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Co-Founder & CEO - AI Benefits & InsureTech
FutureSight
Full-time
winnipeg, mb
Management & Operations
Posted:
May 31, 2026
Location:
winnipeg, mb, Canada
Job Description
Overview FutureSight seeks a visionary Founding CEO to launch an AI-powered data infrastructure venture for the $20B+ employee benefits ecosystem across brokers, MGAs, and mid‑market employers. The role involves building an AI platform that extracts and standardises benefits data, launches the first version, and drives growth and capital raising.
Responsibilities
Win customers – Run pilots, shape pricing, and validate retention and expansion.
Build the product – Work with FutureSight’s product/engineering pod to launch V1.
Raise capital – Lead the seed round with our initial investment.
Build your team – Hire your founding team and set the cultural foundation.
Qualifications
Founder‑level drive – Motivated to co‑found a new venture as CEO.
Startup scrappiness – Comfortable owning a venture from start to finish.
Previous founding experience – Co‑founded a product company, B2B SaaS venture, or worked in a ve...
Responsibilities
Win customers – Run pilots, shape pricing, and validate retention and expansion.
Build the product – Work with FutureSight’s product/engineering pod to launch V1.
Raise capital – Lead the seed round with our initial investment.
Build your team – Hire your founding team and set the cultural foundation.
Qualifications
Founder‑level drive – Motivated to co‑found a new venture as CEO.
Startup scrappiness – Comfortable owning a venture from start to finish.
Previous founding experience – Co‑founded a product company, B2B SaaS venture, or worked in a ve...
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Apply Now Save for LaterJob Overview
Job Type:
Full-time
Location:
winnipeg, Canada
Posted:
May 31, 2026
Deadline:
July 10, 2026