Prior to working as a Trump attorney, she was an executive secretary for the Department of Homeland Security and in 2020 became an anchor at One America News Network, a far-right, pro-Trump cable channel.

[2][5] According to her former boss Miles Taylor, Bobb clashed with DHS officials by weighing in on issues such as counterterrorism, which were viewed as repeated efforts to exceed her mandate.

[2][5] In June 2020, Bobb was hired by One America News Network (OANN), a far-right, pro-Trump cable channel that is known for promoting falsehoods and conspiracy theories.

[8][2] On OANN, Bobb promoted the Republican 2021 Maricopa County presidential ballot audit that sought to find evidence of election fraud against Trump.

[9][10][11] In August 2021, Bobb and Rion were named in a $1.6 billion defamation lawsuit by Dominion Voting Systems against OANN for promoting false claims that the company had engaged in election fraud.

[14] Bobb was present in the Willard Hotel "command center" where top Trump associates worked to prevent Joe Biden's election from being certified on January 6, 2021.

[17][18] In July 2022, Politico acquired an email that Bobb sent on December 13, 2020, to several Trump attorneys and allies, the day before electors met across the country to certify their states' election results.

It discussed how the Trump campaign director of election day operations Mike Roman had spoken with teams in seven states Biden had won who were focused on the effort to appoint false electors.

Roman reported developments to Bobb, who then relayed them to recipients that included Giuliani, Jenna Ellis, Boris Epshteyn and one-time Trump attorneys Joe diGenova and his wife Victoria Toensing.

[19] By March 2023, prosecutors for the Georgia election racketeering prosecution that later indicted Trump, Giuliani, Ellis, Roman and fifteen others sought to interview Bobb, but her attorney John Lauro indicated she would decline.

During this meeting, Bobb, who was Trump's custodian of records, gave the DOJ a signed declaration that had been drafted by Evan Corcoran, attesting that all classified material had been returned.

[28] Two months later, after the falsehood came to light, The New York Times reported that the signed declaration possibly indicated that Trump's legal team had not been forthright with federal investigators about the material.