Dazed and Confused (1993)
Richard Linklater's 1993 last-day-of-school 1976 ensemble. Affleck, McConaughey, Adam Goldberg breakthroughs.
Matthew McConaughey spent the 2000s in romantic comedies that made money and did nothing for him, then stopped taking them entirely and waited, which the press eventually named the McConaissance.
Killer Joe, Mud, Magic Mike and True Detective followed, and Dallas Buyers Club won him Best Actor after a substantial weight loss.
Interstellar and Dazed and Confused bracket the career, the latter giving him a supporting role he improvised much of, including the line about high school girls, which he has been asked about for thirty years.