The English class cheat code
Richard III is a brutal play to read cold. Everyone is named Edward, Richard, or Henry, half the characters are plotting to murder their own nephews, and the opening monologue drops you straight into the middle of the Wars of the Roses.
Pacino knows this, which is why Looking for Richard works so well as a companion piece. Whenever the plot gets muddy, the documentary stops dead. Pacino and his co-producer Frederic Kimball literally sit around arguing about the family tree, drag in Oxford scholars to explain the history in plain English, and then cut straight to the costumed scene so you can see the payoff. You see Alec Baldwin, Winona Ryder, Estelle Parsons, and Aidan Quinn working through the scenes in street clothes first, finding the rhythm, before stepping into the gothic lighting.
How it holds up
The WISE score takes a hit on pure watchability because this is aggressively 1990s. The kinetic handheld camera work, overlaps of talking heads, and street interviews feel like an artifact from another era, and a kid who isn't already bought into the premise will tune out fast.
If you're trying to get a middle-schooler or reluctant high-schooler into Shakespeare for the first time, Baz Luhrmann's Romeo + Juliet (also 1996) or a live stage recording moves much faster. Save Looking for Richard for the kid who likes seeing how the sausage gets made, or watch it together the weekend before their English class starts the play.