Summary
Guidewire provides the industry-leading cloud platform for P&C insurers, trusted by 540+ insurers in 40 countries. We combine digital, core, analytics, and AI with an unmatched implementation track record and partner ecosystem.Guidewire’s Go-to-Market team helps P&C insurers modernize on our cloud platform by combining deep industry expertise with AI-powered, data-driven solutions that transform the insurance lifecycle.
We operate as one global, collaborative team focused on scaling innovation into new markets and product categories while ensuring every customer is successful and referenceable.
You’ll join a culture grounded in curiosity, inclusion, and continuous improvement, where growth is shared and shaped by the people you work with.
As a Senior Sales Executive for the Benelux region, you will own and grow a defined territory, driving a healthy mix of migration of existing business, expansion within current customers, and new logo acquisition. You’ll lead complex sales cycles with insurers, articulating the value of Guidewire’s cloud and AI capabilities, and aligning solutions to customer strategies. This is an opportunity to influence how the region’s insurers transform their businesses while contributing directly to Guidewire’s AI-powered growth and international expansion agenda.
Job Description
Own territory management across the Benelux region, proactively generating a high-quality sales pipeline and delivering balanced growth across migration of existing business, expansion within current accounts, and new logo wins.
Build and deepen trusted relationships with IT and business decision-makers at insurers, positioning Guidewire as a strategic partner for cloud, data, and AI-enabled transformation.
Lead the full enterprise sales cycle from first contact to close, including discovery, value-based positioning, solution shaping with product experts, business case development, commercial negotiation, and seamless handover to post-sales teams.
Coordinate with Sales Operations, Marketing, Product, and Professional Services to execute territory and account plans that support Guidewire’s GTM priorities in AI-powered innovation, new product categories (such as pricing and underwriting), and international expansion into key EMEA markets.
Maintain accurate pipeline, forecasting, and account data in company systems, using insights to inform decisions, improve sales performance, and stay aligned with structured, data-driven GTM execution.
Manage post-sale executive relationships in collaboration with Customer Account Management and Customer Success, helping ensure adoption, measurable value realization, and strong customer references.
Deliver compelling technical and functional presentations and product demonstrations with specialists and advisors, clearly conveying how Guidewire’s cloud and AI capabilities improve operational efficiency, underwriting quality, and customer experience for P&C insurers.
Prepare persuasive proposals and quotations that align with client expectations and Guidewire guidelines, while monitoring competitor activity and sharing market and competitive insights with Marketing and Product to strengthen our positioning.
Represent Guidewire at customer meetings, onsite workshops, and insurance industry events across Belgium and the Netherlands, traveling regularly as needed to build presence and accelerate regional growth.
At Guidewire, we foster a culture of curiosity, innovation, and responsible use of AI—empowering our teams to continuously leverage emerging technologies and data-driven insights to enhance productivity and outcomes.
What you’ll bringRequired
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.
Significant experience in complex B2B software or SaaS sales, ideally within insurance, financial services, or closely related enterprise technology markets.
Proven track record of meeting or exceeding sales targets in a territory or account management role, including both new logo acquisition and expansion within existing customers.
Experience selling to both IT and business stakeholders, with the ability to navigate multi-level, multi-stakeholder decision processes and build long-term, trust-based executive relationships.
Strong consultative and value-based selling skills, including discovery, qualification, solution mapping, business case creation, and negotiation for high-value, multi-year software or platform deals.
Excellent collaboration skills, with a history of working cross-functionally with Marketing, Product, Services, and Operations to execute go-to-market and account strategies.
Clear, inclusive communication skills in written and spoken form, with the ability to adapt messaging for executive, technical, and business audiences.
Proficiency in English; additional fluency in French and/or Dutch is highly beneficial for success in the Benelux region.
Preferred
Experience selling cloud-based platforms, data/analytics, or AI-enabled solutions into P&C insurers or the wider insurance ecosystem.
Familiarity with enterprise sales methodologies and long-cycle, multi-million-euro software or platform transactions.
Knowledge of the Benelux P&C insurance landscape, including regulatory, competitive, and market dynamics.
Bachelor’s degree in business, technology, or a related field, or equivalent practical experience.
We believe in clarity and setting you up for success. In your first six months, you will immerse yourself in Guidewire’s platform, GTM priorities, and Benelux territory, build relationships with key internal partners, and develop a focused territory plan that balances migration, expansion, and new logo growth.
You’ll qualify and advance strategic opportunities, refine value propositions around our cloud and AI capabilities, and help align internal teams around clear win strategies and measurable outcomes such as bookings, adoption milestones, and customer references.
As you grow in the role, your work will shape how insurers in Benelux modernize on Guidewire, influence our product and marketing direction through market feedback, and contribute directly to Guidewire’s mission to transform how the world’s P&C insurers do business.
What’s in it for youThe people we employ give their all, and in return, we offer flexibility wherever we can, such as:
Flexible work environment
Health and Wellness benefits
Paid time off programs including volunteer time off
Market-competitive pay and incentive programs
Continual development and internal career growth opportunities
About Guidewire
Guidewire is the platform P&C insurers trust to engage, innovate, and grow efficiently. We combine digital, core, analytics, and AI to deliver our 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 our customers, we continually evolve to enable their success. We are proud of our unparalleled implementation track record with 1600+ successful projects, supported by the largest R&D team and partner ecosystem in the industry. Our Marketplace provides hundreds of applications that accelerate integration, localization, and innovation.
For more information, please visit www.guidewire.com and follow us on Twitter: @Guidewire_PandC.
Guidewire Software, Inc. is proud to be an equal opportunity and affirmative action employer. We are committed to an inclusive workplace, and believe that a diversity of perspectives, abilities, and cultures is a key to our success. Qualified applicants will receive consideration without regard to race, color, ancestry, religion, sex, national origin, citizenship, marital status, age, sexual orientation, gender identity, gender expression, veteran status, or disability. All offers are contingent upon passing a criminal history and other background checks where it's applicable to the position.
Skills Required
- Deep knowledge of the Benelux insurance market and experience working with or at insurers.
- Native-level French and Dutch
- 10-15 years of enterprise software sales experience, ideally SaaS, selling complex core systems into insurance.
- Proven ability to create, advance, and close large strategic deals within long, multi-stakeholder sales cycles.
- Strong value-selling skills and ability to connect client business needs with Guidewire solutions.
- Highly proactive, persistent, and comfortable navigating barriers within large organizations.
- Strong business acumen and understanding of CIO/CTO challenges, enterprise tech, and core system transformation.
- Team-oriented approach with the ability to lead autonomously in the territory.
- Experience working with system integrators and strategic partners.
- Strong analytical skills for evaluating market trends and identifying new opportunities.
Guidewire Software Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Guidewire Software and has not been reviewed or approved by Guidewire Software.
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Flexible Benefits — Flexible work options and distinctive global mobility programs enable remote/hybrid arrangements and short-term or longer-term cross-border work opportunities. Feedback suggests these options are a meaningful differentiator for those valuing location flexibility.
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Leave & Time Off Breadth — Unlimited PTO in the U.S., dedicated volunteer time, and a personal 'My Day' accompany generous parental leave. These elements indicate a broad time-off offering that supports rest, community engagement, and family needs.
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Equity Value & Accessibility — Equity grants (RSUs) and an employee stock purchase plan are positioned as significant parts of total compensation. Stock-based components can enhance overall pay, with value influenced by market conditions.
Guidewire Software Insights
What We Do
Guidewire is the platform P&C insurers trust to engage, innovate, and grow efficiently. We combine digital, core, analytics, and AI to deliver our platform as a cloud service. More than 540 insurers, from new ventures to the largest and most complex in the world, run on Guidewire. As a partner to our customers, we continually evolve to enable their success. We are proud of our unparalleled implementation track record, with 1,000+ successful projects, supported by the largest R&D team and partner ecosystem in the industry. Our marketplace provides hundreds of applications that accelerate integration, localization, and innovation.
Why Work With Us
We're focused on each and every employees' personal and professional development, and offer internal career mobility programs and growth opportunities that make Guidewire unique. Other perks like generous PTO, flexible working, our Guidewire Gives Back charitabeland our "Work From Almost Anywhere" program support our employees' work-life balance
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