Chief Technology Officer

About the role

The CTO will play a central role in defining the company’s long-term technology vision while also personally driving execution across critical systems and platforms. This individual will help shape an AI-first technology ecosystem, establish scalable infrastructure and data architecture, and guide the organization through a meaningful period of innovation and transformation.

Key Responsibilities

• Define and execute the company’s overall technology strategy, including platform direction, architecture, and investment prioritization
• Translate commercial and operational objectives into a scalable technology roadmap
• Personally architect, build, and ship core systems while setting a high technical standard across the organization
• Oversee infrastructure, applications, data architecture, security, vendor relationships, and internal technology operations
• Identify areas where AI and machine learning can create meaningful competitive advantage and operational efficiency
• Design and manage centralized data architecture across multiple systems and data sources
• Ensure strong governance around information security, compliance, and controls, including HIPAA and SOC2 considerations
• Evaluate build-vs-buy decisions and manage external technology partners effectively
• Serve as a strategic partner to the executive team and communicate technical priorities clearly to non-technical stakeholders

Candidate Profile

• The ideal candidate is a highly technical executive with strong product instincts and a demonstrated history of building and scaling modern technology platforms.
• Key qualifications include:
• Active hands-on engineering experience, with a track record of personally shipping products and systems end-to-end
• Deep full-stack technical expertise across applications, infrastructure, data, and systems architecture
• Practical experience deploying AI/ML technologies, including LLMs and agent-based systems, into production environments
• Experience operating successfully in regulated industries such as insurance, healthcare, financial services, or similarly complex sectors
• Strong judgment around scaling efficiently through automation, tooling, and strategic leverage rather than excessive headcount growth
• Executive presence and the ability to communicate complex technical concepts clearly to senior leadership and boards
• Expertise designing scalable data systems across fragmented and disparate data environments
• A forward-thinking mindset with a willingness to challenge legacy approaches and modernize systems thoughtfully

PREFERRED BACKGROUND

• Founder or founding-engineer experience
• Prior InsurTech or adjacent industry experience
• Consumer-facing product development experience

Location

The role is based in Miami, FL, with a hybrid schedule of three in-office days per week (Monday, Tuesday, Thursday).

Compensation

Base salary range: $250,000–$300,000, plus additional incentive opportunity.

Benefits

Not specified.

Schedule

Hybrid schedule of three in-office days per week (Monday, Tuesday, Thursday).