The Canadian public largely understands reconciliation as the harmonization of Indigenous–settler relations for the benefit of the nation. But is this really happening? Reconciliation politics can work counter to retributive justice. The Theatre of Regret asks whether – within the contexts of settler colonialism – the approach to reconciliation will ultimately favour the state over the needs and requirements of Indigenous peoples. Interweaving literature, art, and other creative media throughout his analysis, David Gaertner questions the state-centred frameworks of reconciliation by exploring the critical roles that Indigenous and allied authors play in defining, challenging, and refusing settler regret.