NEWS
LIFESTYLE
FUNNY
WHOLESOME
INSPIRING
ANIMALS
RELATIONSHIPS
PARENTING
WORK
SCIENCE AND NATURE
About Us Contact Us Privacy Policy
SCOOP UPWORTHY is part of
GOOD Worldwide Inc. publishing
family.
© GOOD Worldwide Inc. All Rights Reserved.

Waiter couldn't believe customer's $500 tip on a 65-cent bill — until he read her heartbreaking note

'This has got to be a joke. There’s no way,' expressed the Texas waiter.

Waiter couldn't believe customer's $500 tip on a 65-cent bill — until he read her heartbreaking note
(L) A worried-looking old woman in a grocery store; (R) A happy waiter reading a note. (Representative Cover Image Source: Getty Images | Photo by (L) Lord Henri Voton, (R) andresr)

Sometimes, one kind act can give back most unexpectedly. That’s what happened to a Texas waiter whose small gesture of kindness turned into something he never imagined. As reported by ABC News, the story began with a routine workday for a Texas waiter and ended with a surprising and emotional reward. What started with a simple 65-cent drink turned into an unforgettable moment, marked by a tip that left him completely speechless.

A young woman paying the bill in a restaurant. (Representative Image Source: Getty Images | Photo by 10'000 Hours)
A young woman paying the bill in a restaurant. (Representative Image Source: Getty Images | Photo by 10'000 Hours)

In 2016, Kasey Simmons, a 32-year-old server from Little Elm, Texas, was working his dinner shift at Applebee’s when he received a $500 tip on a check totaling just 65 cents. “I thought, ‘This has got to be a joke. There’s no way,’” Simmons told ABC News. “Then, I read that letter and I’m thinking, ‘This $500 tip is for real, dude!’” The tip, it turned out, was a response to something he had done earlier that same day for a stranger at a local grocery store.

A waitress confused by looking at the tip. (Representative Image Source: Getty Images | Photo by SDI Productions)
A waitress confused by looking at the tip. (Representative Image Source: Getty Images | Photo by SDI Productions)

While shopping at a nearby supermarket, Kroger, Simmons noticed a woman who looked upset. “It looked like she had been crying,” he recalled. He approached her and said, “It’s not raining inside. There’s no reason to look so down. I’m sure you have a beautiful smile because you are a beautiful lady.” Though she seemed hesitant, Simmons paid for her $17 grocery bill. “I wanted to make her at least grin a little bit,” he explained. Before leaving, he handed her his Applebee’s business card and went to work.

A sad-looking old woman in a grocery store. (Representative Image Source: Getty Images | Photo by ivanastar)
A sad-looking old woman in a grocery store. (Representative Image Source: Getty Images | Photo by ivanastar)

That evening, Simmons was having what he called “the worst day” at work. He warned one customer that he was far behind and that it would be 45 minutes before he could serve them. To make up for the delay, he even offered to pay for the drinks. The customer later asked for the cheapest item on the menu, a flavored water, and requested the 65-cent bill be split between two credit cards. “By this point, I said, ‘This lady’s crazy,’” he expressed. But he did as asked. On one receipt, the woman left him $500.37. A note was also left behind that explained the thoughtful gesture, "On one of the most depressing days of the year, (the death of my father's 3rd anniversary), you made my mother's day wonderful. She has been smiling since you did what you did." While Simmons was shocked by the whopping tip, he was also deeply moved by the note. 

In another story, a similar kindness was shown by customers. A waitress named Manhattan Deming was working a regular shift at DaVinci’s in Williamstown when a couple started asking her about her life. She opened up about her daughter and her dream of becoming a nurse, which had been delayed since she became a mother. After their meal, the couple paid and handed her the receipt with a $2000 tip. Shocked, Deming said, “What? What is this? What does this say?” and broke down in tears. She later said, “That’s a once-in-a-lifetime thing.” With the tip, she hoped to return to school and create a better life for herself and her daughter. She also shared how her job had helped her grow as a server, a mother, and a person.

More on Scoop Upworthy:

Struggling single mom gets help from a complete stranger and then things took an unexpected turn

People share 10 instances of kindness from strangers that gave them hope in trying times

Man thought he'd lost his wallet and $100 in tips — then his mom spotted something strange on the door camera

More Stories on Scoop