Sales Development Representative (SDR)

Responsibilities

The Sales Development Representative will drive early-stage pipeline generation by researching target accounts and conducting outbound prospecting. They are responsible for initiating conversations with senior decision-makers to qualify opportunities and effectively communicate the value of maritime risk analytics.

Requirements

Candidates must have prior experience as an SDR in B2B SaaS and possess native-level English communication skills. A strong understanding of sales motions and the ability to use AI tools for research and outreach are essential for success in this role.

Skills

• Sales Development
• B2B SaaS
• Pipeline Generation
• Prospecting
• Lead Qualification
• Value Articulation
• Discovery
• CRM Management
• Communication
• Objection Handling
• AI Tools
• Maritime Risk Analytics
• Account Research
• Strategic Outreach

About this role

About the role
Windward.ai is a global leader in maritime risk analytics, helping organizations make smarter, faster decisions by turning complex maritime data into clear, actionable insights. Our predictive insights support large, globally distributed teams in managing risk, protecting margins, and maintaining operational control across complex maritime supply chains and trade networks.
We are looking for a Sales Development Representative (SDR) to drive early-stage pipeline generation across commercial organizations worldwide. This role sits at the front of the revenue engine and is critical to building a qualified pipeline through strong discovery, precise value articulation, and confident live conversations with senior decision-makers.
This is an opportunity for an entrepreneurial, growth-minded professional who is excited by AI, technology, and solving complex business challenges in a global environment.
What you’ll do
Source and qualify opportunities across commercial maritime organizations.
Research target accounts, business units, and key stakeholders to drive relevant, account-aware outreach.
Conduct outbound prospecting via email, phone, and LinkedIn.
Initiate and manage first conversations with prospects, focusing on pain discovery and qualification, primarily through calls.
Clearly communicate Windward’s value in the context of operations, risk exposure, and decision complexity.
Confidently handle objections and guide conversations toward next steps.
Qualify opportunities before handing off to the sales team.
Use AI tools to prepare call talking points, research target accounts, and continuously improve performance.
Maintain accurate CRM data and provide clear visibility into pipeline activity.
What we’re looking for
Experience as an SDR in B2B SaaS contributing to pipeline generation.
Native-level English with strong written and verbal communication skills.
Additional languages are a plus.
Confidence speaking with senior stakeholders across different cultures and regions.
Experience working with commercial organizations in maritime, energy, trade, insurance, legal, or financial services is a major plus.
Curiosity about risk, compliance, and operational decision-making in complex organizations.
Comfort using AI to improve research, personalization, and outbound effectiveness.
What success looks like
High-quality meetings that convert into real pipeline.
Strong call performance and effective objection handling with relevant decision-makers.
Clear understanding of buyers, buying committees, and sales motions.
Strong alignment and trust with the sales team.
Consistently meet or exceed defined KPIs, including meetings booked, pipeline generated, and conversion rates.