Guidewire Software · 9 hours ago
Engagement Director
United States
Full-time
Remote
Director/Executive
$155K/yr - $233K/yr
10+ years expGuidewire Software is a leading platform for P&C insurers, and they are seeking an Engagement Director for the AMER region. This role involves leading strategic delivery efforts across key customers, overseeing engagement managers, and ensuring successful program execution while building strong client relationships.
Enterprise SoftwareInsurTechSoftware
Responsibilities
Lead a portfolio of customer programs across the AMER region, establishing and leading governance frameworks for customer engagements
Provide oversight and coaching to senior engagement managers and delivery leads
Own the strategic delivery posture for Guidewire’s top-tier AMER clients
Drive consistency and excellence in delivery execution and customer experience
Serve as an executive point of contact for regional customers, building trusted partnerships
Align Guidewire’s delivery services to customers’ long-term business objectives
Support customer success through strategic account planning and governance leadership
Anticipate and manage complex customer challenges and escalations
Guide the successful delivery of large, complex programs—often spanning multiple workstreams or products
Proactively identify, assess, and mitigate risks at project and strategic levels
Lead or support governance forums (steering committees, executive reviews, QBRs)
Ensure projects stay on track with respect to scope, budget, timeline, and quality
Take full responsibility for the financial performance of customer engagements, including budgeting, forecasting, and profitability analysis
Drive accountability across all stakeholders and delivery contributors
Own regional engagement profitability, including forecasting, margin improvement, and budget adherence
Review and approve Statements of Work (SOWs), Change Orders, and project estimates
Collaborate with Sales on renewals and new opportunities; identify upsell potential during delivery
Ensure commercial terms are aligned with delivery expectations and customer success
Engages as client lead for strategic top tier clients at any given time, leading primarily Guidewire-owned projects, including strategic engagements and implementation programs
Monitor financial metrics and implement strategies to achieve or improve projected engagement profitability
Work closely with internal teams, such as Product Development, Professional Services, and Support, to ensure cohesive service delivery
Advocate for customer needs and contribute to continuous improvement initiatives
Facilitate strategic discussions to support business growth, value realization, and innovation opportunities
Collaborate with Sales and Business Development teams to drive Value Roadmap engagements during sales cycles and then translate those engagements into compelling services proposals
Reviews, approves, and in smaller engagements, will draft Work Orders (WOs) and Statements of Work (SOWs) within a certain threshold for self-managed projects in the portfolio
Proactively develops and communicates escalation mitigation plans when customers are off track with schedule, scope, and budget
Qualification
Required
Proven experience in program, portfolio, or professional services leading large-scale software or cloud implementation programs
Exceptional ability to communicate with and influence C-level executives
Strong capability to develop and execute long-term strategic plans that align with customer goals and drive mutual success
Deep understanding of business operations, financial management, and organizational dynamics. Skilled in identifying business development opportunities and driving growth initiatives
Demonstrated ability to lead cross-functional teams and foster a collaborative environment. Experience in mentoring and developing talent within the organization
Strong analytical abilities to assess complex situations and devise effective solutions. Proactive in identifying potential issues and implementing preventative measures
Strong sales acumen with an entrepreneurial mindset, capable of identifying and creating new sales opportunities through strategic thinking and proactive engagement
Understands the Guidewire catalog and capabilities at a high level and maintains certification
Understand Guidewire Cloud and maintain AWS certification
Understand Insurance Industry for the country/region in which they operate
Preferred
A minimum of 10 years leadership experience within Professional Services
Deep understanding of the Guidewire Cloud Platform (GWCP) and product suite
Knowledge of the North American insurance market, particularly P&C insurance
Experience operating in regulated industries such as insurance, banking, or healthcare
PgMP, SAFe SPC, or other advanced delivery certifications
AWS or cloud-related certifications
Experience leading multi-region or global delivery programs
Track record of building and scaling delivery teams in a matrixed environment
Success in managing executive escalations and complex stakeholder landscapes
Demonstrated impact on revenue growth or retention through delivery excellence
Ability to guide clients through complex change, modernization, or transformation journeys
Benefits
Health, dental, and vision insurance
Paid time off
Company sponsored retirement plan
Annual company bonus plan
Commissions
Long term incentive awards
Company
Guidewire Software
Guidewire Software provides core back-end systems software to the global property, casual and worker's compensation insurance industry.
1001-5000 employees
H1B Sponsorship
Guidewire Software has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (79)
2024 (80)
2023 (85)
2022 (117)
2021 (108)
2020 (148)
Funding
Current Stage
Public CompanyTotal Funding
$624.75M2024-10-15Post Ipo Debt· $600M
2012-01-25IPO
2008-03-28Series C· $0.75M
Leadership Team
Mike Rosenbaum
CEO
Shaji Sethu
Senior Vice President and General Manager APAC
Recent News
2025-12-09
Company data provided by crunchbase