As newspapers have declined in the digital age, the company has ordered round after round of cutbacks, prompting complaints that Tribune was decimating one of the nation's most accomplished journalistic institutions.
The paper's future has been clouded since Tribune Co. filed for bankruptcy court protection in 2008. Although the company eventually emerged from bankruptcy in 2012, the Times has shrivelled. Its news staff has been pared to around 400 from more than 1,300 at its peak in the late 1990s.
The paper's journalists voted overwhelmingly last month to form a union. Their immediate concern is the company's nascent plans to establish a network of non-staff contributors to produce stories outside the main newsroom, which some fear would be a "scab" operation designed to undermine the union.
Tronc - short for Tribune Online Content - also owns the Chicago Tribune, Baltimore Sun and New York Daily News, among other papers.
It is controlled by a Chicago investor, Michael Ferro. However, Ferro's control has been contested by Soon-Shiong, who has challenged Ferro on several issues, including his spending on private jet travel and other corporate perks.
A representative for Soon-Shiong said he was traveling and could not comment on the purchase.
Despite declining print readership and advertising revenue throughout the newspaper industry, the Times remains a strong brand and the dominant daily newspaper in the nation's second-largest city.
It is the sixth-largest daily paper as measured by print circulation, with 431,000 subscribers, according to the Audit Bureau of Circulation.
It is also among the leading news providers online, with 31.6 million unique readers in December, according to ComScore.
"It's still very big and has a great franchise," said Rick Edmonds, the media-business analyst at the Poynter Institute, a journalism-education organisation. He said the paper remains profitable, despite its deterioration. "I think they could get a pretty good price. It's an attractive property."
Although Tronc doesn't detail the financial performance of each of its papers, Edmonds estimates that the Times accounted for between 30 and 40 per cent of the company's overall revenue. Tronc reported revenue of US$353.1 million ($480.9m) in its most recent quarter, down 7 per cent. It was barely profitable, earning just US$2.1m, compared to a loss of US$10.5m in the same period a year earlier.
The paper has been the subject of sale rumors for years. In 2007, shortly after Chicago businessman Sam Zell led a leveraged buyout of Tribune Co., the entertainment mogul David Geffen reportedly inquired about acquiring the Times. Geffen has since said he is no longer interested in the paper.
Other would-be buyers include Los Angeles billionaires Eli Broad and Ron Burkle, who teamed up in an attempt to buy Tribune Co., and with it the Times, in 2007. Broad expressed interest in the paper again in 2012, telling the Times he wanted to partner with "foundations or wealthy families" to restore the paper's local ownership.
News of a sale caught several Times' journalists by surprise, another shock for a newsroom that has been dealing with turmoil in the management ranks and turnover among top editors.
Only last week, Tronc named Jim Kirk, the former editor and publisher of the Chicago Sun-Times, as the Times' new editor in chief.
The appointment of Kirk, a veteran newsman, relieved some of the tension stirred up his predecessor, Lewis D'Vorkin, a former Forbes editor who did little to foster a close working relationship with his journalists.
D'Vorkin lasted just three months on the job; he was appointed after Tronc fired four top editors, including editor in chief Davan Maharaj, in August.
Meanwhile, Ross Levinsohn, who was named publisher of the Times in August, was put on leave last month after the disclosure of sexual harassment allegations against him while he worked at other companies.
Tronc acquired the San Diego paper, known as the U-T, in 2015, for US$85m. Shortly thereafter, it announced it was laying off 178 employees, almost a third of its staff, as it moved its printing operations to the Times' facilities in Los Angeles.
The Times and the U-T, however, have otherwise had a limited relationship. The Times irregularly publishes the UT's stories in its local-news sections, and vice versa. They also share some advertising sales. But the two papers mostly operate autonomously under Tronc's ownership.
"I don't have the impression that they've integrated Los Angeles and San Diego," said Edmonds, the analyst. Although Los Angeles and San Diego are only about 120 miles from each other, "people don't care much" about Los Angeles news in San Diego and vice versa, he said.
Tronc tried to consolidate its newspaper holdings in the vast Southern California market in 2016 by buying the Orange County Register - the third major paper in the region - but the purchase was blocked by a federal judge after it was challenged on antitrust grounds by the Department of Justice. The Register was sold to another company, Digital First Media.