
The 2025 BenefitsPRO Broker Expo was held in Boston May 6-8, 2025 at the Encore Boston Harbor. Hundreds of the benefits industry leaders gathered to discuss the latest trends and strategies for brokers, agents and advisors. Take a look inside the only editorially-driven conference program for the industry.

Attendees gather at registration for the opening day of BenefitsPRO Broker Expo 2025 in Boston.

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Paul Wilson interviews Gretchen Rubin in the morning keynote session: Staying Happier in Tough Times. “For most people, we don’t spend enough time thinking about how to be happier. It’s not that we overthink it, it’s that we are so busy that we never think about it at all,” says Rubin. A simple answer to the question “How do I be happier?” is to think about it more. Read more from her session.

Adam Berkowitz and Justin Leader laugh during their session Tuesday on The Power of Creative Destruction: Disrupt or Be Disrupted. The panel of experts discussed how creative destruction is reshaping the landscape of healthcare delivery and insurance consulting.

Attendees of the Expo share a laugh and network between day one sessions.

Reid Rasmussen poses for a picture during his session titled Leadership In The Age of AI. “The soft skills are going to become the hard advantage of your teams,” Rasmussen said. Read more from his session.

Advisor of the Year finalist Diana Miller shares her winning tip during the Fast & Furious session on Tuesday, May 6. Attendees shared their best idea or business advice in 60 seconds or less. Miller shared her tips for sharing content on LinkedIn.

In a one-on-one conversation with editor-in-chief Paul Wilson, actor, writer, editor, executive producer and director B.J. Novak shared lessons he’d learned from his work both in front of and behind the camera. Read the conversation.

In the afternoon keynote It's Not Personal, It's Just Healthcare, editor-in-chief Paul Wilson sat down with benefit advisors and company leaders who helped create the documentary of the same name. Chelsea Ryckis, Lester Morales, Bart Camarata and Deb Ault all shared their insights. "Are you up for the fight? If we don't stand up and fix it, either get in the fight or get out of my way," says Deb Ault, president & CEO of AIMM. Read more from the keynote.

Chris Hamilton was named Advisor of the Year at the 2025 BenefitsPRO Broker Expo in Boston. Read his story.

Conference attendees celebrate another year at the Expo with the networking party of the year: a masquerade ball.
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