According to Michael Wolff, Epstein used to believe he could ruin Trump as he had such evidence with him. Trump had the habit of pitting his own people against each other while his competition was with Epstein over women. Trump and Epstein apparently shared a girlfriend and Epstein hinted that outscoring each other on women was a "high sport" for Trump. But Epstein was also afraid of Trump knowing he would do anything to protect himself.