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The Outline

Defunct

7 known investors

The Outline is a digital publication founded by journalists that produces original stories at the intersection of culture, power, and technology. It focuses on cultural and technology-oriented journalism for general readers.

Also known as Independent Media

Investors Β· 7

Also in the syndicate Β· 3

Boat Rocker VenturesNextView VenturesTEGNA

Company profile

researched Aug 2026

The Outline was a New York City-based online news and culture publication organized around three editorial verticals: power (who holds and seeks it), culture (how people live and communicate), and the future (technology and what comes next). Launched in December 2016, it published essays, reported features, interviews, criticism, video, audio and an advice column, and deliberately pursued stories it described as unseen, underreported or dismissed by mainstream outlets. Coverage in its final months included first-person and reported series on the coronavirus pandemic, media and internet criticism, film and music writing, and politics.

The publication was built on a custom in-house publishing platform designed for a mobile-first audience, presenting stories as swipeable stacks of cards and atomized story elements such as data points and contextual facts. It sought to avoid dependence on social-media distribution, aiming instead for a readership that visited the site directly, and it staffed a hybrid team of developers, designers, editorial and video producers.

The company was founded under a holding company named Independent Media and was venture-backed. Following repeated rounds of layoffs in 2017 and 2018, it was acquired by Bustle Digital Media in March 2019 and ceased publishing in April 2020 when its entire editorial staff was laid off.

Founding story

The publication was founded independently in 2016 by Joshua Topolsky, a co-founder of The Verge and a former digital editor at Bloomberg, who raised venture funding to build what he framed as an alternative to conventional digital media. In his launch post he argued that the industry had come to rely on scale, quantity, derivative storytelling and other companies' platforms, and set out to build a publication and technology stack from scratch around three converging subjects: power, culture and the future.

Business model

The Outline operated as an advertising-supported digital publication. Rather than selling traditional banner inventory, it built custom, visually interactive advertising for a limited roster of roughly 10 to 12 partner companies per year. Industry observers noted that this bespoke-ads model, while potentially higher quality, was labor-intensive and expensive, and that the site's traffic base was too small to support the scale of campaigns it sought.

Advertising and content partnerships: income came from custom advertising arrangements with a limited set of partner companies each year rather than programmatic or banner display, supplemented by partnerships such as the TEGNA content deal.

Traction

At launch the site had about 10 full-time staff, later growing to approximately 26 to more than 30 employees. In May 2018 the company reported about 3 million monthly unique visitors from internal analytics, and in April 2018 the CEO claimed advertising clickthrough rates 25 times the industry average. A reported valuation of more than $20 million was cited at the company's peak. Traction subsequently reversed through successive layoffs, an acquisition by Bustle Digital Media, and the shutdown of editorial operations in April 2020.

Latest developments

On April 3, 2020, executive editor Leah Finnegan announced that the entire editorial team had been laid off, part of a cut of roughly 25 people at owner Bustle Digital Group. The site's final article was published March 20, 2020, and the publication is recorded as defunct as of April 3, 2020.

β–ΈFull profile β€” market position, technology, go-to-market, geography, history, risks & controversies

Market position

The Outline positioned itself as a boutique alternative to large-scale digital media companies, and was compared with outlets including Vox Media, BuzzFeed, Vice Media and Mashable. It launched to largely positive reviews for its design and reported roughly 3 million monthly unique visitors and a peak valuation reported at more than $20 million, but struggled to sustain revenue amid a tightening digital advertising market and repeated staff reductions before being absorbed by Bustle Digital Group.

The Outline distinguished itself through a proprietary publishing platform supporting card-stack navigation and modular, interactive story components optimized for mobile; a narrow editorial focus on power, culture and the future rather than high-volume traffic coverage; a stated intent to draw direct visitors instead of relying on social platforms; and custom-built advertising for a small number of annual partners in place of standard banner ads.

Technology

The Outline built its own publishing platform, described by the founder as a real-time, extensible content system that atomized story elements into modular components and allowed stories to be assembled in varied formats across devices. The interface presented articles as swipeable card stacks and was highly optimized for mobile. The platform was created by CTO Ivar Vong with senior developers Stephen Cronin and Dave Lucia, alongside contributors from the agency Code & Theory. Third-party tools associated with the site included Facebook Pixel, Google Data Studio, Amazon S3, Quantcast, Boostr and Adobe Creative Cloud.

Go-to-market

Distribution was centered on its own website and mobile-optimized platform, with the company explicitly seeking to limit reliance on social media referral traffic and to attract a self-described smart, influential audience directly. Editorial products included written stories, video, audio and a daily news-roundup podcast. Revenue was pursued through direct sales of custom advertising and content partnerships, including one with broadcaster TEGNA.

Readers seeking cultural, political and technology journalism, described by the company as a smart, influential, mobile-oriented audience that would visit the site directly; advertisers and content partners seeking custom, interactive campaigns.

Geography

Headquartered in New York City, with an office on the Lower East Side of Manhattan; content was published in English.

History

Founded in 2016 by Joshua Topolsky under a holding company called Independent Media, the site launched on December 5, 2016 with around 10 employees and grew to about 26, hiring from Vox Media, Vice News and BuzzFeed. A daily podcast, The Outline World Dispatch, launched in April 2017. TEGNA announced a content partnership in February 2018 and became an investor in a $5.15 million round announced in May 2018. Cuts followed: a video team in December 2017, two writers in June 2018, and further writers, developers and support staff in September 2018, when the company also planned to move into a co-working space; the freelance collective Study Hall organized a boycott in response. Bustle Digital Media, led by Bryan Goldberg, acquired The Outline on March 27, 2019, with Topolsky staying on to run it. On April 3, 2020, executive editor Leah Finnegan announced the entire editorial team had been laid off as part of a roughly 25-person reduction at Bustle Digital Group; the last article was published March 20, 2020.

Risks & controversies

The company's trajectory became a widely cited example of the tensions between venture capital funding and digital media economics. Reporting indicated that much of the $5.15 million announced in May 2018 had been raised and spent months before the announcement, that the company had wanted to raise more than it secured, and that its burn rate outpaced revenue; talks about alternative financing, including a reported approach involving the owners of the New York Observer, did not proceed. Its early build-out, including an expensive video team laid off in December 2017, was described by sources as too ambitious for the company's stage. Public controversies included the June 2018 characterization of two laid-off employees as underperformers, for which the CEO apologized, and a boycott organized by the freelance collective Study Hall after the September 2018 layoffs.

Compiled by commissioned research from 8 cited public sources β€” announcements, filings, and press listed under research sources below.

Key figures

latest reported
Advertising clickthrough rateApr 2018stated by CEO to be 25 times the industry average
Annual advertising partnersJan 201610 to 12 companies per year
EmployeesJan 201826 people
Employees at launchDec 201610 people
Monthly unique visitorsMay 20183,000,000 uniques/month
Reported valuationJan 2018$20M
StaffMay 2018more than 30

Company-reported or press-reported figures, each dated to when it was claimed β€” not independently audited.

Timeline Β· 7

launches, deals, and filings
Apr 2020
Entire editorial team laid off; site becomes defunct

Executive editor Leah Finnegan announced that the whole editorial staff had been laid off as part of a Bustle Digital Group reduction of about 25 people. The final article was published March 20, 2020.

source β†—

Mar 2019
Acquired by Bustle Digital Media

Bryan Goldberg's Bustle Digital Media acquired The Outline; Topolsky was to continue running the website.

source β†—

Sep 2018
Layoffs of staff writers and office move to co-working space

Two full-time staff writers were laid off, leaving the site without staff writers, alongside cuts to developers and support staff; Topolsky said the moves were needed to reach a break-even financial position, and the company planned to move into a co-working space. The freelance collective Study Hall organized a boycott in protest.

source β†—

Jun 2018
Two Power section staff let go

A writer and an editor from the Power section were let go; founder and CEO Joshua Topolsky described them as 'underperforming employees' and later apologized for the remark.

source β†—

Feb 2018
Content partnership with TEGNA

Broadcast television company TEGNA announced a content partnership with Independent Media, the holding company behind The Outline, and later became an investor.

source β†—

Apr 2017
Launch of The Outline World Dispatch podcast

A short daily podcast featuring news roundups.

source β†—

Dec 2016
The Outline launches its website

The publication launched publicly with roughly 10 full-time staff and a custom in-house publishing platform, with a founder's introductory post published December 4, 2016.

source β†—

Dated company events from announcements, filings, and press; legal rows summarize public dockets and regulator releases.

In the news

β–ΈResearch sources Β· 8

primary sources listed

8 public sources were cited for this profile; the first-party ones are listed here.

Frequently asked questions

What does The Outline do?
The Outline was a New York digital publication covering power, culture and the future; it shut down in April 2020.
Who are The Outline's investors?
The Outline's investors include Advancit Capital, Cerity Partners Ventures, Red Sea Ventures, RRE Ventures.