John Cusack's head shape, hairline, and general Cusackian nature are a fine place to start on our quest for Vinny Del Negro. However, to achieve Vinny's hangdog look we need to go elsewhere. Thankfully, that's what we have Luke Wilson for. His sad, soulful eyes, prominent jowls, and thick eyebrows help make Vinny truly Del Negro.
So basically, if Vinny Del Negro weren't a professional basketball coach, he'd be a sad sack leading man. Considering his coaching prowess and record, that's not too far-fetched.