Managing Director - Head of Sales Enablement

About Clear Street: 

Clear Street is modernizing the brokerage ecosystem. Founded in 2018, Clear Street is a diversified financial services firm replacing the legacy infrastructure used across capital markets.

We started from scratch by building a completely cloud-native clearing and custody system designed for today’s complex, global market. Clear Street’s proprietary prime brokerage platform adds significant efficiency to the market, while focusing on minimizing risk, redundancy, and cost for clients. Our goal is to create a single source-of-truth platform for every asset class, in every country, and in any currency.

By combining highly-skilled product and engineering talent with seasoned finance professionals, we’re building the essentials to compete in today’s fast-paced markets.

 

The Role

We are seeking a Managing Director of Revenue Operations & Go-To-Market Strategy to lead and optimize the firm’s end-to-end revenue engine. This executive role is responsible for defining and scaling the GTM operating model, owning revenue operations, pipeline governance, and sales-driven demand generation across the organization.

The Managing Director will partner closely with Sales, Marketing, Finance, Product, and Executive Leadership to ensure predictable revenue growth, data-driven decision-making, and operational excellence. This role carries enterprise-level accountability for pipeline performance, forecasting accuracy, and the systems and processes that enable efficient revenue execution.

Key Responsibilities

Executive GTM & Revenue Strategy

• Define and own the firm’s global go-to-market operating model, aligning sales execution, demand generation, and revenue operations with strategic growth objectives
• Serve as a senior advisor to executive leadership on pipeline health, revenue performance, and growth opportunities
• Translate corporate strategy into scalable GTM processes that drive predictable, repeatable revenue growth
• Present revenue insights, forecasts, and strategic recommendations to senior leadership and executive stakeholders
  
  

Institutional Demand Generation & Pipeline Ownership

• Oversee sales-driven demand generation strategy, including outbound prospecting, account-based targeting, and pipeline acceleration initiatives
• Establish and govern account prioritization frameworks, lead scoring models, and qualification standards
  
  
• Ensure seamless handoff of qualified opportunities across GTM teams to maximize conversion and velocity
• Partner with sales leadership to refine messaging, targeting, and engagement strategies for institutional and enterprise buyers
  
  

Revenue Operations & Process Leadership

• Architect and continuously optimize scalable workflows for lead management, pipeline progression, forecasting, and quota attainment
• Own the design and governance of revenue processes to improve efficiency, visibility, and execution quality
• Lead automation and systems integration initiatives across the GTM ecosystem to eliminate friction and improve scalability
• Establish best practices for pipeline inspection, deal hygiene, and revenue governance
  
  

Revenue Analytics, Forecasting & Performance Management

• Own enterprise revenue forecasting and pipeline modeling end to end
• Define and track key performance indicators including pipeline velocity, conversion rates, forecast accuracy, and revenue attainment
• Deliver actionable insights through executive dashboards and reporting frameworks
• Ensure data integrity, accuracy, and consistency across all revenue and CRM systems
  
  

Revenue Technology & CRM Ownership

• Provide executive ownership of Salesforce and the broader revenue technology stack, including tools such as Clari, Groove, LeanData, ZoomInfo, and future platforms
• Evaluate, select, and implement technologies that materially improve GTM efficiency, insight, and scalability
• Ensure seamless data flow, automation, and system adoption across sales, marketing, and finance functions
  
  

Cross-Functional Leadership & Enterprise Alignment

• Act as a connective leader across Sales, Marketing, Finance, Product, and Operations
• Partner with Finance on revenue planning, forecasting, and long-range growth modeling
• Support executive decision-making with data-driven analysis and scenario planning
• Drive organizational alignment around revenue priorities, execution standards, and accountability
  
  

Qualification