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Co-Founder & CEO - AI Benefits & InsureTech
1 month ago
Co-Founder & CEO – AI Benefits & InsureTech 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. Founding CEO Responsibilities Win customers – Run pilots, shape pricing, and validate retention + 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 founding team and set the cultural foundation About FutureSight FutureSight is a venture studio that co‑creates and invests in B2B SaaS and Vertical AI startups alongside exceptional entrepreneurs. We give founders an unfair advantage—pairing hands‑on studio support with early capital, thereby reducing risk and increasing the odds of success by 10x. Our leadership team comprises builders and investors, including Kevin Nguyen, Alan Smith, Prathna Ramesh, Dennis Ensing, Krista LaRiviere, Anupama Joshi, and John Carbrey. Qualifications Founder‑level drive – Motivated to co‑found a new venture as the CEO, with or without us Startup scrappiness – Familiar with the scrappiness of owning something from start to finish Previous founding experience – Co‑founded a product company or B2B SaaS venture or have been at a venture‑backed company Risk appetite and capacity – Acceptance of entrepreneurial risk profile GTM chops – Proven success in B2B SaaS sales, marketing, and customer engagement Fundraising fluency – Able to craft investor narratives and close capital; well‑networked 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 What We Bring Validated problem – Proved market need and strong momentum toward building and scaling Studio bench strength – Designers, engineers, growth marketers, and fundraising pros embedded from Day 1 Capital commitment – Initial pre‑seed funding for early hires and building the MVP with potential for follow‑on funding, and access to our investor and advisor network What You Can Expect Daily active engagement with our team to launch the initial product, achieve market traction, and prepare for seed fundraise Full P/L ownership of the new entity A significant equity stake in the business This is a full‑time role; we are looking for someone to commit exclusively to building and owning a new SaaS venture Ready to build? If this is the perfect opportunity for you, we want to hear from you Submit your resume and LinkedIn profile and tell us more about why you think we should chat. FutureSight is committed to diversity, equity, and inclusion. We welcome applicants of all backgrounds and experiences. Seniority level Executive Employment type Full‑time Job function Other Industries IT Services and IT Consulting Get notified about new Co‑Founder jobs in Canada. #J-18808-Ljbffr
