BrainWorks has been exclusively retained by a rapidly growing, technology-driven leader in the health insurance acquisition and enrollment sector. Our client is a national presence, leveraging a sophisticated platform to power consumer acquisition, agent enablement, and call center operations within a regulated, high-performance environment. As they continue to scale, they are strategically elevating their technology function and are seeking a visionary Vice President of Technology to spearhead this critical transformation.
This is a pivotal leadership role designed for an individual who can drive significant business impact through technological innovation and strategic execution. The ideal candidate will be an “A player” capable of assessing current engineering realities, cultivating a performance-driven culture, and delivering against a clear technology roadmap while ensuring continuous operational output.
Location: Our client has a preference for hybrid candidates in Columbus, OH or Fort Lauderdale, FL. However, they are open to considering exceptional remote candidates who are flexible to travel, particularly for initial in-person team integration and subsequent quarterly meetings (estimated 10-15%).
Reporting Structure: This role reports directly to executive leadership and will have regular visibility and interaction with the board. This role will also oversee a team of 5-10 employees.
The Opportunity:
This is the top technology leadership position within the organization, offering full ownership of the technical direction and team. Our client is not seeking someone to maintain the status quo; they require a high-agency operator who can lead a strategic evolution of their technology capabilities to match ambitious growth targets.
Key Responsibilities:
- Strategic & Business Partnership: Act as a critical partner to business leaders, translating commercial and revenue objectives into clear technical requirements and strategic solutions that drive tangible business outcomes.
- Engineering Transformation & Velocity: Implement and optimize structured SDLC processes to establish predictable, high-velocity release cycles with clear sprint accountability. Introduce measurable engineering KPIs and performance dashboards to reduce development churn and technical inefficiencies.
- Team Leadership & Development: Lead, mentor, and evolve a diverse technical team, including internal and offshore developers, data engineers, and IT coordinators. Foster a high-performance culture focused on accountability and ownership.
- IT & Software Development Oversight: Provide executive leadership over both Information Technology (including telecom stack management, end-user support for 200+ employees, devices, and network infrastructure) and the core software and technical development product.
- AI & Platform Innovation: Drive strategic AI initiatives aimed at enhancing call center efficiency, optimizing lead generation, and improving agent productivity. Oversee the deployment of intelligent routing, automation, and decisioning tools, as well as the continued buildout of the agent interface platform.
- Architectural & Process Excellence: Implement robust processes for build vs. buy decisions, system and vendor selection, and overall systems architecture. Ensure that technical solutions align with and effectively meet evolving business requirements.
- Operational Resilience: Proactively diagnose and resolve system performance bottlenecks. Oversee infrastructure management, critical vendor relationships, security protocols, and compliance within a highly regulated environment.
- Executive Communication: Articulate complex technical strategies, progress, and risks clearly and concisely to executive leadership and the board, effectively bridging the communication gap between technical and business stakeholders.
Ideal Candidate Profile:
We are seeking a seasoned technology leader with:
- Extensive Experience: 10–15+ years of progressive technology leadership experience.
- Transformative Track Record: A proven history of successfully rebuilding or significantly improving engineering teams and processes in growth-stage environments.
- Formal Management Expertise: Demonstrated experience managing formal technical development teams (e.g., BA, QA, PM, Scrum Cycle, 2-week Sprints, Agile Development Methodology).
- IT Infrastructure Acumen: Experience managing IT operations, including infrastructure and end-user help desk functions.
- AI Deployment: Hands-on experience deploying AI solutions in operational settings.
- Domain Familiarity: Experience within regulated or compliance-sensitive industries is highly preferred. Familiarity with contact communications platforms, specifically a 5:9 dialer and its custom integrations, is a significant advantage.
- Technical Depth: While this is a strategic role, candidates must be technically adept enough to understand and guide architectural decisions and ensure robust technical execution. Familiarity with modern tech stacks including Python, PHP/Laravel, MySQL, PostgreSQL, JavaScript/React/Angular, and RESTful APIs is expected.
- Strategic Mindset: A strong business acumen and a clear understanding that technology is an enabler of business growth and revenue impact, particularly in high-volume, sales-driven environments (e.g., FinTech, InsureTech).
- Leadership Qualities: Exceptional leadership skills, executive presence, high accountability, and a low-ego, high-output approach.
Compensation & Benefits:
- This opportunity offers a highly competitive compensation package designed to attract top-tier talent:
- Base Salary: Up to $170k-$200k, commensurate with experience.
- Performance Bonus: Upside potential tied to engineering and business outcomes.
- Equity: Profit interest participation is available for the right individual.
- Comprehensive Benefits: Medical, Dental, Vision & GAP Insurance (Day 1 eligibility), 401(k) with company match.
- Generous PTO: 20 days accrued in year one.
- Flexibility: Hybrid work model preferred; remote considered for truly exceptional candidates.
- Growth Environment: Bi-annual company events and a clear growth trajectory within a rapidly scaling organization.
Our client is an equal opportunity employer dedicated to building a diverse team. Accommodations will be provided as needed throughout the process.
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.
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Industry 1: Insurance
Industry 2: Marketing and Advertising
Industry 3:
Job ID: 57601632131
Category: Sales and Marketing
Location: Remote,