Gaby Dunn

In October 2010, Dunn created 100interviews.com, a Tumblr blog in which she intended to publish transcripts of 100 interviews, given over the course of a single year, with a variety of different people. Interview subjects included a transgender person, a rocket scientist, an Abraham Lincoln expert, and Stephen Colbert.[8] Her initial inspiration for the project stemmed from her own personal desire to meet different people and hear their stories. However, Dunn also wanted to offer readers the opportunity to "vicariously meet people" whose lives were different from their own. "That's something I don't think journalism does anymore." Dunn explained in an interview with Yeshiva University's The Commentator, "If you're liberal, you'll watch certain news channels and if you're conservative you'll watch different channels. Journalism used to present one truth that each side could interpret. Now it panders to one side or the other."[7]

Because 100 Interviews was an independent project, Dunn sometimes solicited interviews with her candidates in non-traditional unexpected ways. Children's horror author R. L. Stine agreed to sit for an interview after Dunn "cold-tweeted" him on Twitter.[9] After trying and failing to interview Colbert by crashing a $2,000 a plate dinner gala,[10] Dunn settled for asking him questions during a pre-show Q&A for The Colbert Report.[11] She also used Help a Reporter Out, an online service that connects journalists with expert sources.

Dunn's attempts to gain wider exposure for what she called her "diary journalism"[12] were initially met with rejection.[13] Dunn has been recognized as a success case of the use of social media for self-promotion,[9] particularly Twitter and Tumblr, the micro-blogging service and web application platform through which she initially self-published her interviews.[14] The success of 100 Interviews caused Dunn's work to be noticed by the Village Voice and New York Times culture editor Adam Sternbergh.[15]

In 2014, Dunn created a YouTube channel with her best friend Allison Raskin called Just Between Us (JBU). The two play characters based on themselves, which they describe as an odd couple. Dunn plays a sex-positive, bisexual, feminist in contrast to Raskin's uptight, straight, single character. They began with giving love advice, and then added sketches. The advice show sometimes features guest stars, which in the past have included family members and close friends. They temporarily had a series replacing their advice show called "Is This What You Want?" where they tried different types of videos from various areas of YouTube. Just Between Us now has more than 718,000 subscribers and over 160 million views.

In August 2016, Gaby Dunn began a podcast with the intent of exposing and analyzing money problems that most people face yet no one talks about. The podcast was called Bad with Money with Gaby Dunn and is part of the Panoply podcast network.[16] On her podcast she discusses her financial experiences in regards to her debt,[17] career, and also systematic financial systems in place that make earning money difficult. Her guests have ranged from financial psychologist Dr. Brad Klontz[17] to feminist scholar and writer Roxane Gay.[18]

This podcast stems from a long conversation Dunn has had around money and the internet. After an article she wrote for Fusion went viral in December 2015, Dunn became one of the leading spokespeople for the intersection of being famous online and making a living.[19] Many YouTubers, while "internet famous", cannot profit off of their celebrity for fear of being seen as disingenuous, as Dunn describes in the documentary Vlogumentary (2016), in which she shows one of the jobs as a courier and also the fans she runs into as she's working.[20] During the early weeks of Bad with Money, Dunn also hosted the Finale Rally podcast, which is no longer active.[21]

Dunn's debut novel, written with Allison Raskin, was published on September 5, 2017.[22] A follow-up novel was released in July 2019, titled Please Send Help.

In 2019, Dunn was also a consulting producer on the Netflix animated series, Big Mouth, created by comedian Nick Kroll.

In October 2019, Gaby's debut original graphic novel, Bury the Lede[23] was released in partnership with BOOM! Studios. It is a queer crime thriller that was inspired by Dunn’s own experiences working as a young reporter at the Boston Globe. Bury the Lede was illustrated by Claire Roe.

Dunn has appeared twice as a guest on The George Lucas Talk Show, first during the marathon fundraiser of Arli$ and later on The George Lucas Holiday Special.