
Wiseguy
Book by Nicholas PileggiWikipedia
27
MENTIONS
9
EPISODES
7
PODCASTS
Search complete. 27 mentions across 9 episodes found for "Wiseguy".
Oct 12, 2026
BONUS EPISODE: "Goodfellas"
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73:25Sarah StefanelliHOST
... felt a way
J
73:26Joseph StefanelliHOST
... is this a better title than Wiseguy?
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73:29Sarah StefanelliHOST
Ah.
J
73:29Joseph StefanelliHOST
The book is Wiseguy.
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73:31Sarah StefanelliHOST
Um, I could have been okay with Wiseguy, too.
J
73:35Joseph StefanelliHOST
Mm-hmm.
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73:36Sarah StefanelliHOST
Wise Guys.
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73:36Sarah StefanelliHOST
I think that would've been a fine...
10 Most Perfect Movie Adaptations of All Time, Ranked
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38:04speaker_1HOST
Number one on the list of the most perfect movie adaptations of all time, Martin Scorsese's 1990 masterpiece Goodfellas.
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38:12speaker_2HOST
Based on Nicholas Pileggi's 1985 non-fiction book Wiseguy.
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38:17speaker_1HOST
The article notes that Goodfellas feels uniquely, incredibly cinematic.
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38:21speaker_2HOST
It's pure cinema.
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38:22speaker_1HOST
It is famous for its long tracking shots, its freeze frames, its needle drops.
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38:26speaker_1HOST
But if you read Wiseguy after seeing the movie, it is genuinely eye-opening because the movie is staggeringly in line with the book.
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38:34speaker_2HOST
It's almost verbatim in places.
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38:36speaker_1HOST
Yes.
10 Amazing Books of the 1990s
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12:43speaker_5HOST
A phenomenal book.
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12:44speaker_4HOST
Now, Pileggi had previously written Wiseguy, which Martin Scorsese famously adapted into Goodfellas in 1990.
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12:51speaker_5HOST
Right, a huge cultural touchstone.
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12:53speaker_4HOST
And five years later, they teamed up again for Casino.
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12:56speaker_4HOST
Both books deal with the mob.
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12:58speaker_4HOST
Both are incredibly violent, but the source article draws a really stark contrast between them.
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13:03speaker_5HOST
It does, because while Wiseguy was definitely dark, Casino is significantly more harrowing.
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13:09speaker_4HOST
Why is that, do you think?
#51: Chasing Goodfellas with Ed McDonald, Former NY Federal Prosecutor, Author and Goodfellas Actor
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63:23Jacob StoopsHOST
I think he captured his essence.
J
63:25Jacob StoopsHOST
There's also many, many stories in the book Wiseguy talking about Tommy's violent tendencies.
J
63:34Jacob StoopsHOST
But the question always seems to be... because they come from Henry, are those stories true, factual? So I guess I would ask, before he was killed, where did Tommy fit within the crew? How trusted was he? And was he as violent as they portrayed?
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63:54Edward A. McDonaldGUEST
Yeah.
41 MINS LATER
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104:33Edward A. McDonaldGUEST
And when I was ahead of the strike force and, and, you know, it was somebody who I liked and, uh, I didn't know that he got together with, with, with Henry and they were doing a story, but relatively early on, we're doing a book relatively early on Nick, came and told me what they were doing.
E
104:49Edward A. McDonaldGUEST
And I had no control over that, and I more or less allowed them to do it.
E
104:54Edward A. McDonaldGUEST
And so 1985, Nick publishes Wiseguy, and it was a bestseller in the New York Times, bestseller list, and a great book, absolutely great book.
E
105:06Edward A. McDonaldGUEST
After around the time that the book came out, there was a TV show called Wiseguy, and And there was no connection between them at all.
Episode 274- Answering Plenty Of Mafia Questions
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40:51Jeff NaduHOST
Tony Soprano, 6653, says, Who is Stanley Diamond? He was an associate of Jimmy Burke, but little is known about him.
J
40:59Jeff NaduHOST
His name is mentioned in the book Wiseguy.
J
41:02Jeff NaduHOST
Well, this is one question that I did notice when I clicked a thing and actually looked into.
J
41:09Jeff NaduHOST
I've actually heard of this guy before.
The 10 Best True Crime Books of All Time, Ranked
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15:01speaker_1HOST
And his masterpiece sits at the absolute pinnacle of this ranking.
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15:05speaker_1HOST
Number one on the list of the greatest true crime books ever written is Pileggi's 1985 classic Wiseguy.
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15:11speaker_0HOST
It really is the gold standard of the insider narrative.
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15:15speaker_1HOST
So Wiseguy is the life story of Henry Hill, an associate of the Lucchese crime family in New York, who eventually flips and enters the Witness Protection Program.
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15:24speaker_0HOST
Right.
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15:24speaker_0HOST
Now, the Mafia is notorious for omertà, the code of silence.
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15:53speaker_0HOST
He didn't write him as a tragic Shakespearean antihero.
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15:57speaker_0HOST
He wrote him as a blue-collar worker whose industry just happened to be hijacking, extortion, and eventually narcotics.
Episode 343 – Praising Kane – My Blue Heaven (1990)
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51:47Liam O'DonnellHOST
And it's even like – it's a major sort of theme of the movie, him sort of writing this book, right? That he's like learning how to write and writing a book and the book sort of structures the movie, which is funny because it's based on a character who famously had someone else write the book about him.
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52:03Liam O'DonnellHOST
Am I wrong about that? Did he write – he didn't write Wiseguy, right? Her husband wrote Wiseguy.
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52:08Liam O'DonnellHOST
Her husband wrote it.
L
52:08Liam O'DonnellHOST
Yeah, yeah.
Henry Hill: The Real Life Goodfella
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0:48Simon WhistlerHOST
The movie made Henry Hill famous, but there was another important aspect that made this situation unique.
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0:54Simon WhistlerHOST
Goodfellas was based on the book Wiseguy: Life in a Mafia Family, a true crime account by Nicholas Pileggi which chronicled Hill's exploits in the mafia and presented a detailed and ruthless account of the life of a mobster told from a first-hand perspective with the help of Henry Hill himself.
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1:09Simon WhistlerHOST
Unsurprisingly, the book will serve as our main source today as we bring you the story of the man who always wanted to be a gangster in order to become a somebody in a neighborhood full of nobodies.
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1:19Simon WhistlerHOST
[upbeat music] Henry Hill was born on June the 11th, 1943 in Brooklyn, New York, one of eight children to Henry Hill Sr. and Carmela Costa.
Goodfellas (1991): F*ck you, Pay me!
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28:18ZachGUEST
As far as Goodfellas, there's just a ton of extra materials for this film, and I had a great time going through them.
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28:23ZachGUEST
So I had read Nicholas Pelleggi's novel Wiseguy a few years ago at this point, and it is written from Pelleggi's perspective about interviewing Hill.
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28:33ZachGUEST
And this is while Henry Hill is still in the Witness Protection Program.
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28:38ZachGUEST
So he's like, they're like sending him to just like random airports and just like making him hop around to like try to like actually get a hold of him.