Senior Director, Operations Technology

Posted 7 Hours Ago
Be an Early Applicant
Hiring Remotely in Richmond, VA, USA
In-Office or Remote
171K-331K Annually
Senior level
Fintech • Insurance
The Role
Leads the strategy, architecture, modernization, and delivery of operations technology supporting claims, customer service, case management, call centers, and digital solutions. Builds and scales engineering organizations, advances cloud and modern software practices, migrates legacy platforms, expands automation and analytics, and partners with executive stakeholders to align technology investments with business outcomes. Oversees transformation, reliability, governance, budgets, vendors, talent development, and operational performance in a regulated insurance environment.
Summary Generated by Built In

About Us

At Genworth and CareScout, we’re on a mission to simplify and dignify the aging experience.

 

The truth is, most of us will help a parent, spouse, family member, friend, or neighbor navigate aging and care at some point in our lives.  We’ve been there ourselves.  That’s why we’re building better ways to help people find, fund, and understand aging care all while being supported every step of the way. 
We’re a team of curious problem-solvers, compassionate listeners, and people who care about making a difference.  We value diverse perspectives and are committed to fostering an inclusive culture where every team member feels respected, supported, and empowered to bring their authentic self.

 

Our four values guide our strategy, our decisions, and our interactions:

  • Make it human. We care about the people that make up our customers, colleagues, and communities.
  • Make it about others. We do what's best for our customers and collaborate to drive progress. 
  • Make it happen. We work with intention toward a common purpose and forge ways forward together. 
  • Make it better. We create fulfilling purpose-driven careers by learning from the world and each other.

    

If you’re looking to build a meaningful career while helping transform the aging experience for millions of families, we’d love to hear from you.

 

POSITION TITLE

Senior Director, Operations Technology 

    

POSITION LOCATION

This position is available to Virginia residents as Richmond, VA hybrid in-office applicants or remote applicants residing in states/locations under Eastern or Central Standard Time: Alabama, Arkansas, Connecticut, Delaware, Florida, Georgia, Illinois, Indiana, Iowa, Kansas, Kentucky, Louisiana, Maine, Maryland, Massachusetts, Michigan, Minnesota, Mississippi, Missouri, Nebraska, New Hampshire, New Jersey, New York, North Carolina, North Dakota, Ohio, Oklahoma, Pennsylvania, Rhode Island, South Carolina, South Dakota, Tennessee, Texas, Vermont, Virginia, Washington DC, West Virginia or Wisconsin.

 

* A Hybrid schedule of both Remote and In-Office days would be required if you reside within 50 miles of a Genworth | CareScout office with working hours targeting our core business hours of 9am-5pm EST. For applicants outside of the 50-mile radius there would be an expectation of travel, approximately 25%.

    

YOUR ROLE

Genworth | CareScout is undergoing a multi-year modernization of its insurance platforms, data ecosystem, and technology capabilities to support long term growth, operational excellence, and a more human-centered future. The Senior Director, Operations Technology is a transformational technology leader who will shape and deliver the end-to-end operations technology strategy, technology platforms, services, and processes that support the end-to-end lifecycle of Genworth |CareScout’s business operations, spanning claims, customer service, case management, and call center capabilities.

 

Reporting directly to the Head of Engineering, Insurance and Business Operations, this executive serves on the Engineering, Insurance, and Business Operations Leadership Team acting as a trusted partner to Operations, CareScout Insurance, Risk, Legal, and other IT leaders.

 

 

What you will be doing

 

Technical & Strategic Capabilities

  • Set and own the operations technology vision and technology strategy, architecture, and investment roadmap for platforms that enable business outcomes for operations, inclusive of customer service, claims, call center and digital solutions in alignment with business objectives and the Future-Proof Technology strategy.
  • Advance modern engineering practices across microservices, APIs, event-driven architecture, cloud platforms, DevSecOps/CI/CD, reliability engineering, and platform operations.
  • Apply hands-on expertise in Azure/AWS cloud platforms, containers, and observability to strengthen platform reliability, scalability, and operational performance.
  • Lead the shift from legacy, fragmented platforms to governed, cloud-based data and analytics capabilities that improve operational insight, decision-making, and business performance.
  • Translate enterprise modernization priorities into a concrete, actionable Operations Technology plan.
  • Build & Lead High-Performing Teams
  • Build, lead, and scale a world-class engineering organization, attracting and retaining top talent across Operations Technology.
  • Develop and mentor the next generation of Operations Technology leaders, building deep bench strength and a clear succession pipeline.
  • Champion a culture of innovation, accountability, continuous learning, and business‑aligned decision‑making that reflects Genworth’s values: Make it human, Make it about others, Make it happen, Make it better.
  • Drive adoption of modern engineering, integration, delivery, AI, and automation practices that improve efficiency, customer engagement, and associate experience.

 

Digital Experience & Operations Modernization

  • Digitize business operations to improve customer experiences and streamline technology across customer service, claims, call center, and digital solutions.
  • Modernize legacy environments by migrating them to cloud-ready, API-enabled, modular platforms.
  • Digitize invoices and claims documentation to improve payment efficiency and enable deeper downstream analytics.
  • Deliver workforce engagement tools that improve associate productivity and customer satisfaction.
  • Expand automation and straight-through processing to reduce manual effort, cycle times, and unit costs.
  • Cross-Functional Partnership & Business Alignment
  • Serve as the primary technology partner to Operations, translating strategy into executable roadmaps and measurable outcomes.
  • Co-create business cases and value propositions for platform investments that drive continuous improvement and added value for customers and Operations associates.
  • Serve as a trusted advisor to senior and executive leaders, translating business priorities into practical technology solutions.
  • Align technology investments with enterprise data, architecture, cybersecurity, and engineering standards.
  • Represent Operations Technology in governance forums and planning cycles, while reporting modernization progress to senior and executive leadership.

 

 

What you bring

  • 15+ years of progressive experience in software engineering, platform development, or enterprise technology leadership, delivering at scale in insurance, financial services, or similarly regulated industries.
  • Proven track record modernizing complex, mission-critical platforms and leading large-scale transformations, including cloud migrations, digital platforms, integration ecosystems, core system renewal, and legacy-to-modern transitions.
  • Broad technical expertise across applications, data, infrastructure, cloud platforms, security, integration, and modern software engineering practices.
  • Experience managing large technology budgets, capital planning, and vendor relationships with disciplined financial stewardship.
  • Proven ability to build, lead, and develop large, multidisciplinary technology organizations focused on talent development, succession planning, scalable delivery, and high performance.
  • Demonstrated success navigating matrixed organizations, influencing without authority, and driving outcomes across complex stakeholder groups.
  • Strong executive communication and presentation skills, with the ability to simplify complexity and align diverse audiences.
  • Strategic, outcomes-driven leader able to translate complex, multi-platform technology environments into roadmaps tied to business results.
  • Fluent in modern data, automation, and AI-enabled capabilities, with sound judgment to apply them where they create measurable customer, associate, and business value.
  • Proven ability to lead through ambiguity, balancing modernization investments with the stability, reliability, and performance of day-to-day claims and policy operations.
  • Ability to travel, approximately 25%

 

Nice to Have

  • Experience in insurance or financial services, particularly in life insurance, long-term care, annuities, or property & casualty.
  • Knowledge of insurance business processes, regulatory frameworks, and enterprise risk management, including state insurance departments, NAIC, SOX, and privacy regulations.
  • MBA or advanced degree in computer science, engineering, or a related field.
  • Experience with SAFe, Agile, or product-oriented delivery models in architecture-governed environments.
  • Familiarity with ServiceNow, CMDB, and IT portfolio management tools.
  • Experience with aging services, healthcare-related technology, or direct-to-consumer digital platforms.

 

 ADDITIONAL

  • This role is not eligible for employment visa sponsorship.

 

COMPENSATION

National Range: $171,000-$265,000

High Cost Range: $213,800-$331,000

 

Disclaimer: This role is aligned to a national market-based pay range. Actual compensation will vary based on geographic location, experience, skills, and other job[1]related factors. In addition to base salary, this role is eligible to participate in a bonus incentive plan. Incentive compensation is based on individual and company performance and is not guaranteed. 

 

 

Employee Benefits & Well-Being

Genworth|CareScout employees make a difference in people’s lives every day. We’re committed to making a difference in our employees’ lives.

  • Competitive Compensation & Total Rewards Incentives
  • Comprehensive Healthcare Coverage
  • Multiple 401(k) Savings Plan Options
  • Auto Enrollment in Employer-Directed Retirement Account Feature (100% employer-funded!)
  • Generous Paid Time Off – Including 12 Paid Holidays, Volunteer Time Off and Paid Family Leave
  • Disability, Life, and Long Term Care Insurance
  • Tuition Reimbursement, Student Loan Repayment and Training & Certification Support
  • Wellness support including gym membership reimbursement and Employee Assistance Program resources (work/life support, financial & legal management)
  • Caregiver and Mental Health Support Services

Skills Required

  • 15+ years of progressive experience in software engineering, platform development, or enterprise technology leadership
  • Experience delivering technology at scale in insurance, financial services, or similarly regulated industries
  • Experience modernizing complex, mission-critical platforms and leading large-scale transformations
  • Experience with cloud migrations, digital platforms, integration ecosystems, core system renewal, and legacy-to-modern transitions
  • Broad technical expertise across applications, data, infrastructure, cloud platforms, security, integration, and modern software engineering practices
  • Experience managing large technology budgets, capital planning, and vendor relationships
  • Experience building, leading, and developing large multidisciplinary technology organizations
  • Demonstrated ability to navigate matrixed organizations, influence without authority, and drive outcomes across complex stakeholder groups
  • Strong executive communication and presentation skills
  • Ability to translate complex technology environments into business-aligned roadmaps
  • Fluency in modern data, automation, and AI-enabled capabilities
  • Ability to balance modernization with stability, reliability, and performance of ongoing claims and policy operations
  • Ability to travel approximately 25%
  • Experience in insurance or financial services, especially life insurance, long-term care, annuities, or property and casualty
  • Knowledge of insurance business processes, regulatory frameworks, enterprise risk management, state insurance departments, NAIC, SOX, and privacy regulations
  • MBA or advanced degree in computer science, engineering, or a related field
  • Experience with SAFe, Agile, or product-oriented delivery models
  • Familiarity with ServiceNow, CMDB, and IT portfolio management tools
  • Experience with aging services, healthcare-related technology, or direct-to-consumer digital platforms

Genworth Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Genworth and has not been reviewed or approved by Genworth.

  • Healthcare Strength — Pay is frequently described as good when considered alongside a comprehensive medical, dental, and vision package with preventive care options and expanded mental-health counseling access. On-site clinics/fitness centers in some locations and gym reimbursement further strengthen the perceived health offering.
  • Leave & Time Off Breadth — Time off offerings are presented as wide-ranging, including paid volunteer time, paid family leave, time off for voting, and flexibility to roll over time in some cases. Additional programs like crisis-management time off and multiple paid-leave options contribute to a strong overall leave picture.
  • Wellbeing & Lifestyle Benefits — Wellbeing support is positioned as holistic, spanning work/life services such as life coaches, digital wellbeing programs, and caregiver-focused resources. Financial wellbeing add-ons like free personal financial planning and workshops also contribute to the broader lifestyle value of the rewards package.

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The Company
HQ: Richmond, VA
5,001 Employees
Year Founded: 2004

What We Do

Genworth is an insurance company that is dedicated to help people secure their financial lives, families, and futures. Genworth Financial, Inc. is a leading insurance holding company committed to helping families achieve the dream of home ownership and address the financial challenges of aging through its leadership positions in mortgage insurance and long term care insurance. Headquartered in Richmond, Virginia, Genworth traces its roots back to 1871. Our products and services are offered through financial intermediaries, advisors, independent distributors and sales specialists.

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