AI-enabled Employee Benefits Data Infrastructure

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.

This problem excites us because it sits at the intersection of data chaos and financial consequence.

Benefits teams are smart, brokers are motivated, but the underlying data plumbing is broken.

Most of the work is repetitive, manual reconciliation across carriers and documents, especially during renewals and open enrollment.

Our belief is simple:

If you fix the data foundation, everything else—modeling, benchmarking, workflows—gets easier, faster, and more trustworthy. AI should own the normalization layer.

As the Founding CEO, you will:

1. Win customers by running pilots, shaping pricing, and validating retention + expansion.

2. Work with FutureSight’s product and engineering pod to launch your V1.

3. Hire your founding team and set the cultural foundation. And Lead the seed round with FutureSight’s initial investment.

What FutureSight brings to the table:

1. We have validated the problem —  You will enter this venture with a proven market need.

2. We have studio bench strength including designers, engineers, growth marketers, and fundraising pros who are embedded from Day 1.​

3. We bring capital commitment with initial pre-seed funding for early hires and building the MVP with potential for follow-on funding, plus access to our investor and advisor network.

If you are as excited as we are about solving this problem, we want to hear from you. Feel free to read through our FAQs about working in FutureSight’s venture studio, watch “What We Look for in an EIR”, or Apply to this opportunity.