After more than two decades on the auction stage, raising millions of dollars for incredible organizations, you’d think there wouldn’t be much left to surprise me. I’ve seen packed ballrooms, last-minute miracles, record-breaking nights, and yes—events that didn’t quite hit the mark.
And yet, I’m still surprised. All the time.
What surprises me most isn’t the generosity—that part never gets old. It’s when it shows up, how it shows up, and sometimes… when it doesn’t.
One of the biggest surprises? The quiet guest in the back of the room. The one who hasn’t said a word all night, hasn’t been the center of attention, and then suddenly raises their paddle and changes everything. I’ve learned never to underestimate anyone in that room. Generosity doesn’t always look the way you expect it to.
I’m also constantly surprised by how much energy matters. You can have the best items, a stunning venue, and a worthy cause—but if the energy in the room isn’t right, it’s an uphill battle. On the flip side, I’ve seen modest events absolutely soar because the room was engaged, connected, and ready to participate. That’s when the magic happens. That’s when people stop just attending and start giving.
Another thing that still surprises me is how often organizations focus on the things instead of the experience. They worry about whether the package is big enough, flashy enough, or expensive enough. But time and time again, it’s the experiences—the personal, meaningful, one-of-a-kind moments—that drive the strongest bidding. People want to feel something. When they do, they give more.
And then there’s the power of the ask.
No matter how many auctions I lead, I am always struck by how a well-timed, well-delivered paddle raise can transform a night. It’s not just about asking for money—it’s about inviting people into something bigger than themselves. When that moment is done right, it creates a shared sense of purpose in the room that’s hard to describe but impossible to forget.
What might surprise people the most is this: success isn’t accidental. The biggest auction wins don’t come from luck or a single big donor. They come from thoughtful planning, understanding your audience, and creating moments that move people to act.
Even after all these years, I walk into every event knowing something unexpected could happen. And honestly, that’s part of what I love most about this work.
Because no matter how many millions are raised, no two nights are ever the same.
And I’m still learning from every single one.
