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The years following her divorce from tennis legend John McEnroe in 1994 were particularly challenging for Tatum. She encountered significant financial hardships, worsened by a serious battle with drug addiction and betrayal by an accountant who stole $1 million from her. These experiences have profoundly impacted her life and career, emphasizing her struggle not just with her father's legacy but with her personal demons as well.
In 2020, Tatum suffered a stroke as a result of an overdose, which necessitated ongoing medical interventions, including neck surgery and intensive speech therapy twice a week. The road to recovery has been long, further complicating her relationship with her dad’s memory.