Director of Finance

Overview

Insurance brokers sit at the intersection of care, cost, and access — yet remain one of the most under leveraged 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through plan selection, coverage questions, and care navigation, yet still rely on spreadsheets, manual workflows, and outdated tools that limit their growth and impact.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, and Spark. Lightspeed led Gyde’s Seed financing, with participation from Virtue and Crystal Venture Partners, and angels from Oscar, Uber, and more.

We are looking for a hands-on Director Finance to build, scale, and professionalize the finance function of a rapidly growing AI-enabled insurance distribution platform. This role is both critical and deeply operational
: you will design systems and processes from the ground up while partnering closely with leadership to support growth, acquisitions, and operational excellence.

You will own the full finance stack—from day-to-day operations to system implementations and audit readiness—and play a key role in integrating newly acquired entities into a scalable financial infrastructure.

• Finance Leadership & Operations:
  Own and manage all core finance operations: accounting, reporting, monthly close, cash management, and controls
• Prepare consolidated financial statements across multiple legal entities
• Build, automate and scale financial processes suitable for a high-growth, fast-paced environment
• Establish strong internal controls and audit-ready processes
• Develop and implement covenant management infrastructure
• Ensure highest quality of financial data
• Lead the implementation to a modern ERP environment (design, configuration, rollout, and adoption)

• 8-10 years of relevant accounting and finance experience
• Big 4 (or similar accounting firm) background, followed by corporate experience
• Proven experience as a Corporate Controller, Director Finance, or similar senior role
• 5+ years of hands-on experience implementing systems and scaling finance operations
• Direct experience with ERP implementation
• 606/605
• Strong exposure to high-growth, fast-paced organizations, ideally tech, fintech or insurance startups
• Involvement in post-merger acquisitions
• Deep understanding of:
  • Monthly close and reporting cycles
  • Cash management, forecasting, and liquidity planning
  • Financial operations and processes
  • Internal controls and audit execution
  • Demonstrated experience consolidating multiple legal entities, including post-acquisition integrations

• You are hands-on by default and comfortable operating in ambiguity
• You enjoy building structure where little exists—and doing it fast
• You combine technical accounting depth with strong operational pragmatism
• You communicate clearly with both finance and non-finance stakeholders
• You thrive in environments with rapid growth, tight timelines, and evolving priorities

Gyde offers a competitive benefits package to all employees.

• Flexible (Unlimited) Paid Time Off
• Hybrid Work in Austin
• Medical, Dental, and Vision benefits for you and your family
• Retirement Plan (e.g., 401K)
• Parental Leave