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Holland Taylor Books in Order

Part ofDavid Housewright Books in Order

See the Holland Taylor mysteries by David Housewright in order, with book summaries, series background and guidance on the best place for new readers to begin.

Last updated: January 17, 2026

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Publication Order

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6 books

1

Girl in a Dumpster

by David Housewright

2025

Party girl Henrietta Weller wakes up in a Minneapolis dumpster with no memory of how she got there and a burning need for payback. Hiring Holland Taylor and his partner Freddie, she pulls them into a kidnapping ring targeting the daughters of Minnesota's rich and infamous, where silence is bought and lives are expendable.

2

First, Kill the Lawyers

by David Housewright

2019

Five prominent Minneapolis attorneys discover that their most sensitive case files have been hacked and handed to a whistleblower group threatening to post them online. Hired to stop the leak, Holland Taylor and his partner Freddie must untangle divorce wars, payoffs, class actions and a long buried rape tied to one toxic family.

3

Darkness, Sing Me a Song

by David Housewright

2018

Holland Taylor is hired to vet Emily Denys, the new fiancée of a wealthy young heir, and quickly learns her name and history are largely fabricated. When Emily is murdered and the boy's controlling mother is charged, Taylor digs into a privileged family whose secrets are as dangerous as any killer.

4

Dearly Departed

by David Housewright

1999

A taped message from Alison Emerton warns that if anyone is listening, she is already dead and a convicted rapist is responsible. Months after her disappearance, Holland Taylor is hired to find her, only to learn many people had reasons to want Alison gone.

5

Practice to Deceive

by David Housewright

1997

Florida widow Irene Gustafson has been cleaned out by a charming investment adviser and a doomed housing project near the Twin Cities. Hired through his parents, Holland Taylor tracks the missing money into a crooked real estate scheme where exposing the truth could be deadly.

6

Penance

by David Housewright

1995

When a man he once threatened is murdered, St. Paul PI Holland Taylor is pressured into investigating. Following the trail to ambitious gubernatorial candidate C. C. Monroe, he uncovers blackmail, political secrets, and a series of killings that hit painfully close to home.

Series background & context

At the center of the Holland Taylor novels is a St. Paul private investigator still carrying the weight of his past. Taylor is a former cop who lost his wife and young daughter in a car crash, a man who hides grief behind dry humor and a stubborn sense of what is fair.

In Penance, readers first meet him at a low point, hauled in for questioning when a man he once threatened turns up dead and drawn into a brutal tangle of Minnesota politics, blackmail, and ambition around a rising gubernatorial candidate.

Practice to Deceive moves him from campaign offices to the quiet streets of a Florida retirement community. An elderly widow has lost her life savings to a slick investment adviser who poured her money into a failing housing project outside the Twin Cities, and Taylor follows the money into a real estate scheme where city officials, developers, and hired muscle are all protecting the same rotten deal.

Again and again, Taylor discovers that money and power in Minnesota have very long memories.

In Dearly Departed, a recorded message from a missing woman becomes his only real lead. Alison Emerton once walked into a Minneapolis winter night and never came home, leaving behind her wallet, her boots, and a tape naming a violent ex as the man who will kill her, and months later Taylor is hired to find out what really happened. The search uncovers a trail of grudges that reaches far beyond one obvious suspect and shows how easily a vulnerable woman can be erased when people decide she is inconvenient.

Later books find Taylor working quieter jobs until cases with heavy baggage yank him back into danger. Darkness, Sing Me a Song plunges him into the brittle world of old money when a wealthy matriarch is charged with murdering her son's fiancée, a woman Taylor himself had been investigating, while First, Kill the Lawyers and Girl in a Dumpster pull him into a hacked cache of explosive legal files and a sophisticated kidnapping ring that preys on the daughters of Minnesota's rich and notorious. Across the series the mysteries are driven as much by guilt, loyalty, and class as by bullets, giving readers a tour of the Twin Cities that runs from neighborhood bars to lakeside mansions.

Edited by

Richard Reis

Software engineer whose passion for tracking book recommendations from podcasts inspired the creation of MRB.

Anurag Ramdasan

Lead investor at 3one4 Capital whose startup expertise and love for books helped shaped MRB and its growth.

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All 6 Holland Taylor Books in Order (Complete List 2026)