Jenny Riddle

Sixteen people gather around our dining room table on Christmas Eve. Some know each other well. Many don’t.

So here’s the question I’m noodling for days beforehand: How do I get that many people—across ages, families, and familiarity—truly connected?

I finally land on something I call Christmas Eve Table Talk. On each plate rests a 5x7 handcrafted card inviting each person to choose one thing to share: a story, a poem, or a song.

As people notice the Table Talk cards, I sense a little … [Read more...] about Not Just Handshakes—Something More

A few weeks ago, on a Monday night, my husband, son, sister, and I were settled into our seats at the first Northwestern basketball game of the season.

Like at all sporting events, the whole stadium was invited to stand and listen to the National Anthem before tipoff.

I say invited to listen because I’ve realized, with growing frustration, that people no longer sing the National Anthem together. It has become a performance. A soloist steps up to showcase their vocal acrobatics while the … [Read more...] about Why You Should Sing With Strangers

It’s Tuesday night, and I’ve just walked into the indoor pickleball courts at Lifetime in Oak Brook. I’ll be honest: I wasn’t quite sure what I was getting into. Would I be able to hold my own? And what would the people be like?

Having played tennis for most of my life, I know that world and can easily adapt—or at least act as if I know what I’m doing. But pickleball? A whole new milieu. I wasn’t sure if I could pull it off here, but I knew one thing: I was going to die trying.

I’d been … [Read more...] about 6’4″, Tattooed, and Kind

I was on my Sunday run—my bright pink running shoes kicking up dust along the Elmhurst Prairie Path—when I tuned into my favorite weekend podcast, The Interview from the NYTimes.

Unexpectedly, I began to feel my mind bending a little as I listened to Rutger Bregman, the guest. Something he said reminded me of Kourtney, a young woman I'd recently met.

Bregman, bestselling author and founder of the School for Moral Ambition, believes many of us—especially the privileged and talented—are … [Read more...] about Are You Morally Ambitious?