Senior Sales Executive

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.