – Setlist discussion begins (“Night by Night” opener)
13:11 – Tribute band philosophy: deep cuts vs hits
14:10 – Pink Floyd tribute tangent (when it doesn’t work)
16:24 – First set highlights & overall performance feel
18:04 – Playing Aja live & complexity of Steely Dan music
19:38 – Favorite Steely Dan albums & catalog discussion
20:58 – Evolution of Steely Dan’s sound over time
22:31 – Jammy ending & live interpretation vs original band
23:21 – Wrapping show thoughts/social media tangent
24:18 – Classic rock’s staying power & generational appeal
25:43 – Music in commercials & cultural recycling
26:11 – Tim Cain as an author (book discussion begins)
28:33 – How Can You Not Hear That & writing about music
30:25 – The second book & Beatles list origin
33:20 – Bands left off (Buzzcocks, Easybeats)
34:11 – Beatles ranking project discussion
36:19 – Ranking controversy & why lists work
38:23 – Favorite Beatles songs & changing perspectives
39:40 – “Hey Jude” conversation & re-evaluation
42:10 – Timeline for new book
42:48 – Outro
📚 Tim's Books
Here are Amazon links to buy Tim Cain's books:
Decatur Celebration: A History of the World's Fair of the Prairie
How Can You Not Hear That?
How Can You Listen to That?
✅ Check out
👉 Find everything Brooklyn Charmers at brooklyncharmers.com and on Facebook.
👉 For more on Danenberger Family Vineyards, including upcoming shows, go to: danenbergerfamilyvineyards.com or their Facebook page.
🎵 Music Credit
Thank you to Nomad Planets for use of their songs:
“We Can Settle This at Sunrise” (theme)
“Sweet Vermillion” (bumper music)
You can purchase their album Outside Abiquiu here:
https://nomadplanets.bandcamp.com/album/outside-abiquiu
This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit illinoisdrifter.substack.com