Head of Origination

About Us

• The insurance broker is a critical, yet underleveraged asset within the healthcare value chain. Despite being the first point of contact for patients and providing critical guidance on everything from insurance plan selection to care navigation, many still rely on manual workflows and spreadsheets to run their business, and are unable to grow at their desired pace.
• Gyde is building an AI-native brokerage platform by acquiring traditional agencies and supercharging them with workflow automation, voice and chat AI applications, and predictive product and plan selection guidance.
• Our vision is to be the premier partner for ambitious agencies, streamlining their operations through the Gyde platform to enable their success in the current regulatory and technological paradigm shift.
• Our founding team boasts pedigrees from Oscar, Stripe, Vista Equity Partners, Scale AI, and Spark Advisors. Lightspeed led Gyde’s Seed financing, with participation from Virtue and Crystal Venture Partners, and angels from Oscar, Uber, and more.
  
  

Role Summary

As Head of Origination at Gyde, you will lead the strategy and execution of sourcing and deal origination initiatives that expand our business through acquisitions and new revenue opportunities. This role is less about individual deal-making and more about building the teams, systems, and processes that enable Gyde to identify high-value acquisition targets, nurture relationships, and generate a predictable pipeline of opportunities. You’ll balance high-level strategy with hands-on execution, working across functions to position Gyde as the partner of choice for ambitious agencies.

This role is ideal for a growth-minded leader with experience in private equity, LMM investing, or corporate development who thrives in ambiguity, enjoys building from zero to one, and is excited to manage a high-performing sourcing and relationship team. You will report to Will Johnson, Co-Founder & CEO.

Key Responsibilities

• Deal Origination & Sourcing: Lead efforts to identify, prioritize, and engage acquisition targets, leveraging networks, intermediaries, and research to generate high-quality opportunities.
• Pipeline & Relationship Management: Build and maintain strong relationships with target companies, brokers, and partners, ensuring a consistent flow of acquisition opportunities.
• Operational Excellence: Design and implement systems, processes, and metrics to track sourcing performance, manage deal flow, and optimize conversion from target identification to engagement.
• Team Leadership: Directly manage a team focused on sourcing, outreach, and relationship-building while serving as a key cross-functional leader collaborating with Marketing, Operations, and Strategy teams to ensure aligned execution.
• External Stakeholders: Serve as a point of contact for investors, consultants, and strategic partners, representing Gyde’s vision and approach to growth.
  
  

What You Bring And Who You Are

• 5–8 years of experience in private equity, LMM investing, corporate development, or other growth/sourcing-focused roles.
• Proven experience in deal origination, identifying acquisition targets, or leading sourcing initiatives.
• Strong management experience—able to build, coach, and lead a high-performing team.
• Exceptional relationship-building and networking skills; comfortable engaging with C-level executives, owners, and intermediaries.
• Analytical and data-driven mindset; able to track KPIs, interpret results, and adjust strategies accordingly.
• High degree of ownership, intellectual curiosity, and adaptability; thrives in ambiguity and tackling complex challenges.
• Familiarity with healthcare, insurance, or financial services is a plus but not required.
  
  

What We Offer

Gyde offers a competitive benefits package to all employees.

• On-Target Earnings: $200k - $250k Offers Equity Offers Commission
• Flexible (Unlimited) Paid Time Off
• Hybrid Work in Austin or NYC
• Medical, Dental, and Vision benefits for you and your family
• Retirement Plan (e.g., 401K)
• Parental Leave