Logo for Guidewire Software

Regional Sales Director

Role overview

Qualifications

  • 5+ years of experience in enterprise software sales primarily working with new logos (hunter)
  • Strong knowledge of the insurance industry and trends (PC experience preferred)
  • Excellent verbal and written communication skills, with strong ability to present and negotiate
  • Self-motivated and able to work independently with minimal supervision as part of a high performance team

Responsibilities

  • Proactively develop business, mostly with new customers but also with installed base accounts
  • Build and maintain strong relationships with key prospects and decision-makers
  • Lead post-sale client relationships to drive product expansion and upselling opportunities
  • Own the entire sales cycle—from initial outreach to closing deals—through face-to-face meetings, calls, and digital communication

Key facts

  • Remote from: United States
  • Full time
  • Senior (5-10 years)
  • Sales Operations Director
  • English

Hard skills

Other skills

  • Sales
  • Communication
  • Relationship Building
  • Negotiation
  • Analytical Skills
  • Self-Motivation
  • Teamwork

About the company

Guidewire Software logo

Guidewire Software

Computer Software / SaaS

Guidewire is the platform P&C insurers trust to engage, innovate, and grow efficiently. We combine digital, core, analytics, and machine learning 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 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. For more information, please visit http://www.guidewire.com/ and follow us on Twitter and LinkedIn.

Company details

Company typeLarge
IndustryComputer Software / SaaS
Company size1001 - 5000

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Job description

Summary

Ready for a new challenge? Join Guidewire as a Account Executive
Are you passionate about driving business growth and helping customers transform their operations with cutting-edge technology? We are looking for a results-driven, insurance industry savvy Account Executive to help us accelerate the fastest growing region within Guidewire, by proactively selling our assets into P&C insurance customers. Your role will be instrumental in achieving revenue, sales, and profit targets while building and maintaining strong relationships with both new and existing clients.
Our sales and marketing teams are essential to Guidewire’s success. As the insurance industry undergoes a technology-led transformation, our team members serve as trusted advisors, helping insurers navigate their digital evolution. The revenue generated by new sales ensures continued investment in our products and our expanding company, making our sales professionals critical ambassadors of the Guidewire brand.

Location & Travel
Approximately 30% travel for customer meetings. Guidewire promotes flexible working practices to support work-life balance.

Job Description

Key Responsibilities

  • Proactively develop business, mostly with new customers but also with installed base accounts.

  • Build and maintain strong relationships with key prospects and decision-makers.

  • Lead post-sale client relationships to drive product expansion and upselling opportunities.

  • Own the entire sales cycle—from initial outreach to closing deals—through face-to-face meetings, calls, and digital communication.

  • Conduct and participate in sales and technical presentations to clients.

  • Maintain expertise in Guidewire’s technology, product offerings, and consulting services.

  • Monitor competitor activities and provide market insights to inform sales strategies.

  • Develop compelling proposals and quotes that align with client needs while minimizing company risk.

  • Provide detailed reports to management on sales and marketing activities, pipeline status, and success rates.

  • Represent Guidewire at trade shows, conferences, and industry events to generate new sales opportunities.

  • Utilize company systems to accurately track contacts and prospects.

     

Required Skills & Experience

  • 5+ years of experience in enterprise software sales primarily working with new logos (hunter).

  • Strong knowledge of the insurance industry and trends (P&C experience preferred).

  • Challenger sales mindset

  • Deep understanding of the enterprise sales cycle with a proven track record of success.

  • Excellent verbal and written communication skills, with strong ability to present and negotiate.

  • Self-motivated and able to work independently with minimal supervision as part of a high performance team.

  • Analytical mindset with the ability to identify and act on new market opportunities.
     

If you're ready to take your sales career to the next level in a dynamic and growing industry, apply today and be part of Guidewire’s journey in shaping the future of insurance technology!


The US base salary range for this full-time position is $120,000 - . Your base pay will depend on your experience, skills, education, training, and location among other factors. All full-time positions or part-time roles working 30 hours or more a week at Guidewire are eligible for benefits that support their health and well-being including health, dental, and vision insurance, paid time off, and a company sponsored retirement plan. In addition, some roles may be eligible for the annual company bonus plan, commissions, and/or long term incentive awards which are contingent on a variety of factors including, but not limited to, company and employee performance.

Disability Accommodations and Guidewire’s Appeals Process. Guidewire provides accommodations to the hiring process to create a fair opportunity for candidates with disabilities to contend for open positions. Accommodation requests should be directed to Accommodations@guidewire.com. If things do not go as hoped, we invite you to use our appeals process. Guidewire promises to independently review any denied accommodation and any decision not to offer you the position. The appeals process is the same in either case. Within five business days of receiving a notice of denial of an accommodation, or receiving a notice of your non-selection for a vacancy, e-mail Accommodations@guidewire.com to make an appeal. Guidewire will assign a new decision-maker to review the request and/or hiring decision, who will then notify you in writing of a decision within 10 business days.

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.

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Marcus Rivera

Chief Revenue Officer

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