Jobs at Windward

Build and lead Windward's inaugural US R&D: migrate the Maritime AI platform to a GovCloud environment, implement FedRAMP/NIST/CMMC-compliant cloud infrastructure and DevOps pipelines, run US production, hire and manage cleared engineers, and serve as the primary technical liaison to US federal customers translating mission needs into engineering delivery.

Lead Windward's company-wide AI transformation across adoption, infrastructure, and builds. Build and run the program end-to-end, manage and grow teams, drive change with VPs, prioritize initiatives, create and sometimes implement agents and workflows, and measure/report impact (hours saved, adoption, platform leverage).

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.

Lead full sales cycle to government, defense, law enforcement and intelligence customers across APAC. Meet sales targets, build relationships with budget holders and partners, deliver product demonstrations, develop annual sales plans, analyse markets, grow accounts, and collaborate with internal solutions teams. Travel across the region as required.

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.

Design and run a global, AI-forward sales enablement function: onboarding, certification, coaching, content, tools, and KPI tracking. Partner with Sales, Product, Marketing, RevOps, and Customer Success to train sellers on product value, demos, discovery, and competitive positioning. Embed AI into workflows, run continuous learning and launch programs, and treat enablement as a revenue-focused product.

Build and run an AI-forward sales enablement function: design onboarding, certification, coaching, and enablement content; embed AI tools; partner cross-functionally; run continuous learning and KPI tracking to improve seller productivity and revenue outcomes.

Drive early-stage pipeline for U.S. public sector by sourcing and qualifying opportunities, conducting outbound prospecting (email/phone/LinkedIn), running discovery calls, explaining Windward's solutions, handling objections, qualifying leads, using AI tools and maintaining CRM data before handing off to Sales Director.

Lead global Revenue Operations to build GTM operating cadence, optimize revenue tech stack, improve pipeline quality and forecast accuracy, enable sales through onboarding and continuous enablement, and drive MEDDPICC discipline and cross-functional alignment to scale enterprise sales motion.

Lead product development for cargo and container risk capabilities in a maritime intelligence platform. Drive customer discovery with federal and commercial users, translate workflows into requirements, collaborate with engineering and GTM teams, and prioritize features to maximize customer and business impact.

Lead execution of B2B demand generation and ABM programs to scale enterprise and government pipeline. Own HubSpot automation, multi-channel campaigns, landing page creation and CRO, paid media on LinkedIn and Google, and AI-powered personalization. Track pipeline metrics, iterate campaigns, and partner with sales to drive conversions across long sales cycles.

Manage strategic U.S. federal and government accounts as primary customer contact. Drive adoption, monitor health metrics, lead trainings, surface product feedback, support renewals and upsell, and align success strategies with federal acquisition and compliance requirements.

Perform end-to-end data research and analysis to improve maritime core-data algorithms. Extract and analyze GEOINT, SIGINT, and ADINT fused with maritime signals using Python and databases. Leverage generative AI/LLM tools, maintain data quality, visualize and document findings, and collaborate with cross-functional teams to drive product and engineering decisions.

Lead and scale global B2B growth marketing to drive pipeline, conversion, and revenue. Own inbound/outbound demand programs, marketing operations, automation, analytics, attribution, AI-enabled marketing, website growth (SEO/CRO), and build a data-driven growth team while partnering with Sales, RevOps, Product Marketing, and executive leadership.