At a Glance
- Tasks: Lead the launch of an AI-powered benefits platform and drive growth.
- Company: Join FutureSight, a visionary startup in the employee benefits ecosystem.
- Benefits: Significant equity stake, full P/L ownership, and a diverse team culture.
- Other info: Full-time commitment with opportunities for significant impact and growth.
- Why this job: Be a founding CEO and shape the future of employee benefits with AI.
- Qualifications: Experience in founding ventures, B2B SaaS, and fundraising.
The predicted salary is between 135000 - 165000 $ per year.
Overview Future Sight 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 Future Sight’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 Saa S venture, or worked in a venture‑backed company.
Risk appetite and capacity – Willingness to engage in entrepreneurial risk.
GTM chops – Proven success in B2B Saa S sales, marketing, and customer engagement.
Fundraising fluency – Able to craft investor narratives, close capital, and network in fintech and early‑stage communities.
People leadership – Magnet for top talent; coach and culture carrier.
Industry experience – Background in employee benefits, brokerage, or insurtech/HR data products.
Benefits & Expectations
Daily active engagement with our team to launch the initial product, achieve first market traction, and prepare for seed fundraising.
Full P/L ownership of the new entity.
Significant equity stake in the business.
Full‑time, exclusive commitment to building and owning a new Saa S venture.
Future Sight is committed to diversity, equity, and inclusion. We welcome applicants of all backgrounds and experiences.
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Co-Founder & CEO in Winnipeg employer: FutureSight
Join a dynamic venture studio that fosters innovation and collaboration, where your vision as the Founding CEO will directly shape the future of AI in the multifamily property management sector. With a strong emphasis on employee growth, you will have access to significant equity stakes and the support of an experienced team, all within a culture that values creativity and strategic thinking. This is not just a job; it's an opportunity to lead a transformative project in a thriving industry.
