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Maddie Dawson Books in Order

Browse all Maddie Dawson books in order, with quick summaries, where to start tips, and a clear guide to her funny, heartfelt novels about love and family.

Last updated: July 5, 2026

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10 books

The Stuff That Never Happened

by Maddie Dawson

2010

Annabelle and Grant McKay have built a solid life after a painful early betrayal, but the quiet after their children leave home brings old damage back to the surface. A trip to help her daughter, and an unexpected reunion, make Annabelle question everything.

The Opposite of Maybe

by Maddie Dawson

2014

When Rosie’s long relationship falls apart, she moves back in with the sharp-tongued grandmother who raised her. Then an accidental pregnancy and a growing bond with Soapie’s unlikely caregiver force Rosie to reconsider the life she thought she wanted.

The Survivor's Guide to Family Happiness

by Maddie Dawson

2016

Newly orphaned and recently divorced, Nina Popkin sets out to find her birth mother and the family she’s always imagined. Instead she collides with a possible sister and a guarded woman from the past, building something messier and more real.

A Piece of Normal

by Maddie Dawson

2017

Advice columnist Lily Brown believes she has her life under control, right down to the beach house full of old memories. Then her estranged sister returns with family secrets, pushing Lily to face the grief and chaos she’s carefully managed for years.

Kissing Games of the World

by Maddie Dawson

2017

Artist and single mom Jamie loses her older landlord, housemate, and protector in the worst possible public way. As gossip swirls, his son Nate returns to claim his own child, and the two must navigate grief, suspicion, and an uneasy attraction.

Matchmaking for Beginners

by Maddie Dawson

2018

Marnie MacGraw thinks she’s headed for an ordinary happy life, until she meets Blix Holliday, a dying matchmaker with other plans. When Marnie inherits Blix’s Brooklyn brownstone and unfinished projects, she’s drawn into other people’s love lives and her own.

A Happy Catastrophe

by Maddie Dawson

2020

Marnie MacGraw and Patrick Delaney seem made for each other, until an eight-year-old surprise from Patrick’s past lands on their doorstep. Instant family sounds wonderful to Marnie, but the upheaval exposes fears and fractures neither of them can ignore.

The Magic of Found Objects

by Maddie Dawson

2021

Phronsie Linnelle is torn between common sense and the romantic chaos she inherited from her Woodstock beginnings. After agreeing to marry her best friend, she meets someone who makes her question whether safety and love are really the same thing.

Snap Out of It

by Maddie Dawson

2023

Billie Slate has reinvented herself as the Heartbreak Bunny, a breakup healer in a bunny suit. When her business takes off, her ex resurfaces and a charming widower appears, forcing Billie to rethink everything she believes about love.

Let's Pretend This Will Work

by Maddie Dawson

2024

Mimi Perkins finally thinks love has arrived when fellow teacher Ren proposes. But after his ex-wife’s devastating accident pulls him back into family life, Mimi follows him to Connecticut and has to decide what hope, loyalty, and happiness really look like.

Where should I start?

If you want the fan favorite with a touch of magic: Matchmaking for BeginnersA Happy Catastrophe
If you like messy families and found-family warmth: The Survivor's Guide to Family HappinessA Piece of Normal
If you want midlife reinvention and second chances: Snap Out of ItThe Magic of Found Objects
If you want to start with her earlier, more grounded novels: The Stuff That Never HappenedThe Opposite of Maybe

Author bio

Maddie Dawson was born in Jacksonville, Florida, and grew up in the South in a family where storytelling was practically a second language. She has written about evenings by a lake, listening to relatives tell wild tales with perfectly straight faces. That mix of humor, drama, and everyday chaos still runs through her fiction.

She started early.

At five, after her mother refused to fund an ice cream truck emergency, she wrote a story called The King Who Slept for Three Hours and 45 Seconds and sold it to a neighbor for twenty cents. When she was twelve, her family moved to Southern California, and later, after the birth of her first child, she moved to Connecticut, earned a degree in English and journalism, and got to work as a newspaper editor and reporter.

Before fiction took over, she held a long list of jobs, including newspaper work, column writing, magazine writing, and a part-time job typing case notes for a psychiatrist. That last job clearly left an impression. Dawson has said that while journalism taught her discipline and facts, fiction gave her room to follow the secret lives, regrets, and what-ifs that interested her most.

For years, she was writing novels in the cracks of ordinary life, between deadlines, laundry, and raising three children.

Some of her earlier books were published under the name Sandi Kahn Shelton, but the Maddie Dawson novels brought an even bigger audience to her warm, funny stories about adults making messy choices. The Stuff That Never Happened looks at a long marriage shaken by old wounds. The Opposite of Maybe throws a forty-four-year-old heroine into an unexpected pregnancy and a late-in-life romantic tangle.

Her later books keep that same mix of heart, humor, and disorder, sometimes with a small touch of magic. In The Survivor's Guide to Family Happiness, an adoption search turns into a story about what family really means. Matchmaking for Beginners and A Happy Catastrophe follow Marnie MacGraw through love, loss, and the strange gifts life drops on your doorstep. The Magic of Found Objects and Snap Out of It show Dawson at her most playful, writing about women trying to rebuild their lives without losing their nerve.

What readers usually come to her for is not neat romance or polished perfection. It’s the feeling that real life, with all its false starts, blended families, awkward timing, and second chances, might still turn into something good. Her characters are often women at a crossroads, dealing with old grief, surprise love, unruly relatives, or the simple fact that plans have a way of falling apart.

These days she lives in Connecticut, a Southerner in the Northeast, and writes full time. She has spoken about working at her laptop, looking out at trees and snow and the everyday view of home life. Married, with children and grandchildren, she brings that same lived-in sense of family to her books. Even when the plots get quirky, the emotions stay close to the bone.

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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