Brian Cooper

Strategic Product Manager

Innovative Digital Product Manager with over 20 years of experience leading high-scale AI and web initiatives for Tier-1 financial institutions. Proven track record of scaling platforms from 200,000 to over 4 million monthly logins. Expert in bridging technical architecture with business strategy, specializing in Transactional AI, Digital Products, and Agile Transformation.

Ottawa/Kingston Area | Canadian and USA Citizen aboutbriancooper@gmail.com

Skills

Frontend HTML5, CSS, JavaScript
Methodology SAFe Agile, PMP, ScrumMaster

Enterprise Experience

Product Manager for Conversational & Transactional AI

Allstate Insurance Company | 2026 – Present

Led end-to-end product definition for transactional AI payment experiences in a strictly regulated financial environment, managing AutoPay behavior design and failure routing.

Authored and maintained core technical product documentation used across Engineering, Legal, and CX to rapidly deploy compliant, production-ready LLM behaviors.

Identified and resolved high-severity accuracy defects through end-to-end AI testing, advancing the platform from informational capabilities to transaction-grade AI.

Chief Product Owner (Customer Platform)

Allstate Insurance Company | 2010 – 2026

Directed continuous monthly releases scaling the primary self-service platform from 200,000 to over 4 million monthly logins.

Drove enterprise registration growth from 30% to over 85% of all policyholders while increasing industry-wide CSAT scores from 50 to 85+.

Advocated and managed the technical debt overhaul, supporting the transition from legacy frameworks to modern web infrastructure.