Early in her career, Finn was a journalist and worked as congressional correspondent for the Republican-American, a family-owned newspaper based in Waterbury, Connecticut.[1] She started as an intern on the same day as the September 11 attacks (2001), which she covered by writing a series of front-page articles.[2] She transitioned from journalism to politics, working on Capitol Hill for Lamar Smith and others.[3] Finn later served as a digital strategist for the Republican Party, working on operations programs for George W. Bush's 2004 presidential campaign and leading digital efforts for Mitt Romney's 2008 president campaign.[5][9] She co-founded the digital fundraising and media firm Engage with Patrick Ruffini.[10][11][12] During 2011–2013, she helped Twitter develop strategic partnerships in Washington, D.C.[7] She has also completed strategic work for the Republican National Committee (c. 2015)[13] and Google.[5][7][14]