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  • Crowning Moment of Awesome: His commentary of the 1992 Royal Rumble.
    • At one point Ted DiBiase bought Andre the Giant's contract from Heenan for $1,000,000 (with the intent of having Andre defeat champion Hulk Hogan and then surrender the title to DiBiase). After Wrestlemania IV, Heenan bought back Andre's contract...for $100,000. Heenan managed to make $900,000 despite Andre failing in his task. "The Brain," indeed.
  • Crowning Moment of Heartwarming: He might have hated working in WCW, but working for them made it easier to see his daughter, who went to school in Atlanta.
  • Tear Jerker: His acceptance speech for the WWE Hall of Fame.
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"I wish Monsoon were here."

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    • Years earlier, Bobby announced on WCW television that Monsoon had died, and even broke down crying.