Tim Pool

After watching a viral video from Occupy Wall Street, Pool purchased a one-way bus ticket to New York. Pool joined the Occupy Wall Street protestors on September 20, 2011, and met Henry Ferry, a former realtor and sales manager, shortly afterwards, and they formed a media company called The Other 99. Pool also began livestreaming the protests with his cell phone and quickly assumed an on-camera role. Pool used a live-chat stream to respond to questions from viewers while reporting on Occupy Wall Street. Pool also let his viewers direct him on where to shoot footage. He modified a toy remote-controlled Parrot AR.Drone for aerial surveillance and modified software for live streaming into a system called DroneStream. In mid-November 2011, Pool provided non-stop 21 hour coverage of Occupy Wall Street's eviction from Zuccotti Park. Pool's use of live streaming video and aerial drones during Occupy Wall Street protests in 2011 led to an article in The Guardian querying whether such activities could take the form of counterproductive surveillance.

In January 2012, he was physically accosted by a masked assailant. Also in January 2012, The Other 99 was disbanded following a feud between Pool and Ferry. Pool had also planned on livestreaming occupy protests across the United States for a documentary called Occumentary, but it was never filmed.

Pool's video taken during the protests was instrumental evidence in the acquittal of photographer Alexander Arbuckle, who had been arrested by the NYPD. The video showed that the arresting officer lied under oath, though no charges were filed. While covering the NoNATO protests at the 2012 Chicago summit, Pool and four others were pulled over by a dozen Chicago police officers in unmarked vehicles. The group was removed from the vehicle at gunpoint, questioned, and detained for ten minutes. The reason given by police was that the team's vehicle matched a description.

In the context of the Occupy movement, Pool's footage was aired on NBC and other mainstream networks. According to The Washington Post, Pool "helped demonstrate to activists that livestreaming had potential as an alternative to depending on cable news coverage". He was nominated as a Time 100 personality in March 2012 for his importance to the Occupy movement, alongside David Graeber, as Time dubbed Pool "the eyes of the movement".

In November 2011, Pool told On the Media, "I don't consider myself a journalist." "I consider myself an activist 100%" there "to support the movement." In October 2012, he told El País that "I'm not an activist" and described himself as a journalist. In 2018, Pool said that "I don't align with Occupy Wall Street and never did". In 2021, he denounced the Occupy movement as "crooked".

After joining Vice Media, Pool began producing and hosting content and developed new methods of reporting. In 2013, he reported on the Gezi Park protests in Istanbul with Google Glass. In April 2013, Pool received a Shorty Award in the "Best Journalist in Social Media" category. From 2013 to 2014, while working for Vice, Pool covered and live streamed the mass protests in Ukraine that led to the collapse of the Yanukovych government. He also covered the Ferguson unrest and covered protests in Thailand, Turkey, and Egypt.

In 2014, he joined Fusion TV as Director of Media innovation and Senior Correspondent.

As of 2021, Pool operates six YouTube channels, two of which, Timcast and Tim Pool, feature daily political commentary, while a third serves as a clip channel for Pool's podcast, Timcast IRL.

In May 2022, it was estimated that Timcast IRL generated $65,824.86 in non-advertising revenue for YouTube across 100 videos on the Timcast IRL channel from October 2020 to November 2021.

Pool covered the 2016 Milwaukee riots. Pool said he would leave the area and stop reporting on these events, saying he thought it was dangerous due to perceived escalating "racial tensions".

In February 2017, Pool traveled to Sweden to investigate claims of "no-go zones" and problems with refugees in the country. He launched a crowdfunding effort to do so after U.S. president Donald Trump alluded to crimes related to immigration in Sweden. InfoWars writer Paul Joseph Watson offered to pay for travel costs and accommodation for any reporter "to stay in crime-ridden migrant suburbs of Malmö." Watson donated $2,000 to Pool's crowdfund to travel to Sweden. While in Sweden, Pool largely disputed that migrant suburbs of Malmö and Stockholm were crime ridden, saying that Chicago is vastly more violent. While filming in Rinkeby, a Stockholm suburb, Pool alleged that he had to be escorted by police, due to purported threats to his safety. Swedish police have disputed Pool's claims, stating, "Our understanding is that he didn't receive an escort. However, he followed the police who left the place." The police stated that, "When Tim Pool took out a camera and started filming, a group of young people pulled their hoods up and covered their faces and shouted at him to stop filming. The officers then told Tim Pool that it was not wise to stay there in the middle of the square and keep filming."

In November 2017, Pool created his second YouTube channel, Timcast News.

In 2019, podcaster Joe Rogan invited Pool onto his podcast, The Joe Rogan Experience, following an interview with Twitter founder Jack Dorsey. The two criticized the banning of Milo Yiannopoulos from Twitter, arguing that the provocateur had not truly encouraged his fans to harass Ghostbusters actress Leslie Jones. The Atlantic contributor Devin Gordon criticized Rogan and Pool, stating that both men demonstrated a limited understanding of Twitter, censorship, and abuse during the discussion. Rogan invited Pool and Dorsey, as well as Twitter chief legal officer Vijaya Gadde, back on his podcast. Pool described cases where he asserted conservatives were unfairly suspended on Twitter. In particular, Pool brought up the banning of Alex Jones and argued that Twitter rules against misgendering transgender users is ideological. Gadde said that Twitter is a free speech platform on which punishments are based on evaluation of consistently-applied harassment guidelines.

In July 2019, Pool participated in a White House event hosting right-wing internet personalities who President Trump characterized as unfairly targeted for their views.

In August 2020, Trump liked a tweet published by Pool expressing sympathy and support for Kyle Rittenhouse, a 17-year-old boy from Antioch, Illinois then facing trial on charges of killing two people during the riots in Kenosha, Wisconsin for which he was ultimately acquitted. Trump's son, Donald Trump Jr., retweeted a statement by Pool describing how the case of Rittenhouse had convinced Pool to vote for Trump.

A report from the Election Integrity Partnership (EIP) said that Pool was a "superspreader" of fake news surrounding voter fraud before and after the 2020 United States presidential election.

In June 2021, Pool invited North Korean defector Yeonmi Park onto his podcast. Park claimed that North Koreans “don’t know the concept of love” aside from political admiration of Kim Jong-Un. Pool replied by telling her that this was "The most villainous thing I’ve ever heard,” however an investigation by experts and journalist into Park's claims about North Korea found that she had fabricated many of her stories, including the ones she told Pool.

In August 2021, Pool criticized New York City Mayor Bill de Blasio's COVID-19 vaccine passport mandate, as it did not have any exemptions for immunocompromised people or people with other disabilities.

In April 2022, Pool and The Daily Wire CEO Jeremy Boreing purchased a billboard in Times Square to accuse Taylor Lorenz of doxxing the Twitter account Libs of TikTok. In response, Lorenz called the billboard "so idiotic it's hilarious".

In July 2022, Pool had an op-ed published in Newsweek magazine in response to video footage of him being included in the United States House Select Committee on the January 6 Attack public hearings. Pool claimed the committee misrepresented him with an out of context clip of him reading a Fox News news article alongside people calling for a "red wedding".

In November 2022, Pool interviewed rapper and presidential candidate Kanye West on his podcast, Timcast IRL. West's political advisors, alt-right commentator Milo Yiannopoulos and white supremacist Nick Fuentes also participated in the interview. The interview came days after West and Fuentes met with former President Trump. During the interview, West made a series of antisemitic statements, including claims about a Jewish conspiracy controlling the American government and media. Pool criticized West's comments on Jews, saying "I'm gonna disagree with you." After Pool refused to criticize Jews, West and his advisors walked out of the interview.

According to The Independent, BuzzFeed News, and The Daily Dot, Pool has a "primarily right-wing audience".

In 2014, Pool helped launch Tagg.ly, a mobile app that watermarks photos. Pool said he was interested in this kind of application due to experiences where others used his photographs without attribution.

In 2019, he co-founded the news company Subverse, which raised $1 million in 22 hours via regulation crowdfunding in 2019, surpassing the previous record on Wefunder. The service was later renamed SCNR. Pool partnered with Emily Molli and former Vice editor-in-chief Rocco Castoro, although Pool later fired both of them in January 2021.

In 2022, he collaborated with drummer Pete Parada to release two singles "Genocide" and "Only Ever Wanted". "Only Ever Wanted" reached the No. 2 spot on the global iTunes chart. The single was most downloaded on the Billboard charts in September 2022 in Alternative Digital Song Sales. Both singles reached the No. 1 spot on iTunes.