Our Leadership Team

Plansight is lead by experienced professionals in benefits and technology, working to bring you the best of both.

Steve Overton

CEO & Co-Founder

Steve oversees all aspects of Plansight, with a particular focus on the software platform. His decades in benefits bring unrivaled insight into the product, for both brokers and carriers.

David Sitterud

COO & Co-Founder

Dave works hands on with our broker and carrier partners to help everyone succeed. His work on both broker technologies and carrier technologies gives our clients a leg up.

Erik Rowland

Chief Technology officer

Our builder-in-chief, Erik manages our experienced team of technical talent to architect and build a platform capable of intricate detail and heavy volume. Erik gets it done!

Heather Spencer

VP of Client Services

Heather spent many years on the broker side managing the RFP process for thousands of employers. She works tirelessly with our clients to make sure that process is effortless and efficient.

Spencer Smith

Senior VP of Sales

The Stop Loss Guru, Spencer has reshaped the Plansight platform for self-insured clients. He also works with our TPA clients and General Agencies to keep them humming.

Ashley Aoki

VP of OPerations

A process-oriented operator and swiss army knife team player. Ashley works with our team to ensure all aspects of Plansight work to everyone’s advantage.