An Executive Recruiter leads confidential, high-impact searches for senior leaders who will help Guidewire transform how property and casualty insurers do business. This role shapes executive hiring strategy, advises senior stakeholders, and builds trusted relationships with exceptional passive talent across technology and SaaS markets. The work strengthens leadership capability, supports Guidewire’s growth, and contributes to a consistent, high-quality candidate experience.
Responsibilities
Lead end-to-end executive searches for VP, Director, Head of Engineering, Product, Sales, and other senior leadership roles, translating business priorities into clear search strategies and measurable outcomes
Partner with executives, hiring managers, Human Resources Business Partners, and business leaders to define leadership requirements, assess organizational needs, and align hiring decisions with Guidewire’s growth plans
Build talent maps, competitor intelligence, and sustained pipelines across SaaS, cloud, cybersecurity, artificial intelligence, machine learning, and technology-product organizations
Identify and engage passive candidates through executive search partners, professional networks, referrals, LinkedIn Recruiter, and industry relationships while maintaining discretion and confidentiality
Assess leadership capability, strategic thinking, team-building, product-led growth experience, SaaS understanding, and alignment with Guidewire’s collaborative and purpose-driven culture
Manage complex interview processes, influence selection decisions, and coordinate compensation benchmarking, equity or long-term incentive considerations, and offer negotiations with the appropriate teams
Deliver a personalized, high-touch executive candidate experience and provide leaders with market insights on talent availability, competitor movement, diversity, compensation, and hiring trends
Track and communicate executive hiring metrics, including time to fill, pipeline conversion, offer acceptance, source effectiveness, and hiring outcomes, using data to improve recruitment strategy and execution
Foster a culture of curiosity, innovation, and responsible use of AI, empowering teams to continuously leverage emerging technologies and data-driven insights to enhance productivity and outcomes
Requirements
Significant experience leading executive search and senior leadership hiring in a technology, SaaS, cloud, cybersecurity, or comparable product-company environment
Minimum 15 years of experience in Recruitment
Minimum 10 years of experience in Executive Hiring
Demonstrated ability to engage passive candidates and build trusted relationships with senior leaders and executive-level talent
Strong stakeholder-management and advisory skills, with the judgment and confidence to influence hiring decisions at senior levels
Millions of jobs, with real people getting hired every day
Skilled leadership assessment capabilities, including evaluation of strategic thinking, organizational leadership, team development, business impact, and cultural contribution
Experience partnering on executive compensation benchmarking and negotiating complex offers involving incentives, equity, or long-term rewards
Excellent communication, organization, discretion, and prioritization skills, with the ability to manage multiple confidential searches and deliver timely outcomes
Demonstrated ability to embrace AI and apply it to your current role as well as data-driven insights to drive innovation, productivity, and continuous improvement
Nice to have:
Degree preferred or equivalent professional experience
Experience recruiting leaders for global organizations or across multiple international markets
Familiarity with property and casualty insurance, InsurTech, cloud platforms, artificial intelligence, machine learning, cybersecurity, or enterprise software
Experience using applicant tracking systems, talent-intelligence tools, executive-search analytics, and structured assessment approaches
Experience advancing inclusive leadership hiring through broad sourcing strategies and consistent, job-related evaluation practices
Benefits
Flexible work environment
Health and Wellness benefits
Paid time off programs including volunteer time off
Market-competitive incentive programs
Continual development and internal career growth opportunities
Important Details
Impact: In your first six months, you will establish trusted partnerships with senior stakeholders, understand Guidewire’s leadership priorities, create targeted talent maps for critical functions, and build or strengthen executive pipelines across priority technology markets. You will introduce clear search strategies, provide actionable market intelligence, improve pipeline and source reporting, and help deliver an efficient, confidential candidate experience. Your work will support scalable growth, stronger leadership capability, and the continued evolution of Guidewire as a cloud and AI platform committed to customer success.
About the Company
Guidewire is the platform P&C insurers trust to engage, innovate, and grow efficiently. It combines digital, core, analytics, and AI to deliver its platform as a cloud service. More than 540 insurers in 40 countries, from new ventures to the largest and most complex in the world, run on Guidewire. As a partner to its customers, Guidewire continually evolves to enable their success. It has an unparalleled implementation track record with 1600 successful projects, supported by the largest R&D team and partner ecosystem in the industry. Its Marketplace provides hundreds of applications that accelerate integration, localization, and innovation.
