Howes Insurance

About this location

A few stories people tell about this place

1. One morning, a delivery driver pulled up to Howes Insurance and asked curiously, ‘Why does Mr. Howe always wave at me from his office window?’ Mr. Howe smiled and replied, 'Oh, I just like waving at my friendly neighbors!' Turns out, he mistook every delivery guy for his next-door friend who waved daily. The delivery driver shook his head with a smile, thinking, 'At least he's cheerful.'

2. A curious delivery driver pulled up one afternoon, glanced around suspiciously, then asked, 'Why is there always a stack of old umbrellas outside Howes Insurance?' ‘I’ve seen everything,’” chuckled an elderly neighbor, “but never why someone would leave umbrellas outside an insurance office.’ A week later, on another rainy day, a delivery driver noticed something different—a small sign reading: ‘Free Umbrellas for Happy Clients.’

3. One rainy day, a delivery driver pulled up to Howes Insurance with an umbrella in hand. Glancing inside, he noticed something odd—a small, sealed envelope taped discreetly to the counter. Curious, he picked it up and read: ‘For the next person who needs it most.’ Smiling, he opened the door for an old lady walking by, not realizing she was carrying an identical package. They both looked at each other, laughed, and exchanged umbrellas. From that day on, Howes Insurance became known as the place where kindness rained down on everyone.

4. One foggy morning, as the streets of Boston were shrouded in mist, a delivery driver pulled up to Howes Insurance and asked curiously, ‘Why is there always a bottle of whiskey on your porch?’ A friendly old neighbor poked his head out and grinned, 'Oh, that’s for Mr. Howes' special clients—you know, the ones who never file claims!' The delivery driver shook his head with a smile, realizing it was just another quirky Boston tradition.