Early career Before becoming a full-time writer, Rakoff worked for 13 years in the publishing industry, including as a publishing assistant and a publicist. He worked at a literary agency for 3 years and then as an editor and communications manager for 9 years at
HarperCollins,.
Role of David Sedaris and Ira Glass in Rakoff's career Rakoff said that he owed
David Sedaris and Sedaris' producer,
Ira Glass, his entire career. Rakoff wrote to Sedaris in 1992, after hearing him read on the radio his essay, "
Santaland Diaries", about being a Christmas elf, which was to make him famous. That day, Rakoff wrote to Sedaris immediately to ask if he could publish Sedaris' works (which he later confessed he had no intention of doing, since he was desperate to leave publishing). They became friends, with Rakoff doing work in the theatre with Sedaris, first directing a play written by Sedaris and his sister
Amy Sedaris, and later acting in their plays. Through Sedaris, Rakoff met Ira Glass, who was then a junior reporter on the
NPR radio program
Morning Edition. When Glass began
This American Life, Rakoff became involved with the new show at its inception. Sedaris encouraged Rakoff to go on public radio, where Sedaris himself had achieved fame: at his urging Rakoff took work to
This American Life, starting with "Christmas Freud", an account of Rakoff's job impersonating
Sigmund Freud in the window of
Barneys department store during the holidays.
Journalism David Rakoff was a freelance writer whose work appeared regularly in publications including Condé Nast Traveler, GQ, Outside Magazine, and
The New York Times Magazine. His essays and articles were also featured in Business 2.0, Details, Harper's Bazaar, Nerve,
New York Magazine,
Salon, Seed, Slate, Spin,
The New York Observer,
Vogue,
Wired, and numerous other outlets. Throughout his career, he wrote on a wide and eclectic range of topics.
Published books of essays Rakoff published three bestselling collections of essays, which include his own illustrations. Both
Fraud (Doubleday 2001) and ''Don't Get Too Comfortable
(Doubleday 2005) were awarded a Lambda literary award (which recognises excellence among LGBT writers who use their work to explore LGBT lives), both times in the "Humor" category. Half-Empty'' (2010) won the 2011
Thurber Prize for American Humor.
Fraud Fraud includes essays that are largely autobiographical and humorous. Rakoff stated, in relation to the theme of the book, "The central drama of my life is about being a fraud, alas." He went on to say "That's a complete lie, really; the central drama of my life is about being lonely, and staying thin, but fraudulence gets a fair amount of play." He has said that he thought of other titles for
Fraud, like "Smart mouth" and "The jig is up". Rakoff described the first-person essays that comprise the collection as more inwardly focused than his later work. The work contains material from public radio's
This American Life and from
Outside and
Salon, which was significantly lengthened and re-written, as well as a few new pieces. The book received praise from many critics, garnering near-unanimous acclaim. In a review
Publishers Weekly wrote that "a talented new humorist springs onto the scene: Rakoff has a rapier wit, slashing in all directions with slice-of-life insights and cutting remarks, sometimes nicking himself with self-deprecation in his dexterous duel with the American experience." Kevin Cowherd said that in the book, Rakoff "makes a strong bid for the title of Most Neurotic Man on the Planet, and the results are absolutely hilarious – when they're not achingly revealing and tinged with sadness." Max Magee called the collection a "meta-article in which he talks about the particulars and relative merits of his assignment as he embarks on that assignment" and that "the reader feels invited in for a behind the scenes look at what it is like to be a disaffected, overly-qualified, under-ambitious journalist as he takes on his fluffy assignments." Other reviews of the book and audio-book were mixed. The reviewer in
The New York Times mentioned (by way of criticism) that
Sophocles and Freud had pursued the same idea that forms the book's focus, that is, that we are defined by our fears.
Greil Marcus said Rakoff's stories are not as funny as those he read on the radio.
''Don't Get Too Comfortable'' ''Don't Get Too Comfortable,
which is subtitled "The Indignities of Coach Class, The Torments of Low Thread Count, The Never-Ending Quest for Artisanal Olive Oil, and Other First World Problems" was published in 2005 and also consists of comical autobiographical essays. Some of the essays were originally published in shorter form elsewhere and some original. The over-riding theme of the articles is the absurdity and excessiveness in American life: the book is about luxuries and privileges being treated as deserved rights. Rakoff said that the moral of the book is that there should be "a little more guilt out there" and "we could all, myself included, count our blessings, acknowledge our privileges." The book was generally praised by critics. The New York Times'' said, "Rarely have greed, vanity, selfishness, and vapidity been so mercilessly and wittily portrayed". Emily Gordon says that in his "bursts of pure enthusiasm, he's a delectable
Cole Porter,
Nicholson Baker and
Sarah Vowell smoothie". However, Rakoff was criticised in
The Washington Post for misusing the word "like", with the reviewer suggesting that Rakoff's prose could use tightening. In
The New York Times,
Jennifer 8. Lee said the book was "no more than a collection of vaguely related magazine pieces" rather than "a coherent seriocomic manifesto", that some essays were off-theme, and not about narcissism and excess.
Half Empty A third book of essays,
Half Empty was published in September 2010. Rakoff said the book is "essentially about pessimism and melancholy: all the other less than pleasant to feel emotions that because they are less than pleasant to feel have been more or less stricken from the public discourse but in fact have their uses and even a certain beauty to them".
Contributions to anthologies Rakoff contributed essays to the following anthologies of non-fiction published by other writers: • "My first New York" in
My First New York: Early Adventures in the Big City (As Remembered by Actors, Artists, Athletes, Chefs, Comedians, Filmmakers, Mayors, Models, Moguls, Porn Stars, Rockers, Writers, and Others) (2010) (edited by
New York Magazine) (2008) (See extract here ) • "Utah" in
State by State: a panoramic portrait of America (2008) (edited by Matt Weiland and Sean Wilsey) (See extract here ) • "Streets of sorrow" in
The Best American Travel Writing 2007 (2007) (edited by Susan Orlean) (See extract here ) • "Love it or Leave it" in
The Best American Non-required Reading 2006 (2006) (edited by Dave Eggers) (See extract here ) • "Barbra's farewell: A city Verklempt" in
Da Capo Best Music Writing 2001 (edited by Nick Hornby and Ben Schafer) (See original article here ) • "My sister of perpetual mercy" in
A Member of the Family: gay men write about their families (1992) (edited by John Preston) • "Christmas Freud" in
The Dreaded Feast: writers on enduring the holidays (2009) (edited by Michele Clarke and Taylor Plimpton) • ''The Autobiographer's Handbook: The 826 National Guide to Writing Your Memoir'' (edited by Jennifer Traig and Dave Eggers) Rakoff contributed fiction pieces to the following anthologies: • "Sagrada family" in
Men on men 5: best new gay fiction (1994) (edited by David Bergman) • Interview as a child prodigy in
The infant mind transcript/The infinite mind (published by Lichtenstein Creative Media).
Posthumous publication On July 16, 2013, Rakoff's novel in verse "Love, Dishonor, Marry, Die, Cherish, Perish: A Novel" was published by
Doubleday. Shortly before his death he recorded it as an audio-book with the help of Ira Glass in the studio of This American Life
Radio essays Rakoff was a regular contributor to the radio program
This American Life on
Public Radio International, in which each week writers and performers contribute pieces (some documentary, some fiction) on a chosen topic, usually in the first person. The first was "Christmas Freud", an account of Rakoff's impersonating Sigmund Freud in the window of Barneys department store during the holidays. The piece appears in
Fraud, his first collection published in 2001. He says that
This American Life let him have his own take on things and break the bounds of just being a journalist. Most of his radio performances were recorded in the studio, but some were performed live. Rakoff was the first person to host a
This American Life episode in place of Ira Glass (the episode being "Like It Or Not"), followed only by
Nancy Updike. He appeared in
This American Life: Live! (2008) but was cut from 2009 version (the video with Dave Hill is available on the internet. Rakoff was featured on This American Life's live broadcast, "Invisible Made Visible" on May 10, 2012, from the Skirball Theater, NYU.. He returned to the Canadian airwaves with his regular appearances on CBC Radio's Talking Books, hosted by Ian Brown. After that, Rakoff was also frequently heard on the CBC radio program
WireTap. The August 17, 2012, episode of
This American Life, titled "Our Friend David," was dedicated entirely to his essays on the program.
Screenplays Rakoff adapted the screenplay for the
Academy Award winning short film
The New Tenants, originally written by
Anders Thomas Jensen. The director Joachim Back described Rakoff's role as having "helped me with the dialogue" and having "collaborated a lot on the dialogue". He also appears in the film. The film won the 2010 Oscar for best live action short film. Rakoff sold what he called a "meta screenplay", written with
Dave Hill, based on a fictitious tour to publicize the book ''Don't Get Too Comfortable''. In a short film based on the same story, Rakoff played a high-maintenance author opposite Dave Hill's patient, accommodating publicist. ==Acting and voice work==