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Spotlight: Snitch City

EPISODE 4: Cops & Robbers

Tue, 25 Mar 2025

Description

When Frank "Rizzo" Simmons was a big-time drug dealer in New Bedford in the '90s, he went toe-to-toe with a drug cop named Paul Oliveira. After a major bust of Frank’s headquarters, Oliveira tries to turn Frank into an informant. But snitching goes against everything Frank believes in. This won’t be the last time Frank will have to decide if he should cooperate. But the next time, it’s going to be harder to stay true to his code. Because next time, he'll be asked to snitch on Paul Oliveira. Learn more about your ad choices. Visit megaphone.fm/adchoices

Audio
Transcription

Chapter 1: What warnings should listeners heed before the story?

1.271 - 7.335 Narrator

Before we begin, this story contains strong language and descriptions of violence. Take care when listening.

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9.537 - 20.625 Frank Simmons

Yeah, I mean, I was very, very well-liked, very well-known. Like, I could go anywhere in the city. All the different projects, and I was good with all the top dogs in all the places.

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Chapter 2: Who is Frank Simmons and what was his role in the drug trade?

22.586 - 30.512 Narrator

This is Frank Simmons, Rizzo to his friends. And in the 90s, he was a big-time drug dealer in New Bedford.

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31.459 - 41.341 Frank Simmons

If you read the newspapers, they said I was the kingpin. But I just kind of overseen everything, you know, as a whole, so that way it kept it in line.

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42.741 - 46.282 Narrator

Long before it was legal, Frank moved loads of marijuana.

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46.562 - 69.997 Frank Simmons

I was more of like a high-end, like, I wouldn't go give you a little bag. I was selling 10 pounds, 20 pounds, you know what I mean? He dealt in more than just pot. We never kept it all in the same place, of course, but... and then we'd just distribute it. And then when it was gone, we'd get more. Were you rich? Did you feel rich? I was dumb. That's what I was.

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70.518 - 83.768 Frank Simmons

I always had three, four grand in my pocket, but I'd go out and spend two, three grand a night at the clubs. Whether it was the drinking clubs or the strip clubs or whatever it was, we spent money.

85.56 - 96.268 Narrator

Funding this lifestyle, staying in business, meant being careful. In New Bedford, where the drug war was being waged daily, the police narcotics unit was aggressive.

Chapter 3: What challenges did Frank face from law enforcement?

96.528 - 115.663 Frank Simmons

You didn't want to run into them. You tried to stay away from them. Like if we knew they were on the Ave, we'd go to the South End. If we knew they were in the South End, we'd come to the North End. I'd get a call, hey, the Knox are out full force tonight. They're all over. So, all right, let's get out of here. We'd go to Boston. We'd go to Providence.

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115.703 - 126.79 Narrator

Just stay away from him. One drug cop, in particular, had his eye on Frank. When's the first time you ever heard the name Paul Oliveira?

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126.81 - 143.219 Frank Simmons

92, 93, maybe. That's when he started making a name for himself. You know, people knew. You had to watch out for him. You know, if he didn't like you, he was on you. Yeah, I stayed away from him.

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144.04 - 146.762 Narrator

And on the street, Oliveira had a nickname.

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147.122 - 158.17 Frank Simmons

Robocop. Yeah, everybody knew. You know, Robocop. They knew you were talking about him. Do you think it was a fitting nickname? He thought he was, you know.

159.847 - 177.276 Narrator

Decades before Paul Oliveira became the city's police chief, he was making a name for himself as one of the most prolific narcotics cops in New Bedford, which put him and Frank on a collision course. It all came to a head one day, late in the summer of 1998.

177.436 - 197.297 Frank Simmons

All right, so my brother, my older brother, called me. I want to say it was on Wednesday. And he's like, what are you doing? And I'm like, what are you talking about? And he said, I got a phone call. They're on to you. You better smarten up.

199.698 - 210.004 Narrator

Frank's brother had heard that the cops were keeping tabs on him. Frank's main headquarters, where he kept most of the drugs, was a three-story walk-up in the city's north end.

210.324 - 215.888 Frank Simmons

So I had actually made arrangements for everything that was in that house to get moved on Saturday.

Chapter 4: How did the police raid impact Frank's operations?

238.542 - 252.628 Frank Simmons

Ten others, yeah. There was a shitload of them. They have a warrant. They were surprised because they thought they were just coming for weed and they ended up finding coke and ecstasy. So they were like partying up. They were like happy.

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253.629 - 257.191 Narrator

Along with all the drugs, the cops find a lot of cash.

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257.771 - 267.183 Frank Simmons

There was $33,000 in the safe. And then they just started passing out money, $1,000 stacks, just passing them out, passing them out to everybody.

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267.943 - 276.485 Narrator

Sitting there, handcuffed on the couch, Frank says he watches Oliveira doling out wads of his money to the other drug detectives.

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277.265 - 287.247 Frank Simmons

Paul was passing out $1,000 stacks to everybody, and then he turns to me and he says, that's what we call the fucking Green Fund. Thanks, buddy. That's how that went down.

288.168 - 296.811 Narrator

The Green Fund. According to Frank, police trash his place, seize the drugs, and take his money, even his baseball cards.

297.131 - 305.001 Frank Simmons

I mean, I can't say much at that point. I was just like, keep it, let me go. You know, I knew I was fucked.

305.401 - 334.968 Narrator

Like, I knew I was fucked. The official records from the raid say the drug unit only found about $2,200. But Frank says there was roughly 15 times that, and the cops pocketed the difference. I know it's a big allegation, but I've been able to verify much of what Frank has told me through search warrants, court records, prison paperwork, and more. Frank knows what's coming next.

Chapter 5: What is the 'Green Fund' and its significance?

335.368 - 337.81 Frank Simmons

I was facing a lot of time, you know?

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338.79 - 354.601 Narrator

And Paul Oliveira knows this is the perfect time to try and add a new CI to his roster. He's done it many times before. Did he try to turn you? Yeah, yeah, he tried to turn all of us. But cooperating with police is a cardinal sin in Frank's world.

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355.281 - 360.445 Frank Simmons

Snitch, informant, CI. You didn't want to be labeled a rat, not around here.

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361.701 - 381.523 Narrator

Frank's in a tough spot, facing a lot of jail time, and he's got a decision to make. But this won't be the last time he'll find himself in the hot seat. And next time, it's going to be harder to stay true to his code. Because next time, he'll be asked to snitch on Paul Oliveira himself.

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386.377 - 397.042 Frank Simmons

They said they'd relocate me, give me money, because that was the concern. I was like, what are you worried about? What am I worried about? I'm going to rat on a cop? Like, I've got to live around here. Every single cop in the city is going to be after me.

399.564 - 409.789 Narrator

I'm Dugan Arnett. From the Boston Globe, this is Spotlight, Snitch City. Episode 4, Cops and Robbers.

Chapter 6: What dilemma does Frank face about cooperating with the police?

421.892 - 429.879 Dugan Arnett

So is this the station three right here? Oh, okay. This is Paul's old stomping grounds. This is where they worked out of.

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429.899 - 453.527 Narrator

Just that little station. Yep, that's it. It's a sweltering summer day in New Bedford, and I'm riding shotgun in Frank's SUV. Who would have worked out of there? Was that drug unit? Yep, they were all over there. Okay. I first came across Frank's name in a 25-year-old federal court file. Frank's in his early 50s. Shaved head, tattoos.

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454.188 - 459.632 Narrator

He's got a Cheshire Cat grin, framed by a goatee, and wears a chunky diamond ring on his pinky finger.

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460.092 - 466.617 Dugan Arnett

I used to walk by that collar every day, and the guy one day was like, hey kid, you want a job? And I was like, hell yeah, and he's like...

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466.977 - 474.379 Narrator

Frank grew up in public housing. His parents split up when he was young. Things were pretty unstable. And he went to live with his grandparents.

474.919 - 480.681 Dugan Arnett

They were wicked strict. Everybody in the neighborhood's parents were strict. Like, you know what I mean?

481.261 - 485.563 Narrator

Like a lot of people in New Bedford, Frank's grandfather spoke Portuguese at home.

486.263 - 493.245 Dugan Arnett

You know, mostly all Portuguese families in this neighborhood. You know, Spanish and Cape Verdeans.

493.265 - 496.026 Narrator

Do you have fond memories of, like, that time?

Chapter 7: How did Frank and his crew respond to the police's actions?

816.437 - 828.25 Frank Simmons

So I'm sitting there and all of a sudden I look and there's a phone hanging on the wall, like right here next to me. So I'm like, nobody's looking. I grab the phone. There's no dial tone. I hit nine. I get a dial tone.

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830.444 - 836.91 Narrator

Frank's got one hand cuffed to the wall. But with his free hand, he calls a guy who works for him at the beeper shack.

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837.411 - 859.433 Frank Simmons

So I said, go to the store, shut my pager and phone and shut everybody's stuff off. Because he could go right to my store and go on the computer and shut it off. When I hung up the phone, Paul seen me come over, rip the phone right out of the wall, fucking threw it. Who did you call? And I'm like, your mother. And maybe 10 minutes later, all of our pages and everything stopped.

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860.053 - 867.797 Frank Simmons

They were so pissed. They were so pissed. And they knew. He knew right there. He's like, that's the phone call you made. Yeah.

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869.355 - 870.435 Narrator

And what happens next?

871.135 - 893.761 Frank Simmons

So then they ordered pizza. For you? Nope, for them. I'll never forget it. I had $21 in my pocket. That's it. And he took it and ordered pizza with it. Out of my pocket. And even said, hey, we're ordering pizza with that money. So when the pizza came, I was like, yo, can I get a slice? And he's like, what? And I was like, can I get some cheese?

895.629 - 904.692 Narrator

Can I get some cheese? This might not sound like anything of note, but in this context, asking for a slice of cheese has a very different meaning.

905.672 - 915.575 Frank Simmons

So he come over thinking I was going to rap because that was the word back then. Hey, can I get some cheese? Meaning I was going to rap. So he says, well, what do you what do you got to tell me?

916.436 - 927.693 Narrator

Oliveira knows what a slice of cheese means, too. But Frank's just playing. Jokes aside, in that moment, there was a lot at stake for Frank.

Chapter 8: What does 'asking for cheese' really mean in this context?

1181.991 - 1200.363 Narrator

The FBI tells Frank they're building a case against Oliveira and the New Bedford Drug Unit. And they make it clear that if he works with them, his charges will be reduced. Maybe tossed all together. Do you remember what they specifically what they offered you?

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1201.513 - 1211.924 Frank Simmons

I wanted to, it was $150,000 cash. And if I wanted to be relocated, they'd relocate me if he got charged. And I testified.

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1212.845 - 1223.072 Narrator

It's a wild stroke of luck for Frank. A winning lottery ticket. And with Frank on board, the FBI tells him their case would be really strong.

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1223.092 - 1232.901 Frank Simmons

You know, they were saying that they had two, they already had two reports of this green fund and about Paul being crooked and all that.

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1233.622 - 1256.991 Narrator

In fact, the FBI found out about Frank because they'd already talked to another New Bedford drug dealer, a guy by the name of Arlindo DeSantos. DeSantos wouldn't talk to me, but his story is detailed in federal court records. Here's what happened. In August of 1999, DeSantos is arrested and charged in federal court with drug distribution and money laundering.

1257.911 - 1278.124 Narrator

Federal authorities say he's a key player in a scheme to move thousands of pounds of marijuana through the U.S. mail. But they give him a chance to cooperate by snitching on Paul Oliveira. DeSantos tells investigators that Oliveira and his supervisor in the drug unit, Mel Watton, are notorious in the city.

1279.124 - 1296.836 Narrator

DeSantos calls Oliveira and Watton gangsters and says they're worse criminals than he is, that they're known to pocket cash during drug raids, that they call it their green fund. We reached out to the former head of the drug unit, Mel Watton. He denied all of these allegations.

1297.935 - 1319.095 Narrator

Meanwhile, Chief Paul Oliveira has ignored weeks of interview requests and hasn't directly addressed the questions I've put to him. Despite knowing other dealers were willing to turn on Oliveira, Frank's still not sure what to do. So he seeks out his trusted associates for counsel.

1319.901 - 1332.119 Frank Simmons

I went down at a fish house and talked to some friends of mine that, you know, to get their advice on what I should do. And one of the...

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