Job Description Help for Job Description. Opens a new window. Our client, a market leader in their space, is seeking a highly strategic and hands-on Chief Technology Officer to lead a significant technology and product transformation. About the Company The business has built a successful and established distribution platform and is now entering its next phase of growth: developing proprietary technology products, owning more of the end-to-end customer experience, and embedding AI capabilities across the organization. The company operates in a complex, highly regulated industry and sees a major opportunity to modernize how consumers engage with essential services. Profitable and well-established, the organization combines the stability of an existing market leader with the speed, ambition, and operating style of a high-growth company. The Opportunity This is not a traditional "people management" CTO role. The company is looking for a builder — someone who is deeply technical, highly product-oriented, and excited to remain close to architecture, systems design, and development. 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. The environment is lean, fast-moving, and execution-focused. The team already leverages modern AI tooling extensively, and the ideal candidate believes strongly in the ability of small, highly capable teams to create outsized impact through intelligent systems, automation, and strong technical leadership. Key Responsibilities Define and 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. BrainWorks is a leading executive search firm that excels in delivering top-tier talent to drive sales and marketing success. Our Sales & Marketing Practice specializes in identifying high-performing professionals who can elevate your business outcomes. From mid-level managers to C-suite executives, we partner with clients across industries to place leaders in key roles, including sales, marketing, business development, and product management. BrainWorks prides itself on quality, speed, and results, powered by our proven process refined over 30 years. Partnering with BrainWorks means gaining a trusted ally who is passionate about your success. Visit us at brainworksinc.com. #LI-MB1 #LI-Hybrid