Job Description

Job Title: Digital Technical Product Manager (Umbrella Insurance Migration)

Location: San Antonio, TX (Preferred) — Remote Eligible, CST hours required

Duration: 12 months (potential extension)

Department: P&C – Personal Lines Umbrella Product Transformation
Pay:  $75-85/hr W2 ONLY, NO C2C

Overview

Our client is transforming its Personal Lines Umbrella Insurance product by migrating it from a legacy system to the Guidewire PolicyCenter platform. We are seeking a strong Product Analyst / Digital Technical Product Manager to lead business requirements, partner with underwriting, product, pricing, and risk teams, and support Agile delivery of six state rollouts expected through 2026.

This role is ideal for someone who understands insurance workflows, can empathize with frontline employees, and can translate complex stakeholder inputs into clear, user-centric requirements. Guidewire exposure and Umbrella Insurance experience are major pluses.

Key Responsibilities:

Business Requirements & Product Delivery:

Drive end-to-end business requirements for the Umbrella Insurance migration to Guidewire

Translate stakeholder, underwriting, pricing, and risk inputs into actionable requirements

Lead requirement sessions, whiteboarding, documentation, and version control

Ensure requirements reflect a seamless and intuitive end-user experience

Agile Collaboration & IT Delivery

Work closely with IT developers through Agile ceremonies

Validate IT outputs each quarter (coding accuracy, screen behavior, workflow logic)

Provide clear feedback and ensure necessary changes are implemented

Manage tasks and deliverables using JWM, Rally, Box, and Whiteboard/Zoom

Risk, Controls, and State Requirements

Document state-specific risk exposures across six states

Understand and apply risk & control framework

Identify risk points and document control evidence (IT or manual)

Partner with analytics teams to define performance reporting requirements

Leadership & Delegation

Provide leadership to four rotational employees (not direct reports)

Delegate tasks such as initial discovery and data gathering

Ensure delegated work is executed accurately; escalate issues as needed

Promote a collaborative, knowledge-sharing team culture

Required Skills & Qualifications:

Technical / Domain Skills

Experience with Guidewire PolicyCenter (strongly preferred)

Knowledge of Personal Lines insurance; Umbrella experience a major plus

Strong business analysis background in P&C or financial services

Understanding of insurance workflows, rating logic, underwriting rules

Ability to translate complex information into clear documentation

Advanced documentation skills: BRDs, FRDs, version control, requirements writing

Experience with Agile environments and tools (Rally, JWM, Jira)

Soft Skills

Strong communication and stakeholder management

Ability to operate in ambiguity (“comfortable with gray”)

Leadership presence with natural coaching/mentoring tendencies

Detail-oriented and organized, especially when working across six states

Empathy for frontline employees; focus on user experience and simplicity

Preferred Experience

2+ years frontline/phone experience in insurance servicing or operations

2+ years product, business analysis, or product owner experience

Experience with state regulatory requirements for P&C products

Experience at another carrier using Guidewire (highly valuable)

Background in documenting risk & controls (bonus)