Technical Lead - Product Development

Position Summary: Dynamic Specialty Inc. is seeking a strategic, technically expert leader to architect and advance our data and analytics capabilities. The Technical Lead - Product Development will design and oversee the data infrastructure, predictive modeling, and analytics platforms that power underwriting, claims, and risk decisions across our commercial trucking insurance programs. This individual will translate telematics, safety, and loss data into predictive models that sharpen risk selection and pricing, while building the data architecture and governance framework that supports Dynamic Specialty Inc.’s growth as a data-driven MGA. Join us in shaping the analytics backbone of a fast-growing commercial trucking specialty insurer!

Essential Duties / Responsibilities: Define the enterprise Data & Analytics architecture and technology roadmap. Design modern architectures for trusted, governed, and reusable data and analytical services. Lead the evolution from descriptive reporting toward predictive and prescriptive analytics. Identify and architect opportunities for machine learning, generative AI, and AI-enabled decision systems. Enable analytical and AI capabilities to be consumed through applications, APIs, dashboards, workflows, and intelligent agents. Evaluate emerging data and AI technologies and recommend those that provide meaningful business value. Establish standards for data quality, lineage, security, governance, model evaluation, and responsible AI. Partner with business leaders to translate business problems into data-driven, predictive, and AI-enabled solutions.

Required: Bachelor's degree in Data Science, Computer Science, Statistics, Actuarial Science, or a related field (Master's degree preferred). 8+ years of progressive experience in data architecture, data engineering, or predictive analytics, including experience in a technical leadership role. Demonstrated experience building and deploying predictive or machine learning models in a production environment. Strong proficiency in SQL, Python or R, and modern cloud data platforms (e.g., AWS, Azure, GCP, Snowflake, Databricks). Experience designing and managing ETL/ELT pipelines and data warehouse or data lake architectures. Insurance industry background, ideally within commercial auto/trucking or other P&C lines.

Preferred: Experience with telematics, ELD, or CSA/SAFER data specific to commercial trucking. Actuarial or underwriting analytics background, or close partnership experience with actuarial teams. Familiarity with BI/visualization tools (Power BI, Tableau) and advanced spreadsheet skills (Excel, including pivot tables and data modeling). Relevant certifications (e.g., AWS/Azure/GCP data or machine learning certifications, cloud architect certifications). Experience within an MGA or program administrator environment. Demonstrated ability to build a data/analytics function from the ground up or scale an existing one. Strong collaboration skills and ability to work effectively with Underwriting, Claims, Actuarial, IT, and executive leadership.

Physical Demands and Work Environment: Continually required to sit for extended periods while working at a computer analyzing data and reviewing models. The noise level is moderate and typical of a busy office environment. Standard business hours, with occasional extended hours required during model deployments, quarter-end, year-end close, audits, or system rollouts. Limited travel may be required for vendor meetings, data provider evaluations, or collaboration with other company locations.