Head of Deal Desk at Similarweb

New York, New York, United States

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Not SpecifiedCompensation

Senior (5 to 8 years), Expert & Leadership (9+ years)Experience Level

Full TimeJob Type

UnknownVisa

Technology, SaaSIndustries

Requirements

5+ years of Deal Desk experience, including 2+ years in a senior or managerial role
Advanced understanding of SaaS commercial structures, revenue recognition, and non-standard commercial terms
Demonstrated experience drafting or customizing commercial language and advising on complex deals
Experience leading global or distributed teams with a strong track record of coaching, development, and cross-functional influence
Proven success in process design, optimization, documentation, and governance across GTM organizations
Hands-on experience with CPQ, CLM, or Q2C systems—and ideally has supported or led a major CPQ transformation
Bonus: experience in global B2B SaaS, RevOps/Sales Ops/Finance/Legal Ops, or multi-year systems transformation programs
Authorized to work for any employer in the U.S

Responsibilities

Lead day-to-day Deal Desk operations, overseeing global support for quotes, deal structures, service orders, amendments, and non-standard terms
Serve as a senior escalation point and trusted advisor on complex commercial structures, ensuring accuracy, consistency, and compliance with revenue recognition and internal controls
Define, improve, and enforce end-to-end GTM processes, deal policies, signature protocols, and documentation standards
Own Deal Desk documentation, playbooks, and internal knowledge bases, while identifying operational gaps and driving scalable, global solutions
Lead major Q2C initiatives—including serving as business owner for the company’s 2026 CPQ evaluation, vendor selection, design, and implementation
Partner with RevOps, Legal, Finance, and IS teams to align systems and processes across the revenue lifecycle
Manage, mentor, and develop a high-performing global Deal Desk team, setting expectations, coaching performance, and ensuring operational excellence

Skills

Deal Desk Operations

Quote-to-Cash

CPQ

Revenue Operations

GTM Processes

Commercial Agreements

Revenue Recognition

Compliance

Sales Operations

AI Efficiencies

Process Improvement

Team Leadership

Documentation Standards

Playbooks

Escalation Management

Similarweb

Digital data analytics platform for businesses

About Similarweb

Similarweb offers a digital data platform that provides insights into online activity for various stakeholders, including customers, partners, and competitors. The platform collects and analyzes data to help businesses understand their market position and make informed decisions. Users can access detailed analytics that reveal trends and performance metrics, allowing them to strategize effectively. Unlike many competitors, Similarweb focuses on delivering a comprehensive view of digital interactions, which helps clients identify opportunities for growth and profitability. The goal of Similarweb is to empower businesses with accurate digital data to enhance their competitive advantage.

New York City, New YorkHeadquarters

2007Year Founded

$229.3MTotal Funding

IPOCompany Stage

Data & Analytics, Enterprise SoftwareIndustries

1,001-5,000Employees

Benefits

Flexible Work Hours

Professional Development Budget

Risks

Emergence of decentralized platforms like Bluesky may impact demand for centralized analytics.

Rapid growth of AI-driven platforms may shift focus from traditional web analytics.

Secondary offering of shares at a lower price could affect investor confidence.

Differentiation

Similarweb offers a comprehensive view of digital activity across multiple stakeholders.

The platform provides actionable insights for businesses to gain a competitive edge.

Similarweb is trusted by high-profile clients and listed on the NYSE as SMWB.

Upsides

Increased demand for digital market intelligence tools due to rapid platform growth.

Recognition as Alternative Data Provider of the Year highlights industry leadership.

Strategic collaboration with You.com expands reach in AI-powered productivity solutions.

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