- Nancy Clougherty - Self. Witness. Boston Latin School, Class of 1991
- Karen Sangregory - Self. Fmr. Guard, Isabella Stewart Gardner Museum
- Ed Mahony - Self. Reporter, Hartford Courant
- Patricia Vigderman - Self. Author, The Memory Palace of Isabella Stewart Gardner
- Ed Whelan - Self. Fmr. Massachusetts State Police (4 episodes, 2021)
- Robert Sikellis - Self. Fmr. Assistant Attorney General
- Steven Xiarhos - Self. Deputy Chief, Yarmouth Police Dept.
- Donna Reissfelder - Self. George Reissfelder's Sister-in-Law
- Brian T. Kelly - Self - Fmr. Federal Prosecutor, Boston U.S. Attorney's Office
- Pieter Roelofs - Self - Curator, Rijksmuseum
- David Nadolski - Self - Fmr. Special Agent, FBI
- Berry Welsh
- Nick Barnicle
- Colin Barnicle
- Linda Pizzuti Henry
- Julie Schapiro Thorman
- Rachel Koteen
- Jason Hill
- Eliott Taylor
Shelley Murphy interpreta a Self. Reporter, Boston Globe en la serie.
Anne Hawley hace el papel de Self. Director Emerita, Isabella Stewart Gardner Museum.
Dick Ellis hace el papel de Self. Fmr. Head Art & Antique Squad, Scottland Yard.
Martin Leppo interpreta a Self. Criminal Defense Attorney en la serie.
Tron Brekke interpreta a Self. Fmr. Section Chief, FBI Boston Office en la serie.
Myles Connor hace el papel de Self. Art Thief.
Stephen Kurkjian hace el papel de Self. Author, Master Thieves.
Justin Stratman hace el papel de Self. Boston Latin School, Class of 1990 / Witness.
Aaron Fannin hace el papel de Self. Fmr. Guard, Isabella Stewart Gardner Museum.
Nancy Clougherty hace el papel de Self. Witness. Boston Latin School, Class of 1991.
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