Clear Street · 6 days ago
Managing Director - Head of Sales Enablement
New York, NY
Full-time
Onsite
Senior Level, Lead/Staff
$200K/yr - $265K/yr
10+ years expClear Street is modernizing the brokerage ecosystem as a diversified financial services firm. They are seeking a Managing Director of Revenue Operations & Go-To-Market Strategy to lead and optimize the firm's end-to-end revenue engine, partnering closely with various teams to ensure predictable revenue growth and operational excellence.
Cloud InfrastructureFinancial ServicesFinTech
Responsibilities
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
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
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
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
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
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
Required
10–15+ years of progressive experience in revenue operations, go-to-market strategy, sales operations, or growth leadership roles
Demonstrated success leading revenue operations and pipeline strategy in high-growth environments, ideally within FinTech, Financial Services, or enterprise technology
Proven ownership of enterprise forecasting, pipeline governance, and GTM execution
Experience operating as a senior leader partnering directly with executive teams
Executive-level GTM and revenue operations leadership
Enterprise demand generation and pipeline strategy
Revenue forecasting, modeling, and analytics
Salesforce and modern RevOps technology ecosystems
Process design, automation, and systems integration
Cross-functional leadership and executive communication
Preferred
Strategic executive mindset with the ability to move seamlessly between vision and execution
Strong commercial intuition and understanding of institutional buyers and complex sales cycles
Highly analytical with the ability to translate data into decisive action
Comfortable leading in ambiguity and building scalable systems in growth-stage environments
Benefits
Company equity
401k matching
Gender neutral parental leave
Full medical, dental and vision insurance
Lunch stipends
Fully stocked kitchens
Happy hours
Company
Clear Street
Clear Street is a diversified financial services firm replacing the legacy infrastructure used across capital markets.
501-1000 employees
H1B Sponsorship
Clear Street has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (22)
2024 (13)
2023 (5)
2022 (16)
2021 (8)
2020 (5)
Funding
Current Stage
Late StageTotal Funding
$605MKey Investors
Prysm CapitalIMC Investments
2023-04-11Series B· $270M
2023-02-14Series Unknown
2022-05-24Series B· $165M
Leadership Team
Ed Tilly
Chief Executive Officer
Chris Pento
Co-Founder and Board Member
Recent News
2026-01-16
GlobeNewswire
2025-12-24
Company data provided by crunchbase