Alex Winston - “Careless” (Official Video)

Alex Winston’s best single was “Sister Wife” off a 2011 EP of the same name. It’s what drew me into the New York-via-Detroit singer’s world, a weirdly catchy pop song about incest that was accompanied by this equally bizarre video. Winston manipulates her voice from bratty bubblegum to dramatic diva in one fell swoop, a quality that makes her songs endlessly fascinating even if they often follow pretty standard pop songwriting structures. Since that EP and her logistically troubled debut album King Con, she’s put out the one-off single “101 Vultures,”but now her second album is officially on its way. We premiered the lead single “Careless” back in December and it’s a pounding, urgent track that possibly vies with “Sister Wife” as my favorite Alex Winston song. She also shared the breathy, anthemic “We Got Nothing” a few months ago, and today, “Careless” gets an oddball video update: Winston in a senior center hanging out with much, much older men as they play chess, swim laps, and get their picture taken. The video was done by BANGS and directed by Allie Avital Tsypin.