The
Sopranos will forever be instilled in the fabric of
culture. Its success and game-changing format was intrinsic to the success of
HBO and revitalised televisual drama forever. Without The Sopranos HBO would not have experienced the success it enjoys
today and we would not have shows like Game
of Thrones, Boardwalk Empire and True Blood. This successful model was
adopted by other networks like AMC, FX and Showtime who have given us Dexter, Mad Men, and Breaking Bad.
The Sopranos was the game
changer and revolutionalised television forever. Televisual drama is now
considered a valued art form akin to film thanks to the success of The Sopranos.
The series’ rich and compelling storylines
captivated audiences for 8 years and won a host of Emmys over its six seasons.
Tony Soprano is still one of the most fascinating characters in television
history but he was helped by a phenomenal supporting cast and smorgasbord of
scintillating guest stars. David Chase, the show’s creator and executive
producer recruited a multitude of familiar gangster actors over the series,
including David Proval (from Mean Streets),
Robert Loggia (from Scarface), Burt
Young (from Rocky and Once Upon a Time in America), Frank
Vincent (Goodfellas, Casino) and Steve Buscemi (Reservoir Dogs), to name but a few.
In this article we’ll look at host of
character actors and famous faces who guest starred on the show – some of which
before they became household names.
- Will Arnett
Episodes: ‘For All Debts Public and
Private’ & ‘No Show’, Season 4
That’s right – G.O.B. Bluth guest-starred
on The Sopranos. During Season 4,
Arnett appeared in two episodes as FBI agent Mike Waldrup. He was the husband
of Deborah – the FBI agent who befriends Adrianna as an undercover informant.
This of course is the beginning of an arc that has devastating consequences for
several characters. Arnett’s character has very little screen time and would be
completely forgettable was it not for his future success. Arnett was in the
early phase of his career where he had one off appearances on many television
dramas including Law & Order: Special
Victims Unit and Sex & the City
- despite being celebrated as a comedic actor. However, he would become a
household name the next year with the arrival of Arrested Development in 2003.
The cult classic gave us one of television’s most enduring doofuses – aspiring
magician George Oscar ‘G.O.B.’ Bluth. Imagine the comedic possibilities of a
G.O.B. interaction with Christopher or Paulie Walnuts. Something tells me the
Mafiosi wouldn’t have much time for one of the world’s worst magicians.
Arrested Development was cancelled in 2006 by FOX in a hail of controversy as
the show was a cult classic and one of the most critically acclaimed sitcoms of
all time. FOX was not enamoured with this cult following and cancelled the show
due to poor ratings. Arrested Development will miraculously and rapturously
return on May 26 on Netflix.
- Michael K. Williams
Season Three, ‘Army of One’

- Tobin Bell
Season Three: ‘Army of One’
‘Hello Mr. Soprano, I’d like to play a
game’. The infamous ‘Jigsaw Killer’ featured in the same episode as Williams
during season three. Tobin Bell, the man behind cinema’s most successful serial
killers of recent years shared a scene with Tony and Carmella Soprano. He plays
Major Zwingli, the dean of a military school that the Sopranos are
contemplating sending the troubled AJ to when he gets expelled from high
school. In fact the incident in question that spells this trouble for AJ
features another famous face (seen at the end of this list). Bell had
previously featured in small television roles in the likes of 24, Stargate
SG-1 and The West Wing. Bell
found his career defining role when James Wan cast him as the deviously
demented Jigsaw Killer in Saw and its
six sequels. To date, the Saw franchise
has grossed over $800 million at box offices worldwide and Bell has been the
franchise’s star. The genre revitalised by Saw
in the earlier 00’s was lampooned in The
Sopranos when Christopher decides to cash in on the torture porn craze with
his violent fantasy Cleaver. Although he doesn’t snare Tony and
Carmella in a vicious death trap – Bell retains his intimidating presence and
his raspy husky voice that made the Jigsaw Killer so endearing to horror fans.
- Nancy Sinatra & Frank Sinatra, Jr.
Final Season: ‘Chasing It’, Season Two:
‘The Happy Wanderer’
Among the principal cast of The Sopranos is Steven Van Zandt the
guitarist with Bruce Springsteen’s E Street Band. Van Zandt was cast on David
Chase’s love of music despite a limited acting background. Keeping with the
tradition of musicians on the show – these appearances are much more
interesting. The children of Ol’ Blue Eyes himself – Frank Sinatra appeared at
separate times as themselves over the series. Frank, Jr. features in Season Two
as a card player of the Soprano-run ‘Executive Game’. This is also the game
where Robert Patrick (the T-1000 of Terminator 2) bets his entire fortune and
loses it all. Nancy Sinatra, the singer of such hits as ‘Bang, Bang’ and ‘These
Boots Are Made for Walking’ appears in the final season at a party for the
newly crowned boss of New York Phil Leotardo (Frank Vincent). She even
interrupts a heated discussion between Tony and Phil brazenly asking: ‘you two
going home with each other?’ What is confounding is that the children of
Sinatra would continue to perpetuate their family’s connection to the Mafia.
Sinatra’s Mob connections allegedly coerced a Hollywood producer to cast the
singer in an Oscar winning role in From
Here to Eternity. This would serve as inspiration in The Godfather.
- Frankie Valli
Seasons Five & Six

- Hal Holbrook
Season Six: ‘The Fleshy Part of the Thigh’

- Sydney Pollack
Final Season: ‘Stage Five’
The Academy Award winning director of Out of Africa made a cameo appearance in
the final season. He plays Dr. Warren Feldman, a formerly reputed surgeon who
is serving time for the murder of his wife. He later befriends Johnny Sack
while advising him on his cancer treatment in prison hospital. Another prolific
director Peter Bogdanovich also had a recurring role as psychiatrist to
Lorraine Bracco’s Dr Melfi, who is titillated by the gossip of Mafia life. Dr
Feldman, despite his own transgressions, is another character who is fascinated
by Mafia figures. He is seen gushing over Johnny Sack’s Mafia stories and
descriptions of New York boss Carmine Lupertazzi. As well as directing such
films as Three Days in the Condor and
Tootsie, Pollack is also known from
starring roles in Michael Clayton and
in Stanley Kubrick’s Eyes Wide Shut.
Pollack always had a welcome naturalistic presence onscreen and this appearance
was his third last ever screen performance. This episode is also the last
appearance of Johnny Sack who dies of cancer. This unfortunately is mirrored by
the actor’s fate as Pollack died in 2008 after his own long battle with cancer.
- Annette Bening
Season Five: ‘The Test Dream’

- Paul Dano
Season Four: ‘Everybody Hurts’ & Season
Five: ‘All Due Respect’
The Ruby
Sparks star featured in two episodes during the fourth season as a friend
to AJ Soprano (Robert Iler). Dano didn’t display any of his intensity that
would later become evident in There Will
be Blood and Looper – but was a
geeky and spoiled rich pal of AJ’s whose friendship is based on Dano’s
obsession with The Godfather. He is
fascinated by the Sopranos’ various legitimate businesses which he assumes are
a front to the shady Mafia dealings. He even likens Tony’s base of operations,
the Satriale’s Pork Store, to Genco’s Olive Oil (where Vito Corleone operated
from in The Godfather). Dano had
already made a memorable debut performance alongside Brain Cox at aged 15 in
Michael Cuesta’s superb 2001 film L.I.E.
Here, Dano is barely recognisable from his powerful turn in L.I.E. and instead uses a geeky persona
that would become a staple of his career (see The Girl Next Door, Gigantic).
Three years later, Dano would break through to the mainstream with his role in Little Miss Sunshine as troubled
Nietzsche loving mute Dwayne. The film was a commercial and critical smash and
went on to win two Oscars in 2006.
- Lady Gaga
Season Three: ‘The Telltale Moozadell’
