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As the VP Customer Success , you will be the primary architect of the customer journey for a global portfolio of hundreds of enterprise accounts. You will lead a Customer Success organization focusing on both Commercial customers and Public Sector intelligence agencies to derive maximum value from Maritime AI platform.

You will sit at the intersection of commercial growth and operational excellence, managing a complex landscape of diverse business lines across the US, EU, UK, and International markets.

Core Responsibilities

1. Strategic Leadership & Portfolio Management

Segmented Strategy: Oversee a diverse portfolio of 300+ enterprise customers, developing bespoke success strategies for two distinct pillars:
Commercial: Energy majors, bunkering, commodity traders, and ship owners.
Government: Coast guards, Law Enforcement Agencies (LEA), Customs, and Intelligence organizations.
Revenue Accountability: Primary Drive Customer satisfaction, Gross Retention Rate (GRR) and Net Retention Rate (NRR). Identify and act upon expansion opportunities (upsell/cross-sell) in partnership with the Sales team.
Global Scale: Manage and scale localized teams across various time zones to provide seamless support for international markets.
2. Complex Implementations & Product Adoption

Operational Excellence: Oversee complex, large-scale implementations that involve integrating AI into existing customer workflows and technical ecosystems.
Value Realization: Define and track Success Outcomes for customers, ensuring that maritime intelligence translates into actionable insights for risk management, compliance, and national security.
Feedback Loop: Serve as the Voice of the Customer to the Product and Engineering teams, ensuring the roadmap reflects the evolving needs of both commercial and government sectors.
3. Executive Relationship Management

Trusted Advisor: Act as an executive sponsor for Tier 1 accounts, building relationships with C-suite executives in the private sector and high-ranking officials in the public sector.
Crisis Management: Navigate high-stakes maritime or geopolitical events where customers rely on Windward for real-time intelligence and support.

Were looking for an exceptional team player to join us as Senior Director of Business Development - leading Defense and HLS business and driving our global strategy, partnerships, and commercial growth in this domain.

Your Day to Day
Lead global BD strategy and commercial expansion across defense markets
Initiate, manage, and close complex deals with MOD/DoD, integrators, and defense primes
Build and manage a strong pipeline across multiple regions
Develop and execute go-to-market strategies, pricing models, and commercial proposals
Establish and manage international distributors, agents, and strategic partners
Collaborate with R&D and product teams to define value propositions and strategic positioning
Represent the company in demos, tenders, conferences, and classified opportunities
Support management decision-making processes and influence them to allow the company strong commercial traction

We are hiring a VP Revenue Operations to join our senior leadership team.
This is a foundational, high-impact executive role and a unique opportunity to build our Revenue Operations function from the ground up. Reporting directly to the CRO, the VP Revenue Operations will serve as a trusted strategic and operational right hand, owning the revenue operating system across Sales, Partnerships, Customer Success, and Support.
This role is designed for a senior RevOps leader who has already built and scaled revenue engines in high-growth SaaS environments, and who combines executive-level thinking with hands-on execution, data fluency, and systems leadership.
What Youll Do:
Build and lead our Revenue Operations function end-to-end, from first principles.
Design and scale the GTM operating model across Sales, Partnerships, Customer Success, and Support.
Own revenue planning, capacity modeling, forecasting, and pipeline inspection in close partnership with Finance.
Establish a clear operating rhythm, including weekly revenue reviews, early risk flagging, and executive-level visibility.
Create a single source of truth for revenue metrics, KPIs, and performance insights.
Own and optimize the revenue tech stack, with strong hands-on leadership over Salesforce, automation, and data integrity.
Drive alignment across Marketing, Sales, Customer Success, and Support, across both PLG and SLG motions.
Build and lead a high-performing RevOps team aligned with our growth stage.