Sr Director of Technology Delivery

Independence Pet Group•Chicago, IL

About The Position

Established in 2021, Independence Pet Holdings is a corporate holding company that manages a diverse and broad portfolio of modern pet health brands and services, including insurance, pet education, lost recovery services, and more throughout North America. We believe pet insurance is more than a financial product and build solutions to simplify the pet parenting journey and help improve the well-being of pets. As a leading authority in the pet category, we operate with a full stack of resources, capital, and services to support pet parents. Our multi-brand and omni-channel approach include our own insurance carrier, insurance brands and partner brands.

Requirements

Bachelor’s degree in Computer Science, Engineering, Business, or related field required; MBA or advanced degree preferred.
10+ years leading technology delivery or engineering functions, including 5+ years in senior leadership roles.
Experience delivering large‑scale digital platforms or multi‑product ecosystem
Strong technical leadership across both the legacy Microsoft stack (C#, .NET, TypeScript, SQL Server, Azure services) and the modern JavaScript stack (React, Node.js, PostgreSQL).
Proven ability to guide multi‑stack engineering teams, set technical direction, and ensure high‑quality delivery across complex digital platforms.
Experience architecting scalable, secure, and observable solutions in Azure, including modernizing legacy systems and enabling cloud‑native development.
Skilled in leading platform modernization efforts from .NET/SQL Server to React/Node.js/PostgreSQL while maintaining stability and performance across environments.
Excellent leadership, communication, stakeholder management, and technical decision‑making skills.

Responsibilities

Technology Delivery Leadership Enhance and optimize Agile delivery processes, governance, and release management.
Drive predictable, high‑quality execution of technology initiatives across teams.
Translate company goals into technical roadmaps, release schedules, and engineering plans.
Oversee full lifecycle of delivery for platform enhancements, integrations, architectural improvements, and new technical capabilities.
Ensure all solutions meet standards for performance, security, scalability, reliability, and compliance.
Ensure platform uptime, stability, reliability, and performance across all systems.
Foster a culture of engineering excellence, ownership, collaboration, mentorship and continuous improvement.
Optimize team structure, skills development, and resourcing across internal and external partners.
Define and track KPIs related to engineering velocity, platform performance, quality, and operational stability.
Use analytics and telemetry to identify bottlenecks and drive measurable improvements.
Implement best practices across DevOps, automation, QA, and release processes.
Manage technology budgets, vendor relationships, and third‑party development teams.
Ensure strong vendor performance, cost-effective resourcing, and high ROI for technology investments.
Customer Migrations Across Brand Technology Teams Lead and partner on end‑to-end customer migration programs across brand technology teams, ensuring smooth transitions to new platforms and services.
Define migration frameworks, timelines, risks, and success metrics while coordinating cross‑functional resources.
Serve as the escalation point for migration‑related issues and executive-level communication.
Business Integration for New Tools & Capabilities Partner with architecture on the full integration lifecycle for new tools and capabilities, from evaluation through rollout and adoption.
Partner with product, engineering, and business teams to assess impact, define requirements, and ensure operational readiness.
Provide structured onboarding, communication, training, and change‑management support.
Cross‑Functional Partnership & Communication Act as a key liaison ensuring brand technology needs are understood and incorporated into infrastructure, common core, and enterprise architecture decisions.
Translate brand priorities into actionable technical requirements and influence enterprise platform roadmaps.
Maintain strong two‑way communication, so brand teams remain aware of upcoming architectural or infrastructure changes.
Collaborate with business, marketing, operations, customer service, and executive teams to translate needs into technical solutions.
Provide clear communication of plans, timelines, risks, and milestones to stakeholders.
Ensure alignment across teams to support product execution and business outcomes.