- Insurance brokers sit at the intersection of care, cost, and access — yet remain one of the most underleveraged assets in the $5T healthcare value chain. They guide millions of Americans through plan selection, coverage questions, and care navigation, yet still rely on spreadsheets, manual workflows, and outdated tools that limit their growth and impact.
- Gyde is reimagining this. We’re building the first AI-native insurance brokerage platform—a system that learns from every client interaction to automate operations, power intelligent voice and chat experiences, and predict the right coverage and products for every individual or business.
- Our approach combines acquisition and AI: we acquire traditional brokerages and transform them into next-generation, data-driven organizations. Through Gyde’s platform, agencies run more efficiently, serve clients more personally, and scale faster than ever before.
- Join us if you’re excited to:
- Redefine how millions of people access and understand their healthcare coverage, by building systems that turn unstructured data, human conversations, and fragmented processes into intelligence.
- Build AI systems that improve how people access healthcare
- Design production-grade voice, chat, and predictive models for a highly regulated domain
- Launch technologies that augment human judgment and make complex decisions transparent and scalable
- Help reinvent an entire industry from the inside out
- We’re creating the future of brokerage – where every interaction, insight, and decision is powered by intelligence.
- Our founding team boasts pedigrees from Oscar, Stripe, Vista Equity Partners, and Alpine. Lightspeed led Gyde’s $60M financing, with participation from Optum Ventures, Crystal Venture Partners, Virtue, MVP Ventures, and multiple endowment funds, among others. Hear why on LSVP Investment Memo.
Role Summary
We’re looking for a technical builder to be Gyde’s Head of AI Deployment and the project manager of every agency integration. You’ll own it end to end, from day-one systems and data migration across HR, IT, finance, and operations through GydeOS deployment and full downline broker activation. There’s a real function to build here: integration playbooks, quality gates, training curricula, dashboards, and the one-off tooling. You’re the person who leads the building of all of it, pulling in your team where it makes sense, and partnering with Product & Engineering when something calls for a more durable, platform-level solution.
Building the integration engine is the primary part of the job. Every acquisition arrives with its own CRM, agency management system, commission and carrier data, contracting setup, and back-office tools, and you own moving all of it onto Gyde’s stack — the SOPs, playbooks, sequencing, and reporting that make integration repeatable and make integration health visible across the portfolio. This is also a build-first role: you're comfortable writing a one-off script to fix a broken data feed, standing up a dashboard so an agency owner can see what clean and aggregated data looks like, or wiring an implementation together with AI coding tools.
You know the difference between a problem that needs a bespoke fix today and one that should become a permanent product, and you inform that product roadmap by partnering closely with Product & Engineering to convert the former into the latter over time.
Once that engine exists, you're also its player-coach: the most technically capable and trusted person on the team, not just its manager. You’re not afraid to jump-in to support the largest downlines, the most complicated implementations, the accounts where an error shows up in someone's commission check. And, naturally, you're the person who steps in to diffuse an issue before it escalates.
You'll partner closely with our Head of Partner Growth, who owns the agency relationships, and with Product & Engineering, who build the technology that streamlines integration and GydeOS onboarding. You sit at the intersection of the two: commercially minded enough to push every agency onto GydeOS as fast as possible, and technical enough to work hand in hand with our engineers.