Ryan O’Connell Collections books in order

Q: "How many books are in the Ryan O’Connell Collections series?"

"There are two books in the Ryan O’Connell Collections series, published between 2012 and 2018."

Q: "What is the first book in the Ryan O’Connell Collections series?"

"The first book in the Ryan O’Connell Collections series is Breaking Up In The Digital Age, published in 2012."

Q: "What kind of writing is in Ryan O’Connell’s collections?"

"Ryan O’Connell’s collections compile his humor essays and personal writing. Breaking Up In The Digital Age covers modern dating, while The Best of Ryan O’Connell gathers highlights from his work as a writer at sites like Thought Catalog and Vice."

Reading order

#	Title	Published	Author	Buy on Amazon
1	Breaking Up In The Digital Age	2012	Ryan O’Connell	Buy
2	The Best of Ryan O’Connell	2018	Ryan O’Connell	Buy

Ryan O’Connell’s collections gather his shorter humor writing and essays into book form. Breaking Up In The Digital Age (2012) was his first published book, collecting pieces about modern dating and relationships in the age of social media. The Best of Ryan O’Connell (2018) compiles highlights from his years of writing for Thought Catalog, Vice, and other outlets.

O’Connell built his reputation through online writing before moving to longer-form books and television. These collections capture that early voice, which is chatty, self-aware, and willing to mine his own embarrassments for comedy. The pieces are short and casual, closer to blog posts than traditional essays.

For readers who know O’Connell from his memoir I’m Special or the Netflix show Special, these collections provide a look at where his writing career started. The tone is lighter than his later work, focused more on universal millennial anxieties than the disability-specific themes he would explore in his subsequent books.

Frequently Asked Questions

How many books are in the Ryan O’Connell Collections series?

There are two books in the Ryan O’Connell Collections series, published between 2012 and 2018.

What is the first book in the Ryan O’Connell Collections series?

The first book in the Ryan O’Connell Collections series is Breaking Up In The Digital Age, published in 2012.

What kind of writing is in Ryan O’Connell’s collections?

Ryan O’Connell’s collections compile his humor essays and personal writing. Breaking Up In The Digital Age covers modern dating, while The Best of Ryan O’Connell gathers highlights from his work as a writer at sites like Thought Catalog and Vice.

Reading order#

Frequently Asked Questions

Reading order