Head of AI Deployment

Gyde•Austin, TX

About The Position

Gyde is building an AI-native insurance brokerage platform that uses data and AI to automate brokerage operations and support voice, chat, and predictive experiences. The company acquires traditional brokerages and migrates them to its platform, GydeOS, to help them operate more efficiently and serve clients at scale. The Head of AI Deployment is a technical builder responsible for creating and leading Gyde’s agency integration function. This person owns integrations end to end, from post-acquisition systems and data migration across HR, IT, finance, and operations through GydeOS deployment and activation of downline brokers. The role establishes repeatable playbooks, SOPs, quality gates, training curricula, dashboards, and tooling, while personally handling complex implementations and escalations. The role is hands-on and build-first, including writing scripts, creating data transformations and dashboards, and using AI coding tools to solve agency-specific problems. The Head of AI Deployment distinguishes between immediate bespoke fixes and opportunities for durable product capabilities, partnering closely with Product and Engineering to improve GydeOS. They also hire and lead AI Deployment Specialists, manage capacity and SLAs, and work with Partner Growth to make integrations faster, more reliable, and commercially successful. Travel is roughly 25% during active implementations.

Requirements

Deep fluency in SQL and Python for data validation, transformation, and one-off scripting.
Daily, practical experience using AI coding tools such as Claude Code, Codex, or similar to build and debug independently.
Experience building BI or analytics dashboards and reporting from scratch to provide process or system visibility.
Experience building implementation, integration, or onboarding functions—including playbooks, SOPs, quality standards, and training curricula—from scratch during rapid growth.
Exceptional project management and operational instincts, including managing concurrent cross-functional workstreams and applying systems thinking, workflow design, automation, capacity planning, and continuous improvement.
Commercial mindset focused on revenue growth and experience working with Sales teams toward high-pressure targets and developing scrappy solutions.
Cross-functional fluency with Product and Engineering, with judgment to distinguish one-off fixes from permanent product improvements.
Experience owning complex, multi-system integrations end to end, such as CRM or AMS migrations, data consolidation, or vendor cutovers.
At least 8 years of experience in implementation, integration, onboarding, professional services, technical customer success, or technical product management in B2B SaaS, including building and leading a team while remaining hands-on technically.
Experience as the most senior technical resource on a team and as an escalation point for teammates and clients.
Excellent, trust-building people skills and comfort representing the company in high-stakes agency relationships involving commission and financial data.
Willingness to travel roughly 25% during active implementations.

Nice To Haves

Post-acquisition or multi-entity integration experience.

Responsibilities

Own end-to-end integration of acquired agencies, including systems and data migration, CRM and agency management system cutover, book-of-business ingestion, commissions configuration, hierarchy mapping, carrier contracting, and GydeOS deployment.
Build integration playbooks and SOPs, define quality gates, and run integration readiness and sign-off with Partner Growth and agency leadership.
Coordinate HR, IT, finance, operations, and engineering to deliver each agency’s systems, data, and people on a unified timeline.
Lead systems and workflow design for each agency, mapping current workflows, optimizing them for GydeOS, and planning team capacity for new processes.
Document and train teams on configuring Gia, Gyde’s AI agent, for each agency’s book, carriers, line-of-business entitlements, and workflows.
Own internal and external agent and broker training, including customer-service workflows, FAQs, training curricula, enablement libraries, templates, SLAs, webinars, and train-the-trainer materials.
Partner with Product and Marketing on product rollouts and training external agents and brokers on new capabilities.
Drive downline broker onboarding and adoption, and continuously improve integration speed, quality, and consistency.
Build agency-specific data transformations, scripts, troubleshooting tools, dashboards, and reporting to identify onboarding gaps and integration health.
Stand up one-off CRM implementations outside the supported connector set and source or implement supporting vendor tools as needed.
Partner with Product and Engineering to turn recurring one-off fixes into permanent, automated GydeOS capabilities.
Personally support the largest, most sensitive, or highest-risk implementations and serve as the senior technical escalation point.
Set the execution standard on flagship implementations and codify effective approaches in team playbooks.
Hire, onboard, coach, and develop AI Deployment Specialists responsible for onboarding, training, ongoing support, integrations, and bespoke builds.
Set and uphold the team’s technical and operational standards, establish and monitor SLAs, coach specialists, and own capacity planning, staffing, and resource allocation.
Collaborate with Partner Growth to make time-to-value central to every integration, targeting GydeOS deployment within 3–4 weeks of agency close and predictable full integration.
Track and report time to value, broker onboarding, AI-platform revenue, broker and owner NPS, migration accuracy, configuration quality, and support outcomes.
Work day to day with Product and Engineering on integrations, bespoke builds, and automations; translate field learnings into clear technical requirements.