Wintrust Bank - Gladstone Park

About this location

A few stories people tell about this place

1. One morning, as a delivery driver pulled up to Wintrust Bank's Gladstone Park branch, he exclaimed, 'I thought I left my lucky coffee mug here!' Since then, everyone jokes that maybe it really is lucky. Soon enough, employees started bringing in their own special items—lucky pens, lucky pencils, even a lucky stapler. One day, an old lady from the neighborhood walked in and asked if she could borrow the ‘lucky’ pen to help her cross off tasks on her shopping list. Ever since, whenever someone forgets something important, they just say, ‘Don’t worry, I’ll grab the lucky pen!’

2. One day, an elderly gentleman walked into the Wintrust Bank’s Gladstone Park branch and approached the counter with a mysterious envelope. The teller glanced curiously at him before opening the envelope, only to read aloud: ‘Dear Sir or Madam, please deposit exactly $17.89 into account number 420.’ The teller raised an eyebrow and asked, 'Excuse me, but why is it so specific?' The old man smiled wisely and replied, 'Just trust me on this one.' After some hesitation, she deposited the exact amount. Later that evening, as everyone was leaving, the same teller noticed a familiar face—her next-door neighbor had come in for his usual transaction. Smiling broadly, he said, 'I guess I’ll owe you dinner now!'

3. One afternoon, while a little girl waited for her mom inside the Wintrust Bank’s Gladstone Park branch, she pointed excitedly at something on the wall. Her mother looked up curiously but saw nothing unusual—just a plain old painting of a park. Suddenly, the little girl exclaimed, ‘Mommy, that tree is waving at us!’ Mom laughed and said, ‘Honey, it’s just the wind.’ But then they both noticed an older gentleman walking in wearing a fedora who nodded knowingly and whispered, ‘Ah, yes…that tree always does that.’ The girl giggled, and they went inside, leaving everyone else in the lobby staring at the seemingly animated painting.

4. One morning, as a delivery driver pulled up to Wintrust Bank's Gladstone Park branch, he heard an unusual announcement over the intercom: ‘Ladies and gentlemen, please be advised that our vault has been filled with nothing but jellybeans today.’ The delivery driver looked around suspiciously, but everything seemed normal. He shook his head and continued his route. Later that day, a neighbor stopped by to ask if anyone had seen their lost cat. The driver smiled and replied, 'I saw your feline friend running towards the bank—must’ve thought it was a giant candy store!'