Independencepetgroup
Senior Director, Technology Leader
Chicago, IL
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hirly's read of this role
- Role family
- Engineering management
- Seniority
- Director
- Country
- US
- Work mode
- On-site / unstated
- First seen by hirly
- 7 Oct 2026
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the posting
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.
Job Summary:
The Senior Director will lead a multi-brand business unit to drive consolidated roadmaps, tracking, budget, and delivery of all technology projects. This role will work closely with senior leadership to:
- Align technology execution to business outcomes
- Driving roadmaps including moving environments onto a companywide standard
- Own communication and change management for large initiatives
- Ensure that key initiatives are prioritized, executed, and ROI measured effectively
- Tracking project progress and financials against approved roadmap
- This role requires the ability to collaborate with and influence multiple stakeholders to develop and deploy robust enterprise-wide technology projects to meet long term business goals.
The Senior Director plays a pivotal role in driving the organization’s technology strategy and ensuring alignment with business goals. This is an exciting opportunity for a seasoned strategic leader to influence the long-term direction of technology at a high level while working closely with executive leadership to achieve business success.
Focus areas:
- Technology Excellence– Exemplify the organization’s commitment to excellence, building trust and credibility among stakeholders and customers
- Transformation Enabler - Foster a culture of experimentation and collaboration within the organization, driving continuous improvement, agility, and competitive advantage in with a cost effective and reliable environment leveraging Gen AI and automation
- Capability Builder - Support the organization's technological needs by delivering holistic roadmaps to deliver the required ROI
- Customer Champion - Prioritize customer-centric technology projects and track the appropriate ROI
Key Responsibilities :
Strategic Leadership & Vision:
- Partner with technology leadership and other executives to define and communicate the long-term technology roadmaps aligned with the company’s business goals and market opportunities
- Lead planning efforts to ensure that technology investments are future-proof, scalable, and capable of supporting business growth and transformation
- Identify emerging technologies and industry trends, advising leadership on their potential impact on the business and shaping the organization’s technology roadmap
- Technology Roadmap & Planning:
- Develop and maintain comprehensive, technology road maps that align with both current and future business needs
- Drive the planning and prioritization of key technology initiatives across the organization, ensuring that resources are optimally allocated and aligned with strategic goals
- Work with business units to understand their strategic objectives and translate those into actionable technological plans and solutions
Portfolio Management:
- Oversee the portfolio of technology projects, ensuring alignment with business outcomes and proper resource allocation
- Evaluate project performance, track key performance indicators (KPIs), and adjust course as necessary to ensure timely delivery and alignment with overall strategy
- Identify risks within the portfolio and collaborate with project managers and business leaders to mitigate or resolve issues
- Cross-functional Collaboration:
- Foster close collaboration between the technology team and other business units (e.g., Product, Operations, Marketing, Sales) to ensure alignment and successful execution of technology initiatives
- Act as a liaison between technical and non-technical teams, ensuring clear communication of technology strategy and priorities to senior business leaders
- Drive integration of technological initiatives across the business, ensuring that systems and processes work cohesively to support overall business objectives
Financial Management:
- Work closely with Procurement and Finance team to develop and manage the technology budget, ensuring effective allocation of resources to strategic priorities
- Analyze the financial impact of technology initiatives, providing recommendations on investment and cost optimization strategies.
- Ensure the effective management of technology investments to deliver maximum return on investment (ROI)
- Metrics & Reporting:
- Develop a set of key metrics and performance indicators to track the progress and success of technology initiatives and investments
- Provide regular strategic updates to the CTO, executive leadership, and other stakeholders, using data and analytics to communicate progress, risks, and outcomes
- Use insights from reporting and metrics to refine strategy and drive continuous improvement across the organization
- Mergers & Acquisitions (M&A) Strategy:
- Support the CTO and leadership team in M&A activities by evaluating potential technology synergies, assessing integration opportunities, and providing strategic guidance on technology-related aspects of acquisitions
- Lead the development of integration plans that align acquired technologies with the broader organizational strategy
Communication and Change Management:
- Lead change management activities required to roll out and adopt technology projects to ensure effective return on investment
- Drive communication to ensure stakeholders across the portfolio of companies are kept aware of the latest developments and buy into the technology project impacts
- Required Skills & Abilities:
- Forward-thinking strategist skilled in devising and operationalizing a technology strategy across multiple operating entities
- A storyteller who translates technical concepts into business terms and articulates the value of technology investments to stakeholders
- Commitment to upholding the highest standards of integrity and accountability in managing the organization’s technology
- Flexible and adaptable to respond to evolving technology challenges and organizational needs
- A change agent that fosters a culture of innovation and continuous improvement, encouraging experimentation, and adapting to evolving circumstances and environment
- An authentic and tenacious leader who leans in to partnering with peers and is a collaborative team leader who is steadfast in leading by example
- Exemplary organizational skills coupled with proactive initiative-taking meticulous attention to detail, and adept time management, flourishing in a dynamic and rapidly evolving environment
- Acts as a culture ambassador, living our organizational values
- Experience Managing Onshore and Offshore Teams: Proven ability to lead and manage both onshore and offshore teams, ensuring seamless collaboration and execution of technology projects. This includes strategic oversight, cross-cultural leadership, communication and coordination, performance management, resource allocation, and risk management.
Education and Experience:
- Proven experience 15+ years in project management, strategy, communication, and operations in a technology-driven global organizations
- Experience driving internal development teams and external partners to deliver business outcomes using agile methodologies
- Strong understanding of technology project lifecycles, portfolio management, and best practices in delivering large-scale technology initiatives
- Strong understanding of financial management, including budgeting, ROI analysis, and investment prioritization for technology projects.
- Exp
Listed on hirly, a job board. hirly is not the employer: Independencepetgroup is hiring for this role.
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