Nonostante abbia coniato il famigerato termine “fatti alternativi”, Kellyanne Conway è forse meglio conosciuta per il suo dramma familiare durante la presidenza Trump. Durante il suo periodo come consigliere senior di Donald Trump tra il 2017 e il 2020, suo marito George Conway è stato un critico vocale del presidente e ha persino litigato con il capo di sua moglie su Twitter. A peggiorare le cose, la loro figlia maggiore Claudia Conway è diventata virale per aver parlato contro le opinioni conservatrici di sua madre e per aver registrato le loro discussioni domestiche da pubblicare sui social media.
"His daily deluge of insults violated our marriage vows to 'love, honor, and cherish' each other," Conway wrote in an excerpt of "Here's the Deal." She compared his Twitter behavior to a real affair, writing, "I found it increasingly hard for me to compete with George's Twitter fling. She's not even hot. She doesn't even have a personality. How can I compete with that?" Tensions between husband and wife deepened when George Conway became a co-founder of the Lincoln Project, an organization of anti-Trump conservatives that fought against his re-election. When Trump called George "a total loser," Kellyanne defended Trump. "You think he shouldn't respond when somebody, a non-medical professional, accuses him of having a mental disorder?" she told Politico in 2019. "You think he should just take that sitting down?"
However, Kellyanne isn't the only one to accuse George of harming their family. In 2021, daughter Claudia Conway accused George of stepping out, captioning a now-deleted TikTok, "My dad dipping this morning saying he wants nothing to do with our family and leaving for good," per OK!. That said, the Conways are still legally married even as Kellyanne immortalizes their struggles in her book.