Full-time

Co-Founder & CEO - AI Benefits & InsureTech

Posted by FutureSight • March 12, 2026

📍 Canada, Canada, Canada
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Description

FutureSight is seeking an experienced and visionary Founding CEO to lead the launch of a new AI data infrastructure venture serving the $20B+ employee benefits ecosystem across brokers, MGAs, and mid-market employers.

Today, brokers and HR teams struggle to make data-driven decisions because benefits data is often locked in carrier portals, PDFs, and spreadsheets, leading to opaque renewals, manual reporting, and poor cost control.

Our venture is building an AI-powered data platform that automatically extracts and standardizes benefits data from carriers and brokers, producing instant renewal models, benchmarking insights, and compliance-ready dashboards. The result: faster renewals, clearer cost transparency, and smarter plan design.

As Founding CEO, you will

  • Win customers — Run pilots, shape pricing, and validate retention + expansion.
  • Build the product — Work with FutureSight’s product/engineering pod to launch V1.
  • Raise capit...

Ready to Seal the Deal?

Submit your application today and take the next step in your career with FutureSight.

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