The Windbreakers: Time Machine (1982-2002)
While I try to avoid greatest-hits collections in this space, trying to maintain the integrity of albums as an art form, the LPs released by the band during their 1982-1991 run (subtitle of this collection notwithstanding) are largely out of print, if they ever saw CD release at all, and it's a great way to get your arms around the highlights of their output.
Kinda tough to pick favorites, as the whole album is comprised of favorites, but I've always been particularly struck by the delightful "New Red Shoes," a blend of jangle pop and Long Ryders-styled Americana; it's a hook-laden wonder. "You Never Give Up" is punchy garage-band new wave that calls to mind the Plimsouls; the gorgeous "Girl From Washington" is a sterling example of the harmonies that pervade their best songs; and there's a bang-up cover of Television's "Glory" (featuring Rain Parade). But really, if you're a fan of the genre and haven't heard the Windbreakers, pretty much every track here will have you scratching your head and wondering how that can be.
Bandleaders Tim Lee and Bobby Sutliff both went on after parting ways to release a number of solo power pop records, many of which are every bit as great as their work together (if lacking those sublime harmonies).
Here's an audio rip of "New Red Shoes":