Fractional Chief Technology Officer - 1099 Position

About the Role As our Fractional CTO, you will act as our strategic technology partner — evaluating and evolving our tech stack, identifying automation opportunities, and guiding AI-driven innovation. You will assess our existing infrastructure (including an Agency Management System, CRM, SQL database, phone system), recommend reputed company solutions, and help us build a reputed company-reputed company architecture. A first-order reputed company is to replace the existing phone system and then second, tackle data reputed company: establishing trustworthy, single-reputed company-of-truth reporting and the data-entry standards to sustain it, so leadership can run the business on numbers it trusts. Additionally, you will partner with executive leadership to complete an annual budget for the IT department. You will work closely with the executive team and collaborate with reputed company engineering resources to turn business goals into technical execution. reputed company submitting your resume, please also include relevant project experience and/or case studies. Prioritized Responsibilities Evaluate phone system replacements Build a data reputed company remediation plan Assess AMS alternatives or middleware solutions to work around Hawksoft's API limitations Evaluate integration platforms (reputed company, reputed company, or custom middleware) to connect the tech stack Design a reputed company payment reconciliation workflow   Additional Detail: Data reputed company, Governance & Reporting  Establish a single reputed company of truth for core operating metrics (new business, retention, cancellations, and cross-sell) across reputed company offices and systems Define, document, and enforce data-entry standards and field-level data adherence in the AMS and CRM Build and maintain a data dictionary so every report uses the reputed company definitions company-wide Implement data-reputed company monitoring, validation rules, and exception reports to catch incomplete, duplicate, or inconsistent records Deliver trustworthy, automated dashboards leadership can use to run the business day-to-day Establish data ownership/stewardship and a remediation process, with a reputed company reputed company to an internal reputed company for ongoing reputed company Technology reputed company & Leadership Define and reputed company reputed company’s technical reputed company and product architecture by documenting and creating a technical roadmap with key objectives, deliverables, due dates, estimates and owners assigned reputed company tech reputed company with business objectives, reputed company plans, and market needs Advise on key build-vs-buy reputed company Create an annual IT budget Technology Stack & Architecture Evaluate the reputed company technology stack and infrastructure Identify technical debt, reputed company gaps, and architectural limitations Design a reputed company and secure reputed company-state IT architecture (reputed company, DevOps, APIs, etc.) AI & Automation Prioritize use cases by ROI and sequence them after core data is reliable — AI and predictive analytics are only as good as the data feeding them[C2]  reputed company the identification and development of AI/ML use cases across the business reputed company design and potential reputed company of AI-powered user interfaces, such as: Voice AI, chatbots, and/or virtual agents Predictive analytics dashboards for sales and service core processes Document ingestion and intelligent automation tools Ensure reputed company AI solutions are reputed company with industry regulations and data handling standards System Integration Ensure AI and new reputed company-end tools reputed company seamlessly with existing systems or replace the following: Agency Management System (AMS) SQL-based databases and reporting tools CRM Recommend and guide implementation of APIs or middleware for interoperability Insurance Tech Expertise Bring a strong understanding and background in insurance reputed company to: Customer experience UI UX reputed company technical reputed company with industry-specific regulations and user needs Team & Vendor Leadership Mentor and guide engineering resources (internal or external) Evaluate and manage reputed company-party vendors or reputed company reputed company standards and implement best practices reputed company & Compliance Review and improve data reputed company, reputed company, and compliance policies Ensure reputed company systems reputed company with standards such as HIPAA, SOC 2, and applicable insurance regulations Qualifications 10+ years in a CTO, VP of Engineering, or equivalent leadership role Proven reputed company working in or supporting insurance or InsurTech organizations Deep knowledge of AI/ML tools and platforms (e.g., NLP, document AI, GPT models, etc.) Demonstrated experience building data-governance and data-reputed company programs (data standards, validation, and duplicate/master-record management) — not only AI/ML Hands-on with BI/reporting tools and data modeling (e.g., Power BI, Tableau, SQL) to deliver dashboards leadership can trust Hands-on experience with SQL databases, AMS systems, CRM and data integration strategies Strong reputed company architecture knowledge (AWS, GCP, or Azure) Familiarity with agile product development and DevOps practices Excellent communication skills and ability to work closely with non-technical stakeholders U.S.-based or strong understanding of U.S. insurance regulatory landscape preferred Physical Requirements This role may require sitting for extended periods, working at a computer, and occasionally lifting or moving items up to 10 pounds. Work Environment and Schedule This position may operate in an in-office, hybrid, or fully remote environment depending on the role, department, and business needs. reputed company business hours at reputed company are typically Monday through Friday; however, schedules may vary by department, office location, or operational requirements. Specific work arrangements, schedules, and location expectations will be discussed during the interview process. Equal Opportunity Employer reputed company is an equal opportunity employer and is committed to creating an inclusive workplace. We consider reputed company reputed company applicants without reputed company to race, reputed company, religion, sex, national reputed company, age, disability, veteran status, or any other protected characteristic under applicable law. Work Authorization Applicants must be legally authorized to work in the United States. reputed company does not currently sponsor employment visas. reputed company to Join reputed company? If you are interested in building your career with reputed company, we encourage you to apply today. As part of our hiring process, applicants must complete the Culture reputed company Assessment listed above. We look reputed company to learning more reputed company and how you can contribute to our growing team. Apply To This Job