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Vice President Guidewire Jobs (NOW HIRING)

Guidewire Software

Pricing Sales Representative

$92K/yr

Summary Guidewire has just announced the launch of a major new product - Guidewire PricingCenter ... Partner closely with the VP to shape and execute a pricing- and analytics-focused go-to-market ...

MediaAlpha

VP, Strategy & Development

Los Angeles, CA · On-site

$225K - $325K/yr

Hybrid: 3x/week in-office Role Overview MediaAlpha is looking for a Vice President of Strategy ... Core insurance platforms such as Guidewire * Non-traditional demand channels including paid search ...

Guidewire Software

Pricing Sales Representative

$92K/yr

Summary Guidewire has just announced the launch of a major new product - Guidewire PricingCenter ... Partner closely with the VP to shape and execute a pricing- and analytics-focused go-to-market ...

MediaAlpha

VP, Strategy & Development

Los Angeles, CA · On-site

$225K - $325K/yr

Hybrid: 3x/week in-office Role Overview MediaAlpha is looking for a Vice President of Strategy ... Core insurance platforms such as Guidewire * Non-traditional demand channels including paid search ...

Westfield

QA & Compliance Senior Specialist

Manhattan, NY · On-site

$90K - $125K/yr

This role will report to the VP, Specialty Claims Compliance and will be responsible for supporting ... Working knowledge of claims systems and tools, including Guidewire ClaimCenter and related ...

Westfield

QA & Compliance Senior Specialist

Manhattan, NY

$90K - $125K/yr

This role will report to the VP, Specialty Claims Compliance and will be responsible for supporting ... Working knowledge of claims systems and tools, including Guidewire ClaimCenter and related ...

Horace Mann

AVP Information Technology

$160K - $201K/yr

Responsibilities : • Directly manages the Guidewire and P&C legacy application development team • Additionally leads through managers who support the following business lines and functions: Life ...

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Vice President Guidewire information

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$43.5K

$157.5K

$277.5K

How much do vice president guidewire jobs pay per year?

As of Aug 25, 2026, the average yearly pay for vice president guidewire in the United States is $157,532.00, according to ZipRecruiter salary data. Most workers in this role earn between $115,000.00 and $190,000.00 per year, depending on experience, location, and employer.

What is a vice president Guidewire?

A Vice President Guidewire is a senior executive responsible for overseeing the implementation and management of Guidewire software solutions within an organization, typically in the insurance industry. This role involves strategic planning, leadership of technical teams, and ensuring that Guidewire products, such as PolicyCenter, ClaimCenter, or BillingCenter, align with organizational goals. The VP often collaborates with other executives, manages budgets, and ensures project delivery on time and within scope. Strong leadership, technical expertise, and experience in insurance technology are essential for this position.

How does a vice president Guidewire collaborate with cross-functional teams to drive digital transformation initiatives in the insurance sector?

A Vice President Guidewire plays a pivotal role in bridging business objectives with technical solutions, working closely with IT, product management, and operations teams to implement and optimize Guidewire software for insurance clients. They lead project teams, facilitate communication between executives and technical staff, and ensure alignment of system integrations with organizational goals. Regular collaboration with stakeholders is essential to identify requirements, address challenges, and oversee successful delivery of digital transformation projects. This role often involves mentoring team members, managing vendor relationships, and staying updated on industry best practices to ensure competitive advantage.

What are the key skills and qualifications needed to thrive as a vice president Guidewire, and why are they important?

To thrive as a Vice President, Guidewire, you need deep expertise in insurance technology, proven leadership experience, and a background in enterprise software implementation or consulting, often supported by a relevant degree. Familiarity with Guidewire software products, cloud platforms, project management tools, and certifications like Guidewire Certified Professional are highly valuable. Exceptional strategic vision, stakeholder management, and communication skills set top candidates apart. These abilities ensure effective leadership, successful large-scale transformations, and strong client relationships within the fast-evolving insurance technology sector.

What is the difference between Vice President Guidewire vs Guidewire Project Manager?

AspectVice President GuidewireGuidewire Project Manager
CredentialsAdvanced degrees, industry certifications, leadership experienceProject management certifications (PMP), Guidewire certifications
Work EnvironmentExecutive leadership, strategic planning, cross-departmental oversightProject execution, team coordination, client communication
Employer & Industry UsageInsurance companies, consulting firms, technology providersInsurance firms, consulting agencies, Guidewire implementation partners

The Vice President Guidewire typically holds a senior leadership role focused on strategic oversight and decision-making, while the Guidewire Project Manager manages specific implementation projects and day-to-day operations. Both roles require Guidewire platform knowledge and industry experience, but the VP is more involved in high-level planning and leadership, whereas the Project Manager concentrates on project delivery and team management.

What cities are hiring for Vice President Guidewire jobs?

Cities with the most Vice President Guidewire job openings:

What are the most commonly searched types of Guidewire jobs?

The most popular types of Guidewire jobs are:

What states have the most Vice President Guidewire jobs?

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What job categories do people searching Vice President Guidewire jobs look for?

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Vice President Guidewire jobs near you
Infographic showing various Vice President Guidewire job openings in the United States as of August 2026, with employment types broken down into 93% Full Time, 6% Part Time, and 1% Contract. Highlights an 89% Physical, 4% Hybrid, and 7% Remote job distribution, with an average salary of $157,532 per year, or $75.7 per hour.

VP, Technology & Digital Services

Preferred Mutual Insurance Company

New Berlin, NY • On-site

$200K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 12 days ago

Job description

Preferred Location: Candidates must reside within four (4) hours of New Berlin, NY at the time of employment or be willing to relocate within that geographic area. Relocation assistance may be offered as part of an employment offer for qualified candidates. Employment opportunities for this position are limited to residents of the following states: Connecticut, Delaware, Massachusetts, Maryland, Maine, New Hampshire, New Jersey, New York, Pennsylvania, Rhode Island, and Vermont.
At Preferred, we understand the importance of holistic health. To meet the diverse needs of our employees, we offer a comprehensive set of benefits:
Financial
  • Short-term disability, long-term disability, and life insurance coverage are provided at no cost
  • Optional benefits include enhanced life insurance and critical illness plans
  • 401k plan with an employer contribution that you will receive regardless of your own contribution to the plan
  • A cash-balance pension plan
  • Student Loan Repayment Assistance
  • A short-term incentive plan for all employees

Social
  • Generous paid time off, offering of 25 days at hire (prorated based on start date for the first year)
  • 7 days of paid sick leave
  • 10 paid company holidays
  • Personalized paid time off after 3 years!

Emotional
  • Access to 26 sessions with a BetterHelp therapist each year for you and up to 5 dependents, as well as access to all of BetterHelp's group and digital resources
  • Access to Family First, a team of care experts who can provide you and your loved ones 1:1 assistance with a variety of caregiving solutions, from elder care to legal and financial challenges, insurance and Medicare navigation, and more!

Physical
  • Medical, dental, and vision coverage options begin on the first day of employment
  • Health Savings Accounts (with a generous employer contribution!)

YOUR PURPOSE AND FUNCTION IN OUR COMPANY:
The Vice President, Technology & Digital Services is a technology executive responsible for defining and executing enterprise technology strategy. This role also serves as the organization's designated Chief Information Security Officer (CISO) and AI Governance Officer.
This high-impact role provides strategic leadership and operational oversight across five core pillars: networking, hybrid infrastructure, application development, cybersecurity, and artificial intelligence (AI) governance. As a key member of the IT leadership team, the VP collaborates closely with executive leadership, the Board of Directors, and external partners to ensure that technology investments drive operational excellence, business growth, and modern application delivery, all while maintaining rigorous regulatory compliance within the insurance industry.
The CISO designation carries formal regulatory accountability under NYDFS 23 NYCRR 500, requiring regular updates to the Audit & Risk Committee and the Board of Directors on cybersecurity posture and program maturity.
The Vice President of Technology Digital Services will be responsible for:
Strategic Leadership & Technology Vision
  • Enterprise Roadmap: Develop and execute a multi-year technology and application roadmap aligned with corporate business objectives and P&C digital transformation initiatives.
  • Executive Partnership: Partner with business leaders to identify technology opportunities that align with the organizations' strategic priorities including improvement in underwriting efficiency, claims processing, customer experience, and competitive advantage.
  • Financial & Capital Planning: Lead enterprise technology planning, budgeting, and investment prioritization, ensuring strict ROI accountability for both infrastructure and software development projects.
  • Innovation vs. Security: Balance innovation velocity with security and risk management obligations, enabling the organization to modernize rapidly without compromising its regulatory standing.

Infrastructure & Networking Services
  • Hybrid Environments: Direct the design, implementation, and operation of enterprise infrastructure environments, including hybrid cloud (Azure/AWS), IaaS, PaaS, and storage/backup services.
  • Network Operations: Oversee robust enterprise network operations ensuring high availability, business continuity, and adherence to strict SLAs.
  • Service Delivery: Manage strategic relationships with cloud and telecom providers while overseeing service desk operations for continuous improvement in end-user support.

Engineering & Core Systems
  • Modern Software Delivery: Drive DevSecOps and continuous integration/continuous deployment (CI/CD) methodologies, embedding automated security, testing, and compliance checks directly into the software delivery lifecycle.
  • Architecture & Integration: Oversee enterprise architecture, API strategies, and legacy modernization efforts to support scalable digital capabilities and advanced business analytics, specifically prioritizing Guidewire environments.

Cybersecurity & Information Security (CISO Governance)
  • Program Ownership: Serve as the designated CISO, owning the enterprise Information Security program, threat detection, incident response, and forensics capabilities.
  • Board Engagement: Provide regular assessments and status reports directly to the Audit & Risk Committee and Board of Directors on the organization's cybersecurity posture, risk metrics, and program maturity.
  • Risk & Vulnerability Management: Own cybersecurity risk assessments, penetration testing, vulnerability management, and third-party risk programs for vendors, MGAs, and insurtech partners.
  • Security by Design: Ensure infrastructure and application deployment environments are designed according to security-by-design principles.

Artificial Intelligence Governance
  • Responsible AI Policy: Lead enterprise AI governance, establishing policies aligned with the NIST AI Risk Management Framework and evolving state insurance AI regulations (including NAIC model bulletin guidance).
  • Compliance & Explainability: Ensure AI workloads meet security, privacy, and regulatory auditability requirements, particularly regarding explainability obligations for adverse underwriting or claims decisions.

Regulatory Compliance
  • Compliance Frameworks: Ensure technology, application, and security environments support compliance with NYDFS 23 NYCRR 500, PCI DSS, GLBA, and emerging insurance-specific AI laws.
  • Executive Communication: Translate complex technical strategies, software release metrics, and risk postures into clear briefings for non-technical executives and the Board of Directors

Team Leadership:
  • Talent Development: Lead, mentor, and develop a high-performance, cross-functional team of engineers, architects, developers, and security professionals.
  • Current Team Size: 11 Direct Reports

KEY CAPABILITIES FOR SUCCESS:
  • Demonstrated leadership through complex organizational changes, agile development adoptions, and digital technology transformations.
  • Ability to drive rapid solutions and innovation velocity while maintaining rigorous security discipline and regulatory obligations.
  • Exceptional verbal and written communication skills, with a proven ability to translate application architecture and technical risks into business outcomes for Board-level audiences.
  • Strategic thinker with strong operational, procurement, contract negotiation, and financial management instincts.
  • Collaborative cross-functional leader exhibiting high integrity and sound judgment under pressure.
  • Ability to work collaboratively with an executive team in the formulation of enterprise strategy that aligns with short and long-term plans.
  • Demonstrated leadership competencies such as: building effective teams, developing others, having strong peer relationships, managing and executing innovations, and organizational agility.
  • Exceptional ability to develop departmental strategic plans that align and support the enterprise strategic plans.
  • Strong leadership skills in the development of quality leaders capable of successfully executing strategic plans through the formulation and execution of operational plans and strategies.
  • Results-oriented leader who is highly motivated, self-directed and passionate about creating business value for the organization.
  • Ability to articulate the IT strategy to all levels within the organization and to present ideas in a business-friendly and user-friendly language.
  • Keep current with trends and issues in the IT industry, including current technologies and cost, advising/counseling/educating executives and management on their competitive or financial impact.

QUALIFICATIONS:
  • Bachelor's degree in Computer Science, Information Technology, Information Systems, Engineering, or a related technical field, required.
  • Master's degree in Business Administration (MBA), Computer Science, or a related discipline Preferred
  • 15+ years of progressive technology leadership experience.
  • 7+ years in a leadership role with demonstrated accountability across infrastructure, application development, and information security.
  • CISM (Certified Information Security Manager) Preferred
  • Direct experience serving in or alongside a CISO function, with exposure to cybersecurity program ownership, Board reporting, and regulatory examinations (specifically NYDFS 23 NYCRR 500).
  • Experience with Microsoft Azure Solutions required
  • Demonstrated experience within the Property & Casualty insurance industry is strongly preferred.
  • Hands-on experience supporting, implementing, or migrating core insurance suites�specifically Guidewire or similar�is highly preferred.
  • Proven track record of leading cloud transformation initiatives, scale AI/ML platform deployment, and DevSecOps transitions.

ABOUT US: As a mutual company, we are independent by nature, so we think about insurance solutions a little differently. Through listening, problem solving, examining your challenges and collaborating on the right solutions for you, Preferred Mutual independent agents provide flexible solutions and adapt to your evolving needs. We do the same for our employees. We are process and domain experts, focused on the solutions that deliver results for our clients and our company. We offer a great work environment, professional development, challenging careers, and competitive compensation. With Preferred, there are no surprises. You can count on us to deliver on our promises and be there when you need us, as your insurance provider and your employer. Preferred Mutual is an Equal Opportunity Employer. Employment decisions are made without regard to race, color, religion, national or ethnic origin, sex, sexual orientation, gender identity or expression, age, disability, protected veteran status or other characteristics protected by law.
DISCLAIMER: This role (job) description indicates in general terms, the type and level of work performed as well as the typical responsibilities of employees in this classification. The duties described are not to be interpreted as being all-inclusive to any specific employee. Management reserves the rights to add, modify, change or rescind the work assignments of different positions and to make reasonable accommodations so that qualified employees can perform the essential functions of the job. Nothing in this position description changes the at-will employment relationship existing between Preferred Mutual Insurance Company and its employees.
Compensation: Our target base compensation for this role is approximately $200,000 per year paid on a salaried basis. Any offer made to a candidate will be based on the candidate's experience and may be more or less than this target. This position is also eligible for our short-term incentive plan, eligible to defer earnings through our Non-Qualified Deferred Compensation Plan. This position is also eligible for all other benefits including the 401(k) and Pension Plan.

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