Stefanowski's tenure at General Electric began in 1994 where he held multiple senior roles through 2007.[7][8] In 2003, Stefanowski became president and CEO of GE Commercial & Industrial Finance and then proceeded in 2004–2005 to serve as president and CEO of GE Telecom, Media & Technology Finance. Stefanowski worked at the GE Capital headquarters in Norwalk, Connecticut.
From 2008 to 2011, Stefanowski was chairman and managing partner of 3i Group plc in London, England. He then served as chief financial officer of UBS, where he restructured the Investment Bank to meet Basel III regulatory requirements.[9][10]
From early 2019 to present, Stefanowski has been employed by and in senior leadership and decision-making positions with Neom, a controversial planned futuristic development in the northwest of Saudi Arabia totally owned by the Saudi Government Wealth Fund, PIF.
In September 2017, Stefanowski announced his candidacy for the Republican nomination for governor of Connecticut in 2018.[7] He campaigned on phasing out the state income tax, corporate income tax, reducing business entity taxes, and eliminating the gift tax and the estate tax, in addition to using zero-based budgeting and creating a Taxpayer Bill of Rights.[11][12] Stefanowski's tax-cut proposals were backed by Republican economic commentators Arthur Laffer and Larry Kudlow.[13] During his campaign, Stefanowski pledged to oppose further gun-control measures in Connecticut.[14][15]
His campaign ran television commercials, beginning in January 2018, in the Hartford-New Haven and New York media markets; his ads criticized Democratic governor Dannel P. Malloy, promoting Stefanowski's economic proposals (co-authored with Laffer)[16] and criticizing Malloy's acceptance of publicly funded elections.[17]The Wall Street Journal reported that Stefanowski funded his campaign with a combination of fundraising and his own money, but that he had declined to state how much of his own money he would spend.[18]
At the May 2018 state Republican convention at Foxwoods Resort Casino in Mashantucket, Connecticut, the party endorsed Danbury Mayor Mark Boughton; Stefanowski attended the convention but bypassed the formal vote, opting not to place his name into nomination.[11][25] Stefanowski secured a spot on the Republican primary ballot by collecting the requisite number of signatures.[26][27][28][29]
In August 2018 primary, Stefanowski won the Republican nomination, receiving 29.4% of the vote, surpassing Boughton (21.3%), David Stemerman (18.3%), Tim Herbst (17.6%), and Steve Obsitnik (13.4%).[30] Following Stefanowski's nomination, on August 15, 2018, Donald Trump endorsed the campaign.[31]
In the November 2018, general election, Stefanowski was narrowly defeated by Democrat Ned Lamont.[2][3][4][32]
On January 19, 2022, Stefanowski declared his intent to run for governor again in the 2022 election. He won the Republican nomination at convention on May 6, 2022, with Laura Devlin selected as his running mate.[33] On November 8, 2022, Stefanowski lost the general election to incumbent governor Ned Lamont in a rematch of their 2018 race, this time with a 13% margin.