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VP/Vice President of Sales ( US Remote Option)

  • Department Go To Market
  • Location New York, NY
Ready for a new challenge? Join Guidewire as VP of Sales! Supported by a highly effective Sales Operations and Marketing team, this sales leadership role will focus upon understanding the strategic objectives of clients and building meaningful relationships with business leaders within the target market. 

Guidewire exists to deliver the industry platform that P&C insurers rely upon to adapt and succeed in a time of accelerating change—and to ensure that every customer succeeds in the journey. We provide the software, services, and partner ecosystem to enable our customers to run, differentiate, and grow their business.
Guidewire InsurancePlatform is the P&C industry platform that unifies software, services, and partner ecosystem to power our customers’ business. InsurancePlatform provides the standard upon which insurers can engage their customers, optimize their operations, drive smart decisions, and innovate quickly. We are privileged to serve more than 380 P&C insurers in 32 countries. We invest heavily in R&D to build a technology platform that combines three elements—core processing, data and analytics, and digital engagement—to improve insurers’ ability to engage and empower their customers and employees.

Our sales and marketing teams are critical to Guidewire's success. For one, the revenue from new sales ensures that we have the funding required to continuously invest in our products and in scaling our growing company. Secondly, our industry is undergoing a technology-led transformation: our sales and marketing teams have the experience and knowledge to partner with insurers to help them plan for success. Of course, our sales and marketing teams are our key ambassadors in the marketplace and play a key role in how the Guidewire brand is perceived.

Recently, you may have heard of the drive for corporate enterprises to deploy applications in the cloud. This trend will impact our customers and industry in the same way it is requiring other industries to evolve. We deliver SaaS solutions via Guidewire Cloud™, which enables insurers to focus on business agility while transferring related IT responsibilities to Guidewire. We’re responsible for implementation, ongoing management, and upgrades.

Key activities for this role include:

  • Proactive development of existing and new business customers in assigned territory.
  • Build and maintain relationships with key decision makers both technical and business focused within prospects and existing clients.
  • Develop territory planning, pipeline management, and account development.
  • Run post-sale client relationships to maximize product extension sales to existing customers
  • Lead and undertake Sales activities from initial contact until sale closure.
  • Arrange and lead technical and functional presentations to clients, in conjunction with product specialists and professional services.
  • Maintain a proven knowledge of the Company’s underlying technology, the range of existing products and consulting services.
  • Prepare detailed quotations and proposals that fully meet client expectations, as well as minimizing risk to the company. Follow Company procedures for quotation review.
  • Present regular detailed reports to Management regarding Sales and Marketing activities and success rates.
  • Represent the Company at trade shows, conferences, industry meetings and other avenues to initiate sales of the Company’s products
  • Analyze competitor activities and provide feedback into marketing strategies and product development.
  • Ability to hire and lead a Sales Team and empower them.

Required skills/experience include:

  • Consistent track record (12-15+ years) of selling complex core enterprise applications into an industry vertical (ideally General Insurance). Industry Verticals include Insurance, Banking, Telecom, Industrial, Pharmaceuticals, Retail, Finance/Accounting.
  • A high level of energy and dedication, proven ability to build and close opportunities within a defined territory.
  • Interest and desire to learn about new business areas – the business of general insurers, such that they can engage in cogent face to face discussions with business leaders.
  • Track record biased towards winning new name business, the role is 70% new business, 30% add-on sales
  • Comfortable with complex sales with multiple decision makers / influencers.
  • Validated ability to tie client business needs / plans to the solution proposed in a compelling manner.
  • Be able to demonstrate a proactive nature, somebody who makes things happen – reluctant to take no for an answer.
  • Somebody who thinks through the situation draws up a series of potential actions and then executes the best option.
  • Understands the impact, benefit, and cost structure to the customer of large core solution projects.
  • Understanding of enterprise technology and the key challenges facing CIOs / CTOs at client firms.
  • Be able to strike the right level of persistence at differing levels throughout a prospective client organization.
  • Fit in comfortably into a team environment, the multi-faceted nature of the opportunities requires strong collaboration.
  • Experience of working with strategic partners and system integrator
  • Experience in Sales Team management 


About Guidewire

Guidewire is the platform P&C insurers trust to engage, innovate, and grow efficiently.

Guidewire combines core, data, digital, analytics, and AI to deliver our platform as a cloud service. More than 400 insurers, including 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 1000+ successful projects, supported by the largest R&D team and partner ecosystem in the industry. Our Marketplace provides hundreds of add-ons that accelerate integration, localization, and innovation.

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.

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 (650) 356-4940 or 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, call (650) 356-4940 or e-mail 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.
Talent rewards

The perks. The rewards. The good stuff.

We’re proud to shout about our awesome benefits packages. Holistic wellness is a big deal for us. We offer everything you need to support your work and, most importantly, your work-life balance. We’re committed to helping you be the best version of yourself. Inside and outside of work.



Receive market-competitive pay and incentive programs—because you deserve it! To help future-proof your income, we offer generous support through retirement savings plans.



Keep your physical and emotional health in tip-top shape with health insurance for you and your family, an employee assistance program, annual wellness reimbursement, and access to wellness resources.



Work in an environment where you’ll have the freedom and trust to make an impact, with time for your life outside of work.



Relax and kick back through our generous paid time-off programs. Make a difference in your community with three volunteer days each year. Take your own personal day of rest with My Day. We also offer 16 weeks of paid leave for all new parents.



We encourage self-directed learning and holistic wellness, giving you every chance to become a better version of yourself, both professionally and personally. At Guidewire, lifelong learning is here for the taking.