This week, I’m joined by Alex Jacob — Jeopardy! Tournament of Champions winner and 2006 United States Poker Champion — to curate a playlist celebrating the best songs from 2000s movie soundtracks.

The 2000s marked a turning point for film soundtracks. As digital downloads and early streaming changed how we discovered music, soundtrack albums stopped being guaranteed cultural events — which made this the most challenging decade I’ve tackled in this movie soundtrack series. Still, the era delivered plenty of unforgettable moments where the right song met the perfect scene.

From alternative and indie standouts t ...