[5] In 1984, Conway graduated magna cum laude from Harvard College with a Bachelor of Arts in biochemistry, where William A. Haseltine served as his faculty advisor.

[11] Conway agreed to work unpaid[10] as one of the attorneys who represented Paula Jones in her lawsuit against U.S. president Bill Clinton.

[24] On November 9, 2018, Conway and Neal Katyal wrote an op-ed in The New York Times challenging the constitutionality of Trump's appointment of Matthew Whitaker as acting attorney general following the termination of Jeff Sessions.

[26] Conway and Katyal argued that it was a mistake to try to use the FVRA to override the explicit wording of the Constitution, which requires Senate approval of all appointees who answer directly to the president.

The group was composed of more than a dozen members of the conservative-libertarian Federalist Society, which had been instrumental in selecting candidates for the Trump administration to appoint to federal courts.

The New York Times reported that the group was "urging their fellow conservatives to speak up about what they say are the Trump administration's betrayals of bedrock legal norms".

[27] Conway is a founding member and advisor of the Lincoln Project, a conservative Super PAC formed in December 2019 and dedicated to "Defeat President Trump and Trumpism at the ballot box".

[28][29][30] Its detailed aim is "persuading enough disaffected conservatives, Republicans and Republican-leaning independents in swing states and districts to help ensure a victory in the Electoral College, and congressional majorities that don't enable or abet Mr. Trump's violations of the Constitution".

[31] The group released its first video on January 9, 2020; called "The MAGA Church"; it warns evangelicals to beware of false prophets.

[34] In 2021, Conway said that the Lincoln Project should shut down considering revelations that some of its leadership ignored warnings that another founder was harassing young men, including interns.

When questioned about why he made the donation, Conway told CNN that he believed the election crucial for upholding democracy and the rule of law.

[40] Conway occasionally appears in mainstream news media as an expert guest to offer his opinion in matters involving Donald Trump's legal battles.