A Christmas Card Sent Me Down A Rabbit Hole For The Perfect ‘CEO Shoes’ — And I Finally Found Them

Our search for “CEO shoes” started with a Christmas card left out on the dining table. The holiday flier was what you would expect — smiling family members, a few notes on their year, some kid achievements — but as my husband leaned in to look at the photo, what really caught his eye was the extraordinarily sharp dress shoes our friend was wearing. They had this well-worn, classy, effortless cool that wasn’t overly stuffy and didn’t scream “I’m wearing these for the family photo.”
Turns out t