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Bet Your Life

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A terminally ill man sells his life insurance policy for cheap to an investor who will collect the full amount when the sick man dies. But is the sick man really sick? Does he even exist? In the age of AIDS and no-holds-barred capitalism, the business of betting on how much longer sick people will live is thriving. Is this new market in which life insurance policies are bought and sold a legitimate enterprise, or is it an open invitation to fraud and murder? Carver Hartnett, Miranda Pryor, and Leonard Stillmach all work for Reliable Allied Trust, in Omaha, where they investigate insurance fraud. Carver -- the narrator of this edgy and surprising novel -- is frustrated. His company would rather raise premiums than prosecute insurance criminals. Miranda, his seductive coworker, leads him on and then puts him off -- she seems to have something monstrous to hide. When their friend, crazy Lenny, a computer gamer and an expert with drug-and-alcohol cocktails, dies in the middle of playing Delta-Strike online, a strange and disturbing narrative unfolds around a possible murder and massive insurance fraud. Carver is drawn deeper into various hearts of darkness, and in his efforts to discover the truth behind his friend's death, he ends up betting his own life. Filled with memorable characterizations -- Carver's boss, the shrewd Old Man Norton; Dagmar Helveg, Norton's fascist assistant; regional investigator Charlie Becker, a plain-talking, commonsense cop -- Bet Your Life conducts a stealthy philosophical investigation of its own, in which our hero ends up investigating the mysteries of his soul.

342 pages, Hardcover

First published January 1, 2002

3 people are currently reading
72 people want to read

About the author

Richard Dooling

24 books48 followers

Richard Dooling's first novel, Critical Care, became a film directed by Sidney Lumet, starring James Spader and Helen Mirren. His second novel, White Man's Grave, was a finalist for the 1994 National Book Award. Brain Storm and Bet Your Life were both New York Times Notable Books of the Year.

His nonfiction includes Blue Streak, on swearing and free speech, and Rapture for the Geeks: When AI Outsmarts IQ.

His writing has appeared in The New Yorker, Esquire, The Wall Street Journal, and The New York Times. In 2003–2004, he helped write and produce Stephen King's Kingdom Hospital for ABC.

His latest books are Send the Dead, a novella and four stories, and The Acolyte, a novel (June 2026).

After college, Dooling worked as a respiratory therapist in intensive care units and spent a year traveling in West Africa — experiences that informed his first two novels. He practiced law in St. Louis and now lives in Montana with his wife, Kristy.

Subscribe to "I Would Prefer Not To," a quarterly newsletter by Richard Dooling, with links to his recent published essays, news about upcoming books, and new Kindle Unlimited editions of his old books. Sign up at dooling.com or at https://newsletter.dooling.com.



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Displaying 1 - 10 of 10 reviews
Profile Image for Glenn Russell.
1,538 reviews13.5k followers
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May 11, 2024



“In my line of work, we call it the f-word. Not the too familiar obscenity but a close cousin and mercenary variant called fraud. I work in the Special Investigations Unit of Reliable Allied Trust, where I investigate insurance fraud.”

These are the novel's opening lines, reflections from narrator/protagonist Carver Hartnett. The novel's setting is Omaha, Nebraska, a small city the city paper calls “the Midlands,” TV stations refer to “the Heartlands,” and one character, soon to be found slumped dead over his home computer, called “the Mid-Heartland.”

What will a reader encounter in Richard Dooling's intriguing, highly inventive noir thriller? Take a gander at the following bullets:

CARVER HARTNETT
Given another ten years, our investigative sleuth might develop the savvy and keen observation skills of a Philip Marlowe or Sam Spade. But right now, he's only twenty-eight and comes across as a hardboiled Huck Finn with a lot to learn. Deep into the novel, Carver reflects back on what those around him said in the opening chapters and realizes, a bit too late, that he failed to pick up on important clues. And, yes, like other characters, his name is Richard Dooling's nod to the golden era of noir - Chandler, Cain, and Hammett.

LENNY STILLMACH
“Lenny is one of those guys who turn dangerously good-looking at age nineteen and then spend the rest of their lives ravaging their classical good looks with romantic substance abuse.” In addition to his frequent use of drugs like ecstasy, Lenny is covered with tattoos and has various body piercings (ears, nose, mouth). Lenny is also manic-depressive. Recognizing the ultra-conservative nature of the insurance industry, why would Lenny be permitted through the front door? The answer is simple: Lenny is a genius computer geek, possessing the skills needed to uncover, collate, and analyze the necessary data to identify insurance fraud. Thus, along with Carver, Lenny Stillman is a key member of the Special Investigations Unit.

What Lenny Stillmach is not is a good people person. A crisis is at hand: Lenny used the wrong language when speaking with a Nigerian lawyer while denying claims for twenty deceased Nigerians, all with the name Mohammed Bilkos. This recorded conversation leads to Lenny's dismissal. However, Carver is suspicious. Surely there must be other reasons, as Lenny is such a valuable company asset, saving Reliable Allied Trust hundreds of thousands of dollars. And that very night, following a whirl at a casino along with excessive drug use and alcohol consumption, Lenny Stillmach is the one found dead in his apartment.

MIRANDA PRYOR
What's crime noir without a femme fatale? Meet the luscious, alluring lady who also works with Carver and Lenny in the Special Investigations Unit. “She draped herself over the minibar and gave me the limp wrist, the painted eyelids, the decadent, hooded gaze, the dulcet, low-throated croon of Lauren Bacall in The Big Sleep or Barbara Stanwyck in Double Indemnity.” Is Carver madly in love with Miranda? You bet he is. Was Lenny also madly in love with lovely Miranda? Oh, yes. To add fuel to the heart's fire, Miranda Pryor keeps deep secrets, one deep, dark secret disclosed toward the end, a true shocker.

OLD MAN NORTON
Like his father before him, Dead Man Norton, the best crackerjack insurance investigator in the Midwest, Old Man Norton is the boss heading up Reliable's Special Investigations Unit. For a spot-on likeness of Norton, think of cigar chomping Edward G. Robinson playing Keyes in the 1944 classic, Double Indemnity, the favorite movie of both father and son.



POLICE INSPECTOR BECKER
Becker is a beefy detective from the old school, a guy who uses a lead pencil instead of a computer and lots of driving around in his car and plain old shoe-leather to hunt down the culprits. If you want a good picture of Becker, think back to Dashiell Hammett's Continental Op in Red Harvest or The Dain Curse.

VIATICAL LIFE INSURANCE POLICIES
Here's how it works: A healthy thirty-year-old named Bob buys a $100,000 life insurance policy. At the age of forty, Bob contracts AIDS and desperately needs money for medicine and medical bills. He decides to sell his policy to Ace Viatical Company for $20,000, enabling him to access the funds necessary for his treatment. Tragically, Bob passes away at the age of forty-two, and Ace Viatical collects the $100,000 payout. This practice is entirely legal; however, there are numerous angles and potential scams that can be exploited, both by individuals buying and selling policies, and notably, by viatical companies. Carver discovers the hard way just how ruthless a viatical company can be.

OMAHA
Caver looks out of Old Man Norton's large corner office window at this city that's the insurance capital of the Midwest “nestled in a bend of the Missouri River, and across the water in the middle distance Harveys and Harrah's casinos, the dog tracks and porn emporiums of Council Bluffs, Iowa.” Now that it's the late 1990s, the entire population mixes alcohol with drugs -lots of drugs of every variety, both legal and illegal. Gone are the good old days of God, family, and Cornhusker football. All-American, spanking-clean Omaha wallows in the seediness of Chandler's LA.

Carver and Miranda were the ones who whooped it up with Lenny that night. They are also the ones who went back to Lenny's apartment and found him dead. Bet Your Life counts as a fast-paced nail-biter filled with unexpected twists, reversals, and turns, propelled by viatical insurance policies where Carver and Miranda and Lenny are among those deeply involved both as buyers and beneficiaries. On another level, the novel is one of ideas: life and death, heaven and hell, fatalism and free will, a novel very much worth any reader's time, especially if one is a fan of classic crime noir.


American novelist Richard Dooling, born 1954
Profile Image for David.
741 reviews371 followers
September 3, 2011
Double Indemnity for the stoned slacker generation. I read it on a trans-oceanic flight and it made the ordeal almost endurable. I generally force myself to read self-improving books, but sometimes you just need a mystery. I consoled my receding intellect with the thought that I learned more about the viatical settlement market, a gruesome and shady sub-industry of the insurance field, than I'll ever need to know.

This one has a slight case of the idiot plot, meaning, if the main characters in the book weren't idiots, it'd be over in five pages. If you wish to be more charitable to the author, you may believe that his characters are “blood simple”, defined as “the addled, fearful mindset of people after a prolonged immersion in violent situation.” I know that this book is not a documentary, but unless you're clearly writing in the fantasy genre, you are usually obligated to stay within one standard deviation of reality. I don't think that middle-class employees of bland companies in the heart of America are in reality a bunch of damaged, drug- and alcohol-addled, amoral grifters who will do anything for a dollar. Are they?
Profile Image for Namra.
128 reviews14 followers
October 22, 2021
2.5⭐

It wasn't bad...it did keep me engaged but wasn't really enjoyable cuz it was something really different, something I have zero interest in i.e. insurance frauds.

Wouldn't really recommend to anyone unless they're REALLY interested in insurances companies & insurance frauds. Or if they wanna gain some knowledge maybe?
Profile Image for John Calia.
Author 4 books223 followers
July 4, 2025
Bet Your Life by Richard Dooling features an intriguing plot with clever twists and a fresh premise. Unfortunately, the story gets bogged down in lengthy explanations of the insurance industry that slow the pace and feel more like a lecture than a thriller. Even worse, the protagonist—narrating in the first person—is such an unlikable jerk that it’s hard to root for him or even enjoy his company. A smart concept, but not an enjoyable ride.
Profile Image for Chuck Neumann.
220 reviews1 follower
August 25, 2020
I was looking forward to "Bet Your Life" because it takes place in my home city of Omaha and the idea of insurance fraud was very interesting. While I liked the book, I was disappointed in it. The main character, the insurance fraud investigator narrating the story, just didn't appeal to me. His superior attitude to everything and nearly everyone turned me off, I couldn't see what he had to be superior about. His "love affair" with a co-worker and his relationship with the victim (another co-worker) didn't seem real to me either. The main plot about the insurance scam was quite interesting. Seeing Omaha places and business mentioned was fun, though the author called the Catholic Cathedral Saint Dymphna instead of Saint Cecilia's, perhaps because the narrator kind of put it down as he did most things in Omaha. The episode where the investigator wore a wire when talking to the possible criminals made no sense to me at all. They discovered somehow he had a wire and threaten to kill him for some time before letting him leave. Why? Knowing that he had a wire all they had to do was appear above board, which they had done up until then, and he and the FBI would have nothing on them. Also the climax with his girlfriend was even more confusing to me. The resolution of the case also was anti-climatic. It was a good idea, but overall rather disappointing to me. If it hadn't been set in Omaha and mentioned La Casa pizza I likely would have given it a 2.
Profile Image for Tris Matthews.
9 reviews1 follower
February 12, 2018
Difficult to review this. It was worth reading as it gives lots of information about an interesting topic that I had no idea about (viaticals, insurance). It had quite nice pace and developed the mystery well. But it was somehow difficult to absorb the sentences effortlessly... I had to go back and re-read frequently. Still, it was enjoyable.
116 reviews
July 24, 2020
Li este livro com surpresa. O seu enredo traz um conhecimento muito interessante da indústria de seguros e de suas artimanhas para não pagar as apólices.
Profile Image for Andrew Duncan.
61 reviews
August 25, 2015
Quickly became a reading addiction, and I'm not one to be a fan of mysteries. Actually I avoid mysteries. Wittingly written and had a suspense factor to it as well. Can really easily relate to the characters. Would recommend anyone to read this book.
Displaying 1 - 10 of 10 reviews