2015–2020: Fourth term
In the 2015 Singapore general election, Lee was re-elected in Ang Mo Kio GRC, with the PAP winning 83 of 89 seats in Parliament and 69.9% of the national vote. Lee's fourth term as prime minister was marked by events such as the China–United States trade war, which adversely affected the nation's economy, being highly reliant on free markets and trade. Increased cyberattacks on Singapore-related services and websites led to the introduction of the Cybersecurity Act in 2018 and the establishment of the Cyber Security Agency. The defeat of the Barisan Nasional government in the 2018 Malaysian general election, which saw the return of Mahathir Mohamad as prime minister, led to a chill in relations as the new Pakatan Harapan government sought to overturn previously signed agreements on the Kuala Lumpur-Singapore high-speed rail and Johor Bahru-Singapore Rapid Transit System, and also disputed with Singapore on airspace and maritime rights. As part of the Lee government's effort to promote Singapore as an international center for arbitration, the city hosted the leaders of Mainland China and Taiwan for the Ma–Xi meeting on 7 November 2015 and the North Korea–United States summit on 12 June 2018. Singapore hosted the signing of the Singapore Convention on Mediation on 7 August 2019, the first United Nations treaty named after it, and ratified it on 25 February 2020.
On 20 July 2018, it was announced that sophisticated state-linked actors had hacked Lee's health data along with that of 1.5 million other residents. The hack was intended to access Lee's data in particular.
On 23 April 2019, Lee reshuffled his cabinet and promoted Heng Swee Keat to deputy prime minister, effective 1 May 2019. As part of the party's leadership succession, the move was widely interpreted as a prelude to Heng succeeding Lee as Singapore's fourth prime minister after the next general election. Lee noted that the cabinet reshuffle "was more extensive than usual", with younger, fourth-generation ministers being prioritised and now heading two-thirds of the ministries.
Speaking at his party convention on 19 November 2017, Lee said that raising taxes was a necessity to fund investment in the social, healthcare, economic and infrastructure sectors. Annual expenses on preschools is expected to reach $1.7 billion by 2022, while the growth in the ageing population is predicted to create a larger demand for affordable healthcare. Construction and refurbishment of new port and rail infrastructure, coupled with economic restructuring and training of workers, also necessitated tax increases. The taxes raised would be in the form of the GST, which is expected to rise from 7% to 9% by 2025. Lee's government said that it was necessary to plan ahead for increasing annual recurrent expenses, with Heng Swee Keat saying that the "hike cannot be put off or scrapped" to pay for critical future needs, especially in the healthcare sector.
In his Budget 2020 speech in February, Heng announced amendments to the GST Voucher Fund Act that would allow grants-in-aid to be given to parents or guardians for infants and children to mitigate their expenses. Second Minister for Finance Lawrence Wong said the intent was to expand the range of people who qualify for the fund. With the amendment, the Act would allow for the funding of the $6 billion Assurance Package, which was intended to delay the impact of the impending hike for five years.
The proposed hike met with broad disapproval from the opposition, with the Workers' Party and Progress Singapore Party calling for the GST to be retained at its present rate of 7% and others calling for the GST to be suspended entirely or for the exemption of essential goods from the tax.
Lee's government introduced the Protection from Online Falsehoods and Manipulation Act (POFMA) in 2018, colloquially known as the "fake news law", which was first mooted by Minister of Law and Home Affairs K Shanmugam. Despite concerns by activists and opposition Members of Parliament that the Act would limit free speech under the guise of preventing disinformation, the bill passed by a 72–9 vote on 8 May 2019 after two days' debate. Reporters Without Borders called the bill "terrible", "totalitarian", and a tool for censorship. Reuters wrote that the act "ensnares" government critics. Social media firms like Facebook expressed concern that the law would grant "broad powers to the Singapore executive branch to compel us to remove content they deem to be false and pro-actively push a government notification to users". In the leadup to the 2020 general election, Lee's own brother Lee Hsien Yang accused him of reneging on promises made in his 2004 National Day Rally speech about promising increased civil liberties and the freedom to express diverse views without interference.
Lee and his ministers actively rebutted allegations by overseas media that POFMA is a tool for censorship, saying that "no information or view has been suppressed" as a result of the Act and that the government "has not restricted free debate". In an interview with The Straits Times, Lee noted that fake news could disrupt society, and that the United States and Europe were struggling to manage the situation, especially in light of alleged Russian interference in recent elections. He cited Germany as a country that has enacted a similar law. In response to concerns that POFMA could curb free speech, Lee said that free speech exists within appropriate boundaries, with no society having absolute freedom of speech, and that defamatory or threatening speech should be banned to facilitate meaningful exchange of information and ideals.
The first COVID-19 case in Singapore was confirmed on 23 January 2020. Early cases were primarily imported until local transmission began to develop. By late March, clusters were detected at multiple dormitories for foreign workers, which soon contributed to an overwhelming number of new cases in the country. In response, Lee announced on 3 April 2020 that Singapore would enter a limited lockdown with restrictions on movement. The policy, officially called "circuit breaker" in governmental parlance, was intended to halt the disease's spread in the wider community. Workplaces were shut and all schools switched to home-based learning from 7 April to 1 June. Lee served as advisor to a multi-ministry level task force that had been set up in January, chaired by Minister for Education Lawrence Wong and Minister for Health Gan Kim Yong. Lee's government also contributed US$500,000 to support the World Health Organization. With the pandemic pushing Singapore into a recession, the government unveiled four successive stimulus packages intended to keep the economy afloat, the Unity, Resilience, Solidarity and Fortitude budgets.