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
Key Responsibilities
Own territory management and proactively generate new business across the Benelux region (≈ ⅓ migration of existing business, ⅓ expansion, ⅓ new business).
Build strong relationships with IT and business decision-makers at insurers.
Lead the full sales cycle from first contact to deal closure, including value-based positioning and business case support.
Coordinate with Sales Ops, Marketing, Product, and Professional Services to execute account strategies.
Maintain accurate pipeline and account data in company systems.
Manage post-sale relationships with support from Customer Account and Success teams.
Deliver technical/functional presentations with product experts and advisors.
Prepare proposals and quotations aligned with client expectations and company guidelines.
Monitor competitor activity and provide insight to marketing and product teams.
Represent Guidewire at industry events; travel required to both Belgium and Netherlands.
Required Skills & Experience
Native-level French and Dutch is a big plus and deep knowledge of the Benelux insurance market; experience working with or at insurers.
10–15 years of enterprise software sales, 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.
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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