SummaryRole Overview
We're looking for a Director of Competitive Intelligence to build and run a high-impact CI function that keeps our field sharp, our positioning credible, and our executives well-informed.
You will own Guidewire's competitive intelligence program end to end: from market monitoring and win/loss analysis to battlecards, executive briefings, and sales enablement. You'll manage a small team and work closely with the rest of Product Marketing, Sales, Product Management, Strategy, and GTM leadership to ensure competitive insight actually reaches the people who need it, in a form they can use.
On any given week, you might be:
Synthesizing a competitor's AI or cloud announcement into a clear POV for the field
Running a regional win/loss debrief and turning patterns into enablement content
Briefing the CRO and CPO on a landscape shift ahead of a strategic planning session
Helping a PMM sharpen positioning and objection-handling against a specific rival
Job DescriptionWhat You'll DoBuild 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 - $313,000. 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.
