In September 2019 testimony before the New York City Commission on Gender Equity, former employee Kimberly Watkins testified that Yang had fired her because he felt that she would not work as hard after getting married. Yang has denied the allegations, saying, "Kimberly Watkins' facts about her break from Manhattan Prep are inaccurate. During my more than a decade as CEO, I have worked with many women, married and otherwise, and value their work and dedication as important to the success of any institution." In an appearance on The View, Yang said, "I've had so many phenomenal women leaders that have elevated me and my organizations at every phase of my career, and if I was that kind of person I would never have had any success."
On March 11, 2019, Yang announced that he surpassed the fundraising threshold of 65,000 donors, qualifying him to participate in the first round of Democratic primary debates. On June 28, he announced that he reached 130,000 donors, which met the fundraising criterion for the third round of debates.
In the first quarter of 2019, Yang raised $1.7 million, of which more than $250,000 came from "the last four days of the quarter." According to Yang's campaign, "the average donation was $17.92" and "99% of the donations were less than $200." In the second quarter, Yang raised $2.8 million. The campaign stated that 99.6% "of its donors were small-dollar donors [who] gave less than $200." On August 13, 2019, Yang's third-quarter fundraising reached $2.8 million, matching his total second-quarter fundraising. On August 15, he reached 200,000 unique donors. On August 17, Yang announced that among his campaign donors, "the most common jobs are software engineers, teachers, drivers, retail workers and warehouse workers" and the "biggest employer is the US Army." On September 1, he announced that the average donation was $25, and that the campaign had received no corporate political action committee (PAC) money. In the 72 hours after the third debate, Yang's campaign raised $1 million, suggesting that it "is on track to raise significantly more in the third quarter" than in the second quarter, according to Politico.
On multiple occasions, Yang's campaign and supporters have criticized media outlets, such as MSNBC and CNN, for their coverage of Yang. Incidents include cases of news outlets excluding Yang from lists of 2020 Democratic candidates. On August 29, 2019, Yang supporters prompted the hashtag #YangMediaBlackout to trend on Twitter after a CNN infographic displaying the results of a poll included candidate Beto O'Rourke but not Yang, even though the poll showed Yang polling three times higher than O'Rourke. Yang supporters also criticized media outlets for providing disproportionately low coverage of Yang, pointing out that according to The New York Times, Yang has received some of the least coverage in cable news among the candidates, even though he was polling better than most of the field.
In early September, Yang's lack of media coverage was reported by several media outlets, including CNN. Axios noted that while Yang polled in the top six of the Democratic primary and was "getting plenty of online attention", he was "being treated by the media like a bottom-tier candidate." Krystal Ball of The Hill observed that there was "a persistent pattern of ignoring Yang's candidacy" among media outlets such as CNN. She further noted that Scott Santens, one of Yang's supporters, "has been keeping track of the apparent slights via Twitter." On October 23, 2019, Santens released an article compiling the mainstream media's exclusions of Yang. In November 2019, Yang's campaign manager dismissed an apology by MSNBC for leaving Yang off an infographic, which according to Santens's compilation was the 15th time in the campaign cycle MSNBC or its related networks had wrongfully excluded Yang. On November 23, 2019, following the MSNBC-hosted November debate in which Yang received the least speaking time and was not called upon for the first 30 minutes of the two-hour debate, Yang publicly rejected a request to appear on MSNBC unless the network would "apologize on air, discuss and include our campaign consistent with our polling, and allow surrogates from our campaign as they do other candidates'". A Business Insider analysis found that Yang received significantly less speaking time at debates than would be expected given his polling numbers. In late December 2019, Yang ended his boycott of MSNBC, saying he preferred to "speak to as many Americans as possible."