Song of the Day #3,316: ‘Step Inside This House’ – Lyle Lovett vs. The Beatles

Here we are, at the last matchup in Round Three of Montauk Madness. Things are moving fast now; we’ll be down to the final eight artists next week.

This battle might seem like a laugher in the broader world, but around these parts I expect it will be a nail-biter. Lyle Lovett vs. The Beatles. Lovett got here by dispatching Elliott Smith with 89% of the vote in Round One before winning a tighter match against Bruce Springsteen (63/38). The Beatles unanimously defeated Shakira then toppled Ben Folds with 80%. This matchup will be the first real test of the Fab Four. Continue reading

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Song of the Day #3,315: ‘Baltimore’ – Randy Newman vs. Fiona Apple

Round Three of Montauk Madness should be the most difficult yet, and this matchup certainly fits the bill. Two piano-playing singer-songwriters from different generations, both comfortably outside the mainstream. Randy Newman vs. Fiona Apple.

Newman defeated Adele with 90% of the vote in Round One, then The Rolling Stones with 89% in Round Two. Apple took down Dar Williams 80/20 in the first round before winning a tougher contest (60/40) against Brad Paisley.
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Song of the Day #3,314: ‘The Way You Make Me Feel’ – Michael Jackson vs. Elvis Costello

Kicking off the final week of Round Threee of Montauk Madness is a showdown between two very different musical legends, Michael Jackson and Elvis Costello.

Jackson made his way here by defeating Belle & Sebastian with 86% of the vote and then easily winning the Motown Showdown with Stevie Wonder, 77-23. Costello bested Carly Rae Jepsen with 67% in Round One and John Mayer with 83% in Round Two. This will be his toughest competition yet. Continue reading

Song of the Day #3,311: ‘Tim McGraw’ – Taylor Swift vs. Simon & Garfunkel

Closing out the week with the fifth Round Three matchup in Montauk Madness, we have the odd pairing of Taylor Swift vs. Simon & Garfunkel.

Swift defeated a couple of celebrated veterans to get here, dropping David Byrne with 88% of the vote in Round One and Tom Petty with 72% in Round Two. Simon & Garfunkel defeated Rufus Wainwright with 80% in Round One and Prince with 64% in Round Two. That’s an impressive batch of artists left in the wake of these two contenders. Continue reading

Song of the Day #3,310: ‘Harborcoat’ – R.E.M. vs. Bob Dylan

Ah, here we have my first truly difficult Round Three pick in Montauk Madness. R.E.M. vs. Bob Dylan. Two acts I’ve loved and obsessed over since the tenth grade.

R.E.M. got here by unanimously defeating Stew in Round One then winning a surprisingly tight contest against Rihanna with just 55% of the vote. Bob Dylan had an easier path, besting Miranda Lambert with 78% then Eminem with 89%. I’m still pissed the random sorting put Lambert in that position. Continue reading

Song of the Day #3,309: ‘Sky High’ – Ben Folds Five vs. Counting Crows

Our next third round matchup in Montauk Madness pairs up a couple of 90s alternative bands: Ben Folds Five and Counting Crows.

Ben Folds Five leaves a pair of indie acts in its wake, having defeated Aimee Mann in Round One with 60% of the vote and Vampire Weekend in Round Two with 75%. Counting Crows enjoyed a unanimous victory against Morrissey in Round One before taking down the legendary David Bowie with 63%. Continue reading

Song of the Day #3,308: ‘American Tune (Live)’ – Paul Simon vs. Lucinda Williams

Our next Montauk Madness matchup pairs off a couple of celebrated veteran singer-songwriters, Paul Simon and Lucinda Williams.

Simon dispatched Elton John in Round One and had an even easier time knocking out Sting in Round Two, with 90% of the vote. Williams faced off against a couple of indie acts, topping Garbage in the first round and picking up 71% to defeat The Shins in Round Two. Continue reading