About Us

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through plan selection, coverage questions, and care navigation, yet still rely on spreadsheets, manual workflows, and outdated tools that limit their growth and impact.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 General Counsel to build Gyde’s in-house legal function and own the legal foundation of the company as we acquire and scale.

Gyde grows by acquisition. Every deal adds entities, employees, benefit plans, contracts, and regulatory exposure, and today most of that legal work sits with outside counsel. Bringing the core of it in-house (corporate records, employee agreements, employment and ERISA diligence, and company-wide contracts) gives us speed, consistency, and institutional memory. It also makes legal a lever for closing and integrating deals faster as Gyde scales.

You’ll take over the corporate and employment work our outside corporate counsel handles today, direct our outside M&A counsel on every acquisition, and run the employee and benefits diligence our deal partners currently outsource. You’ll oversee vendor & partner agreements across the company, and you’ll manage our Head of Legal & Compliance, who owns brokerage and carrier compliance. You’ll partner closely with the COO, CFO, CTO, Head of Strategy, and our HR and M&A team.

This role is ideal for a corporate or employment attorney with top law-firm training who has since been the first or most senior lawyer at a PE- or VC-backed company, ideally in insurance, healthcare, or financial services. You’re as comfortable advising the board on an equity grant as you are redlining a vendor BAA or working through an I-9 audit.

Key Responsibilities

Corporate & Equity

Own corporate records, governance, and entity management for the holding company and every acquired entity, including formation documents, board and stockholder consents, and minute books.
Bring the equity program in-house: plan documents, grant agreements, 409A coordination, and plan administration with Finance.
Work with the CEO, CFO, and outside counsel on financings, and on board and investor legal matters.

Employment

Own the employee agreement library (offer letters, CIIAAs, commission agreements, separation agreements and releases) and keep it current in every state where we employ people.
Serve as employment counsel to HR and leadership on classification, wage and hour, leave, investigations, and separations, with outside specialists where depth is needed.