9 Incredible Tipping Stories That Go Way Beyond Being Generous

Waitress Fulfills Dream of Traveling to Italy Thanks to Customer
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The bill was $60. The tip was $1,000.  After a waitress struck up a conversation with a diner and mentioned her dream of traveling to Italy, the tip brought quite the surprise. The tipper simply handed her the bill and told her to “take care.”
He then walked out, never saying another word.

Mysterious Tipper Leaves over $130,000 at Restaurants Across US
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Back in late 2013, an anonymous tipper began leaving insane gratuities in restaurants in a few states. He left $10,000 at the Hungry Cat in Los Angeles, $5,000 at Paris Club in Chicago and $3,000 at Tio’s Mexican Café in Ann Arbor. Altogether this mystery man has given away more than $130,000 to servers, bartenders and caddies.  Leaving only the Instagram handle @TipsForJesus on receipts, the person appears to be simply in it for the magnanimity. Several media outlets have fingered PayPal ex-Vice President Jack Selby as the likely tipper.

Man Leaves $10,000 Tip for Burger and Fries

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Bob Erb walked into a Canadian burger joint and began talking with restaurateur Clifford Luther. Luther mentioned his daughter had recently been diagnosed with cancer. Erb, who was on his way to bury his father’s ashes, wrote out a check for $10,000 to pay for his burger and fries.  Luther said: “It’s really lifted my spirits. There are just some really caring people out there.”

Erb had recently won the $25 million lottery, and it is estimated he’s given away $8 million of it. He’s even donated $1 million to help legalize marijuana.

Two Tips Totaling $6,000 Mesmerizes Ogden, Utah
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In August 2013, two Utah bars received outrageous tips. One was for $5,000 on a $214.75 bill and the other was for $1,000 on a $49 bill. ABC News alleged Sir Richard Branson as the mysterious tipper, who was spotted in Ogden at the same time, but the bars have kept the identity of the man a secret.   “He seemed like just a guy who does well for himself and chose to share it with others,” bar owner Jared Allen said. “It was really generous of the guy and he jumped through hoops to do it.”

One More Reason Why Johnny Depp Is the Epitome of Cool
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Johnny Depp had just finished filming “Public Enemy.” His was celebrating at the notorious Gibson’s Steakhouse in Chicago. According to veteran waiter Mohammed Sekhani, the group ordered appetizers like “shrimp cocktails” and bottle after bottle of $500 wine.  Depp left a $4,000 tip.  Sekhani is no stranger to Depp’s kindness: “I have worked with a lot of stars like Sean Connery and Robert De Niro but Johnny Depp is my favorite. He is a very soft-spoken guy who is very charming and sweet.” Aw.

Kentucky Man Fulfills Brother’s Dying Wish
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“Leave an awesome tip. And I don’t mean 25%. I mean $500 on a f*cking pizza.”  Those were the dying words of Aaron Collins, a man who passed at the age of 30. It was meant for his brother, Seth. When Aaron died, Seth and his family went on a mission to fulfill his wish.  Seth has left more than $40,000 at 81 restaurants across the U.S.  Julie Bombria, one waitress, said she felt like she was going to faint after receiving one of the $500 gratuities.

Iowa Couple Leaves Big Tip after Bad Service
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Makenzie and Steven Schultz dropped a $100 tip after their waiter failed to wait well. It took “20 minutes to get water, 40 minutes to get an appetizer, and an hour to get their entrée.”  The couple realized it wasn’t his fault, and the restaurant was simply short-staffed. So they paid it forward. Their Facebook post has received over 1.6 million likes.

Man Leaves $1,000 After Bartender Tells Him Her Dog is at the Vet
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A couple at a New Jersey hotel bar saw a paw print tattoo on bartender Christina’s wrist. They asked her what kind of dog she had. Christina said she had a Labrador mix named Tucker that was currently at the hospital undergoing surgery after swallowing a plastic ball. Christina further explained it was tough at the moment because her three jobs couldn’t support her bills or her three children.  The couple left a $1,000 tip. Christina told them she couldn’t accept the money, but the man told her he would be honored to help pay for Tucker’s surgery.

Waitress Gets $3 Million Tip … Yes, Really
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Phyllis Penzo was a waitress at Sal’s Pizzeria in Yonkers, New York, for 24 years. She often worked six nights a week. When police detective Robert Cunningham, 55, finished his meal, he offered her a deal: split his $1 lottery ticket instead of a tip.  It sounds like a raw deal at face value. But the next day Penzo received a call from Cunningham telling her they won $6 million together. Penzo leaped out of bed and told her husband they were rich.
The event was made into a movie, “It Could Happen to You,” starring Nicolas Cage, before he became the Internet’s biggest joke. The two families split the lottery payout of $285,715 a year for 21 years.

Then Cunningham went back to work because he loved being a police detective.

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