Defending the Mob: Chicago Criminal Defense Attorney Rick Halprin

Chicago criminal defense attorney Rick Halprin has been at the center of legal world action and drama for decades now. Halprin has defended a slew of accused criminals in a series of high-profile federal cases throughout his years in law, but he is most widely known for his representation of the notorious Joseph ''Joey the Clown'' Lombardo in a series of American mob cases. With a career that spans more than 35 years in the business, it's pretty safe to say that Halprin's second nature is certainly the art of criminal defense.

Halprin was always fascinated by law, so it was no surprise that he chose to go to law school when he continued his education later in life. Halprin attended and graduated from John Marshall Law School. Once he got a taste of law in school, Halprin decided, very early on, that he wanted to focus on criminal defense.

After he finished law school, Halprin landed a job with fellow attorney and neighbor Jerry Feldman. Feldman had a general practice, but Halprin's desire to practice criminal law soon got the best of him—he was ready to swim with the real sharks.

Approximately a year after he graduated from law school, Halprin was given the opportunity to work for now-retired Chicago trial lawyer Frank Oliver. Though Halprin basically started out as Oliver's right-hand man, he was exposed to all the ins and outs of criminal law, and the foundation of his career was built. "I wanted to grow as a criminal defense lawyer, and Frank provided that opportunity for me," said Halprin. Today, Halprin runs his own criminal defense practice, which he started in 1970.

Halprin's criminal-defense mentor, Oliver, represented several mob-related cases during his years as a lawyer, which may have directed Halprin to one of his most famous clients: Lombardo, one of the most notorious mobsters and a high-ranking member of the Chicago Outfit (the city's organized crime family). Halprin has been Lombardo's attorney for approximately six years.

But Lombardo's trouble dates back much further than that. The U.S. government has been on Lombardo's tail for quite some time. Lombardo has been wrapped up in a series of conspiracy cases, some he served time for and some he did not, since at least the 1960s. "In all mob cases, it's guilt by association. It's the whole concept," said Halprin. "All of us know what happens in conspiracy cases; you get swept up in that dragnet. But they're here to stay, so there's no sense talking about it."

Currently, Halprin is representing Lombardo in a case that has been stretching on for more than a month now. Besides the fact that the indictment goes back 43 years, this is not your typical mob case. The case, coined the "Family Secrets" trial, is speculated to be the "biggest mob trial in years." Experts are estimating that the trial will go on for about four months.

The case names three defendants who are also some of the believed top bosses in the mafia: James Marcello, 65; Frank Calabrese, Sr., 69; and Lombardo, 78. Other defendants include Paul Schiro, 70 and Anthony Doyle, 62. The defendants are charged with taking part in a racketeering conspiracy that included gambling, loan sharking, and extortion.

The case also attempts to tie 18 unsolved mob murders to the Chicago Outfit. One of these cases includes the deaths of the Spilotro brothers. One of Lombardo's friends and the Outfit's man in Las Vegas, Anthony "Tony the Ant" Spilotro, and his brother Michael were beaten to death and buried in an Indiana cornfield in 1986. This murder was made famous in the 1995 movie Casino when it was reenacted. Joe Pesci played the character "Nicky Santoro," which was based on Spilotro.

Halprin and his client have openly stated that Lombardo never ordered the killing of anyone, nor did he carry out any of the acts. Halprin explained that though Lombardo may have been linked to the mafia, it does not mean that he actually carried out any incriminating acts in this case.

Many critics disagree. But Halprin has grown accustomed to the lack of public support for his accused clients. "There's always someone who is inclined to say something, and basically, if I'm inclined to talk to them, I always say the same thing, which is: 'My job is to keep the cops out of your library.' And, 'I listen to what you're saying, but go through a red light one night after two drinks and hurt somebody, and then you'll be screaming about the Nazi cops who asked you whether or not you had some drinks,'" he said. "I long ago stopped taking exception to that."

Q. What do you do for fun?
A. I'm a bachelor: skiing and sailing. I used to race sail boats. I work out six days a week. I spend as much time with my daughter as I can. She's a sophomore at Hofstra in New York.
Q. What CD is in your CD player right now?
A. It's classical music.
Q. What is the last magazine you read?
A. Newsweek.
Q. What is your favorite TV show?
A. I refuse to watch commercial television, unless it's CNN, a football game, or a hockey game. I haven't seen a primetime show in about 35 years, and I'm not about to break the trend.
Q. Who is your role model?
A. It would be my father. He had a sense of dignity about him.

Halprin's opinion of getting into the legal profession these days is that it's very difficult to find a job. "And if you want to be a criminal defense lawyer, it's extremely difficult," he said. Since many public defender jobs are dwindling, which is where many criminal defense lawyers get their feet in the door, it can be tough, but Halprin advises young lawyers to "try to survive."

"What happens traditionally in our office is people come here as law clerks, and they are willing to invest time in developing their own practice because they know that they are going to pick up business here," said Halprin.

Nevertheless, he encouraged law students to keep learning all throughout their careers. "The cases you lose are the ones you learn the most from, and the ones you win, you tend to take credit for because you were brilliant, as opposed to the facts were great and you did the right thing."

Please see the following articles for more information about jobs related to criminal law:

MAP Pharmaceuticals, Inc


Featured Testimonials

On LawCrossing I found a good number of job listings which matched my specific requirements. A very helpful website!


LawCrossing Fact #196: We ensure that all the jobs we list are “real” and currently available.




Testimonial of the Week

LawCrossing has the most listings of any job board I have used. It's actually a great site. The website had a lot of detail. It’s nice that you don't have to go through a recruiter if you don't want to. You can actually contact the law firm directly for the positions listed. LawCrossing had a ton of great features.
  • Brian McMillan San Francisco, CA
Job of the Day


Los Angeles, CA

The firm is seeking a business immigration attorney who will work closely with clients on business immigration matters, ...

Employer: Stone Grzegorek & Gonzalez LLP.

Job Search Tip

Your cover letter should be short and to the point. Two to three paragraphs is best. Close by telling the reader you'll follow up within a week. That way when the secretary asks 'Is Mr. Jones expecting your call? you can say 'yes.'