Digital Insurance Connect 2025

August 18 - 20, 2025

Austin Marriott Downtown, Austin, TX

Tobiah Cramer

Director of Lifecycle Strategy GEICO

Tobiah is a multifaceted strategist who leads the lifecycle marketing team at GEICO, where she drives high-impact customer acquisition and retention strategies by aligning customer insights with business objectives. Prior to GEICO, she was Director of Data and Insights at Accelerate 360, where she advanced marketing initiatives through behavioral and contextual data across digital and partner platforms.

Earlier in her career, Tobiah developed omnichannel retention strategies for brands across diverse industries, including retail, financial services, and CPG.

Day Three: Building a Path for the Future of Insurance In An Increasingly Digital World

11:20 AM FIRESIDE CHAT: Retention Is the New Acquisition: Winning Gen Z with Journey Marketing

Retention isn’t a back-office metric—it’s the frontline of market share. For Gen Z, insurance feels more like a subscription than a commitment, and loyalty must be earned in every interaction. This session will unpack:


  • How journey marketing, personalized engagement, and cultural resonance are helping modern insurers build durable relationships with the hardest-to-please generation.
  • Rethinking messaging moments (receiving direct mail as an "experience") to creating community and emotional value
  • Tested tactics for plugging the leaky retention funnel and turning churn risk into superfans.

Check out the incredible speaker line-up to see who will be joining Tobiah.

Download The Latest Agenda