Jobs at Windward

Manage global enterprise customer relationships across onboarding, adoption, retention, renewals, and growth. Serve as a maritime subject matter expert, deliver training and webinars, lead renewal negotiations, identify upsell opportunities, communicate customer feedback internally, and collaborate with Support, Sales, Product, and R&D teams. The role requires maritime or trading and shipping experience, SaaS expertise, commercial acumen, and approximately 30% global travel.

Manage strategic enterprise customer relationships across onboarding, adoption, retention, renewals, and growth. Serve as a maritime subject matter expert, lead training and webinars, negotiate renewals, identify upsell opportunities, communicate customer feedback internally, and collaborate with Support, Sales, Product, and R&D. The role requires approximately 30% global travel and engagement with stakeholders from end users to C-level executives.

Manage governmental and enterprise customer relationships across the GCC, driving platform adoption, onboarding, training, satisfaction, renewals, and growth. Serve as the primary customer contact, identify risks, coordinate service quality, provide product feedback, and support upselling and cross-selling. The role requires strong communication, technical, presentation, organizational, and relationship-management skills, along with 30–40% regional travel.

Lead the greenfield build and ongoing operation of Windward’s AWS GovCloud federal infrastructure. Own FedRAMP authorization, CMMC assessment, compliance audits, workload migration, Terraform-based infrastructure, EKS, CI/CD, monitoring, logging, incident response, disaster recovery, and audit readiness. Partner with assessors and government contractors, establish operational practices, and hire and lead the federal infrastructure team.

Own the core Windward application and its modular composition layer for analyst and government-operator workflows. Define reusable data and UX primitives, lead a dedicated engineering team without direct management, participate in architecture decisions, and present product work to executives, sales, marketing, customers, and governments. The role requires simplifying complex technical domains, building agentic capabilities, prioritizing outcomes, and delivering high-quality investigation and mission-planning experiences.

Build and ship internal AI agents, applications, intelligent workflows, and shared AI infrastructure. Own solutions end to end, from problem definition and architecture through implementation, evaluation, logging, deployment, and production support. Integrate AI with company data, APIs, and internal systems; prototype emerging technologies; collaborate directly with internal users; and develop evaluations and guardrails for reliable non-deterministic systems.

Own named Intelligence Community accounts end-to-end: map accounts, discover mission needs, validate technically, architect procurement paths, close executive-level deals, build teaming networks, maintain MEDDPICC-qualified forecasts, and feed customer requirements into product roadmap to expand multi-directorate adoption.

Lead and scale the US Federal Sales Engineering team, act as senior technical pre-sales leader for DoD/IC/federal law enforcement pursuits, design tailored solutions, run demos/PoCs/value workshops, oversee demo readiness and RFP responses, and collaborate cross-functionally to inform product and customer strategy.

Lead technical pre-sales for government and defense clients: design solution architectures, build demonstrations and PoVs, run discovery sessions, drive RFP/RFI responses, advise on MDA/API integrations and hybrid SaaS deployments, and relay customer requirements to Product and R&D teams.

Provide end-to-end technical support for B2B and B2G customers, troubleshoot product, API, and data issues, manage tickets and SLAs, collaborate with Product/R&D, and support onboarding and training to resolve complex technical and compliance-related problems.

Serve as the on‑site U.S. finance lead: manage month/quarter close, financial reporting, controls, U.S. payroll and benefits, sales tax compliance, and partner with global finance while advising senior business leaders.