The Sopranos
Chasing It
TV Flash files “Chasing It” as hour 81 of 86 in the TV Flash guide — The Sopranos (1999–2007) on HBO, season 6, episode 16, aired 2007-04-29, 52 min.
From the desk
How this hour is filed
This leaf is S06E16: listed hour 81 of 86 in the The Sopranos guide, hour 16 of 21 in season 6. It aired 2007-04-29 (52 min). The listed hour before it is “Remember When” (S06E15). Next is “Walk Like a Man” (S06E17).

Catalog log
Broadcast listing — not a TV Flash recap.
At the Borgata Casino, Tony decides to let it ride after winning at roulette. Tony loses everything he'd won, and then some, on 23. Meanwhile, Vito Jr. is going through a rebellious phase. Tony asks Phil to talk to Vito Jr. Phil grudgingly agrees. AJ proposes to Blanca over a nice dinner, promising her that he will rise from pizzeria night manager to restaurant chain owner in no time, and coaxes a "yes" out of her. At the Puerto Rican day parade, Blanca meets up with AJ and returns his engagement ring, telling him she just doesn't feel it.
Viewer FAQ
Where does Chasing It sit in the The Sopranos guide?
S06E16 is listed hour 81 of 86 — hour 16 of 21 in season 6, season 6 episode 16.
When did The Sopranos S06E16 air?
Chasing It aired 2007-04-29 and is listed at 52 minutes.
Do I need every dream sequence?
You need to watch them. You do not need a forum decoder ring. The dreams are the show thinking, not a puzzle box with a prize. If you skip them you skip the interiority that separates this from a handsome crime series.
In the series
Why this series still plays
Because the antihero era's founding novel still interrogates the appetite it feeds: therapy as structure, family as co-author of harm, and a last cut that treats the audience as a hungry party rather than a customer owed a souvenir.
The first useful image is not a gun. It is a man in a waiting room. The Sopranos opens, January 10, 1999, on Tony Soprano seeking psychiatric help after collapsing at a family gathering, and the century's novel learns to breathe on Sunday night cable. David Chase did not invent the gangster. He invented a structure that would not let the gangster be only a gangster: family as co-author of harm, New Jersey mundanity in the same frame as violence, dreams that are not Easter eggs so much as the show thinking out…
Filed against
- James Gandolfini as Tony Soprano
James Gandolfini made Tony Soprano the switch that flipped prestige TV on — therapy, violence, and a cut-to-black the culture still litigates in group chats. Vulnerability under mob armor redefined the antihero. Casting wars and…
- Edie Falco as Carmela Soprano
Edie Falco's Carmela Soprano is why The Sopranos is literature with better lighting, not a crime blotter with prestige cameras. Family as co-author of harm, New Jersey mundanity beside the cut to black. TV Flash files her as the series'…
- Lorraine Bracco as Dr. Jennifer Melfi
Lorraine Bracco’s Dr. Jennifer Melfi is the waiting-room thesis of The Sopranos — the psychiatrist who made HBO’s mob novel sit still long enough to be interrogated. Six seasons flipped prestige TV on with a boss in therapy; she is the…
- Michael Imperioli as Christopher Moltisanti
Michael Imperioli’s Christopher Moltisanti is The Sopranos’ nephew as succession crisis — appetite, scripts, and a crew that treats family like a job title. HBO’s founding antihero novel needed an heir who could be funny, vicious, and…
- Tony Sirico as Paulie Gualtieri
Tony Sirico’s Paulie Gualtieri is The Sopranos’ crew as a haircut with a gun — six HBO seasons that flipped prestige TV on, a psychiatrist’s waiting room as thesis, consequence that sticks, a cut to black the culture still litigates. On…
- Steven Van Zandt as Silvio Dante
Steven Van Zandt’s Silvio Dante is The Sopranos’ consiglieri as a hangover in a tracksuit — six HBO seasons that flipped prestige TV on, consequence that sticks, a cut to black the culture still litigates. On TV Flash he is crew weather:…