The Last Wiseguys: Saying Goodbye to Hollywood's Greatest Mafia Generation

By Chris M. Forte

There was a time when you couldn't think of a Mafia movie without immediately picturing the same unforgettable faces.

A sharp suit.

A gold pinky ring.

A cigarette hanging from the corner of a weathered smile.

An unmistakable New York accent.

These men weren't just actors. They were the Mafia genre.

Today, as I write this in 2026, that generation is quietly slipping away.

Some have already left us. Others have retired. Some are still with us, but understandably slowing down as age catches up with them. And with the recent passing of Vincent Pastore, it feels as though another piece of Hollywood's greatest era has disappeared.

For Italian Americans especially, these actors represented something larger than organized crime. They represented a generation of performers who proudly carried their heritage onto movie screens around the world.

They Created the Modern Mafia

Before the 1970s, gangster movies certainly existed.

James Cagney.

Edward G. Robinson.

George Raft.

But everything changed when Francis Ford Coppola introduced The Godfather.

Then Martin Scorsese followed with Mean Streets, Goodfellas, and Casino.

Suddenly, Mafia films weren't simply crime stories.

They became Shakespeare.

Family.

Honor.

Loyalty.

Betrayal.

Religion.

Immigration.

Italian-American identity.

And standing in the middle of it all was an extraordinary generation of actors.

Robert De Niro

Few actors have influenced cinema more than Robert De Niro.

From young Vito Corleone in The Godfather Part II to Jimmy Conway in Goodfellas, Sam "Ace" Rothstein in Casino, and countless other iconic roles, De Niro became the gold standard for mob cinema.

Now in his eighties, he remains active, but his career reminds us just how long this remarkable generation has been with us.

Joe Pesci

Joe Pesci may be the greatest scene-stealer Hollywood has ever produced.

Tommy DeVito.

Nicky Santoro.

Those names alone instantly bring unforgettable scenes to mind.

Few actors have ever combined humor, menace, and sheer unpredictability the way Pesci could. Whether delivering a quiet threat or an explosive outburst, he commanded every scene he entered. His performances were electrifying, often stealing the spotlight even when surrounded by some of Hollywood's biggest stars.

Although he largely stepped away from acting, fans were delighted when he reunited with Martin Scorsese for the acclaimed 2019 film The Irishman. His restrained portrayal of Pennsylvania crime boss Russell Bufalino showcased a different side of his talent. Instead of explosive violence, Pesci relied on quiet confidence, subtle expressions, and an unsettling calm that proved he could be every bit as intimidating without ever raising his voice. It was a masterclass in understated acting and a fitting return for one of the defining figures of the Mafia genre.

Today, Pesci appears only rarely, making every public appearance feel like a gift to longtime fans. Like so many of his contemporaries, he represents a remarkable era of filmmaking that may never be seen again. His legacy isn't measured simply by the number of films he made, but by the unforgettable characters he brought to life and the lasting influence he has had on generations of actors and movie lovers alike.

Al Pacino

Michael Corleone remains one of cinema's greatest characters.

Watching Al Pacino transform Michael from reluctant war hero into ruthless Mafia boss remains one of the greatest acting achievements in film history.

Even today, younger actors still study that performance.

Vincent Pastore

For many fans—including myself—Vincent Pastore felt like someone we'd known for years.

His portrayal of Salvatore "Big Pussy" Bonpensiero on The Sopranos gave us one of television's most tragic and believable mob characters.

He wasn't just playing a gangster.

He was playing a friend.

A father.

A man trapped between loyalty and survival.

His death this week reminds us that the Sopranos family is slowly becoming history rather than the present.

Frank Vincent

Frank Vincent may have played more memorable wiseguys than almost anyone.

Billy Batts.

Frank Marino.

Phil Leotardo.

He always carried an intensity that made every scene unforgettable.

Ironically, before acting took off, he even toured with Joe Pesci as part of a comedy act, long before either became legends.

His death in 2017 felt like losing one of the genre's defining villains.

James Gandolfini

No discussion would be complete without James Gandolfini.

Tony Soprano changed television forever.

He was terrifying.

Funny.

Depressed.

Loving.

Violent.

Compassionate.

Cruel.

He somehow made all of those qualities believable at the same time.

His sudden death in 2013 still feels unreal to many fans.

Tony Sirico

Who could ever replace Paulie "Walnuts" Gualtieri?

Tony Sirico didn't merely play Paulie.

In many ways, he seemed to embody him.

His expressions.

His gestures.

His laugh.

His superstitions.

He became one of television's most beloved characters before his passing in 2022.

Dominic Chianese

Thankfully, Dominic Chianese remains with us.

As Uncle Junior, he brought humor, sadness, wisdom, stubbornness, and vulnerability into one unforgettable performance.

Watching him today feels like watching one of the last living bridges back to that remarkable era.

Michael Imperioli, Lorraine Bracco, Steve Buscemi, Chazz Palminteri, Paul Sorvino, Ray Liotta...

Some have passed.

Some continue acting.

Others have largely retired.

Paul Sorvino's commanding presence gave us Paul Cicero in Goodfellas.

Ray Liotta's Henry Hill became one of cinema's greatest narrators before his untimely death.

Chazz Palminteri gave us A Bronx Tale, one of the finest Italian-American stories ever filmed.

Michael Imperioli carried Christopher Moltisanti through one of television's greatest character arcs.

Lorraine Bracco delivered unforgettable performances in both Goodfellas and The Sopranos.

Steve Buscemi proved that even an outsider could perfectly fit into the world of organized crime.

Together, they created an era that feels impossible to duplicate.

More Than Mobsters

Here's something many critics missed.

These actors weren't simply portraying criminals.

They were portraying Italian-American families.

Churches.

Neighborhoods.

Restaurants.

Funerals.

Weddings.

Sunday dinners.

Old-country traditions.

Arguments around the kitchen table.

Many of them openly celebrated their Italian heritage, bringing authenticity to roles that could easily have become stereotypes.

Behind the violence on screen was often a genuine love of family, language, food, music, and community that resonated with Italian Americans everywhere.

Who Comes Next?

That's the question I keep asking myself.

Who becomes the next Robert De Niro?

The next Joe Pesci?

The next James Gandolfini?

The next Vincent Pastore?

The next Frank Vincent?

Certainly there are outstanding actors today.

But Hollywood has changed.

The classic Mafia film is no longer the dominant genre it once was.

Streaming has fragmented audiences.

Superhero films, fantasy franchises, and global blockbusters dominate the box office.

Young actors simply don't receive the same opportunities to build careers around these iconic crime dramas.

Perhaps that's why this generation feels so irreplaceable.

They arrived at exactly the right moment.

They worked with directors like Martin Scorsese, Francis Ford Coppola, Brian De Palma, and David Chase.

They weren't imitating anyone.

They were inventing the genre for future generations.

My Final Thoughts

As editor of The Italian Californian, I spend much of my time writing about Italian-American history.

Usually, I look back a century or more.

This feels different.

These are the faces many of us grew up with.

The voices we can still quote from memory.

The actors whose performances became part of American culture.

With Vincent Pastore's passing, the reality becomes harder to ignore.

The old crew is getting smaller.

One by one, the legends who defined Hollywood's Mafia mythology are taking their final curtain call.

No generation lasts forever.

But few leave behind a legacy as unforgettable as theirs.

As long as people watch The Godfather, Goodfellas, Casino, A Bronx Tale, and The Sopranos, these men will never truly disappear.

Every time someone presses play...

The family comes back together.