- Crosses the Line Twice: On an episode of Superstars, he offered a young boy $500 if he could bounce a basketball 15 times without messing up. The kid got up to 14 before Ted kicked the ball away, telling the confused child "You've got to learn a hard, cruel fact of life: when you don't do the job right, you don't get paid."
- Crowning Moment Of Funny: Showing up on WWE NXT to "marry" Goldust and Aksana purely to troll the hell out of his son.
- And a bit of Fridge Brilliance given that Ted DiBiase really is an ordained minister.
- And then returning in 2021 as the Always Someone Richer to Cameron Grimes.
- Crowning Music Of Awesome: MONEY, MONEY, MONEY, MONEY, MON~EY! BWAHAHAHA!
- Hilarious in Hindsight: In one of the Mid-South Wrestling episodes on the WWE Network he worries about being fined after interfering in a match, saying, "I'm not a rich man." That problem didn't last long.
- Memetic Mutation: He somehow became associated with "EVERYDAY I'M HUSTLIN'" on certain message boards.
- Likewise, his son is often called Hustlin' Jr.
- Moral Event Horizon: For both him and IRS, whacking Brutus Beefcake in the face with IRS's briefcase (this was when Beefcake was beginning to return to in-ring action for the first time in three years after his parasailing accident). Even Jimmy Hart, the manager, tried to talk them out of it to no avail, culminating in the latter's Heel–Face Turn.
- Values Dissonance: Him having Virgil as what was essentially a manservant and later buying Sapphire's services is seen as a little bit awkward nowadays since the idea of a rich white man buying the services of two black people obviously wouldn't fly today. Ditto for when he bought Tatanka, a Native American.
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