Director of Competitive Intelligence

ProNavigator

ProNavigator

Administration

San Mateo, CA, USA

USD 178k-268k / year

Posted on May 15, 2026

Job Description

What You’ll Do

Build and lead the competitive intelligence program

  • Design and execute a company-wide CI program, establishing core processes for competitor monitoring, trend tracking, and insight surfacing using dynamic, AI-augmented CI tools.

  • Create field-ready enablement content (battlecards, playbooks, value narratives) tailored by persona/segment, and partner with Sales Enablement to embed this content into training and coaching to help the field win competitive deals faster.

  • Lead the structured win/loss program to capture deal data, analyze winning/losing patterns, and translate those findings into concrete, actionable insights and visible performance dashboards for GTM and Product leadership.

  • Partner with Product/Strategy to inform the roadmap, anticipate market shifts (AI, cloud, etc.), provide clear POVs on competitor strategies/capabilities, and contribute to executive and board-level strategic narratives.

  • Coach and prioritize work for a small CI/PMM team, acting as a player-coach on critical deals and evangelizing ethical, high-quality CI best practices across the company.

What We’re Looking For

  • 10+ years of B2B software experience in competitive intelligence (CI), product marketing (PMM), strategy, or related fields.

  • Proven ability to build and scale CI programs, creating field-ready enablement content like battlecards and objection handlers.

  • Ability to work at multiple altitudes, synthesizing macro market trends for board-level narratives while also conducting deep competitor analysis on specific deals.

  • Strong executive communication skills for briefing C-level leaders and defending a clear point of view under pressure.

  • Preferred experience in complex enterprise software markets, with an understanding of multi-stakeholder buying cycles.

  • Familiarity with modern CI tools and workflows (e.g., Crayon, Klue) and AI-assisted signal collection.

  • Strong analytical skills, comfortable with both qualitative (interviews) and quantitative data (win/loss stats, pipeline metrics).

What Makes This Role Interesting

  • Market inflection point: AI, cloud, and core modernization are fundamentally changing how P&C insurers run their business and choose technology partners — your work directly shapes how Guidewire competes in this new reality.

  • High visibility and impact: You’ll be a key partner to senior GTM and Product leaders, with a direct line of sight from your insights to roadmap decisions, win rates, and strategic narrative.

  • True cross-functional seat: You’ll collaborate with Product Marketing, Sales, Product, Strategy and more - connecting dots that few others can see.

  • Opportunity to modernize CI with AI: You’ll have the mandate to evolve Guidewire’s CI practice from static documents to a modern, AI-augmented system of real-time competitive signals, battlecards, and win/loss insight that our field actually lives in every day.

If you’re excited by the idea of shaping how a market-leading platform competes in an AI-first era, and you love turning messy external signals into crisp, actionable guidance, we’d love to talk.


The US base salary range for this full-time position is $178,000 - $268,000 . 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.