The best sidekicks in crime fiction books

Stephen King introduced the innocent, unfiltered but extremely observant Holly Gibney in the phenomenal Mr. Mercedes.

King himself says, “...she more or less stole the book, and she stole my heart.” I completely agree, so much so she was a massive influence on Tilly Bradshaw, the super-sheltered, super-intelligent nerdy sidekick from my own Washington Poe series. She’s the first of three sidekicks in this list who will go on to get a book of their own.

Holly is out September 2023 and it’s the book I’m most looking forward to this year.  

Windsor Horne Lockwood III, otherwise known as Win, is Myron Bolitar’s psychotic sidekick in Coben’s long-running series. Win is pure antihero.

He and Myron have been best friends since they roomed together at college. Win is from ‘old money’ and doesn’t try to hide it, he runs Lock-Horne Investments & Security, and is an expert in martial arts and weapons. Other than Myron and Myron’s business partner, Esperanza, and maybe half a dozen others, he has no emotional attachment to humans.

Despite his psychopathy, Win is a very funny character, and his loyalty to his few friends is absolute. Win is the second book on the list in which the sidekick has gotten a book all to themselves and it was a joy to read.

Wrecked is the third book in Joe Ide’s Isaiah Quintabe series, but really any one of the six books (so far) could have made this list.

Isaiah, IQ to those who call on his services, is an East Long Beach native. He uses his Sherlockian intelligence to solve crimes in his neighborhood that the LAPD won’t touch. He gets paid whatever his clients can afford, sometimes a freshly baked pie, sometimes money, usually nothing.

But, because IQ frequently finds himself out of his depth with local gangsters, and in Wrecked’s case, a dangerous paramilitary organization, he has found an accidental sidekick in the ex-drug-dealing, whip-smart, streetwise Dodson.

Together, these two wannabe Holmes and Watson, Forrest Gump their way through a series of poignant, funny, but very rewarding adventures. 

Although many fans consider Crais’s preceding book, L.A. Requiem, to be his masterpiece, I’ve chosen this because it perfectly encapsulates the relationship between flamboyant Elvis Cole and his partner, the enigmatic Joe Pike.

Pike is the ultimate sidekick. He’s taciturn, monosyllabic, and extremely complex. Dangerous as hell and completely loyal to Cole and anyone in Cole’s life; he’s taken bullets, knives—a whole bunch of weapons during the nineteen-book series.

In The Last Detective, the son of Cole’s girlfriend gets kidnapped and the evidence points to Cole’s service in Vietnam. Cole’s first call isn’t to the LAPD, it’s to Joe Pike. His message: ‘Joe, I’m scared.’ Pike drops everything and together they start hunting...

Pike is the third sidekick on my list to get his own series.

Carl Hiaasen’s Florida-set books are dark, clever, and ever so funny, with his perfectly drawn characters being eccentric, shady as hell, or just plain whack-a-doodle.

Sometimes all three at the same time. Most of his books are standalones but his one recurring character, the sidekick to lots of the books’ protagonists, is Clinton Tyree, the ex-governor of Florida. Tyree was one of the few honest men to hold that office, until one day, sick of the corruption, he simply vanished into the Everglades.

He appeared later as Skink, a one-eyed man at one with nature who dined on roadkill and engaged in the occasional act of ecoterrorism. He’s frequently the protector of Florida’s downtrodden. In Stormy Weather, he befriends Bonnie Lamb, an unhappy honeymooner, and kidnaps her new husband.