Director, Revenue Operations

Summary

Join Headspace as the Director, Revenue Operations and lead the re-architecture of our go-to-market (GTM) systems and processes. Manage a team of Sales, Customer Success, and Marketing Operations specialists. You will be a critical driver of operational scale, responsible for evolving our tech stack, optimizing GTM processes, and aligning cross-functional teams to deliver growth. Shape the future of our revenue operations capabilities, create multiplier effects across the organization, and develop a high-performing team. This is a high-impact leadership role ideal for someone who thrives in fast-paced environments and has a passion for building revenue systems that enable scale and agility.

Requirements

• 8+ years of experience in a Revenue Operations leadership role within a high-growth B2B organization
• 4+ years people management experience
• Deep understanding of B2B revenue models and the operational needs of Sales, Marketing, and Customer Success teams
• Demonstrated ownership of GTM systems architecture with hands-on expertise in Salesforce and HubSpot
• Proven track record in leading complex system implementations and large-scale process improvement initiatives
• Demonstrated ability to create and implement programs that anticipate and adapt to multiple future scenarios
• Track record of developing talent and building high-performing teams
• Experience leading strategic conversations and driving consensus across senior stakeholders
• Ability to translate industry trends into actionable strategies with company-wide impact
• Excellent communication, leadership, and cross-functional collaboration skills
• Strong problem-solving capabilities and an analytical mindset

Responsibilities

• Own the strategy, implementation, and ongoing optimization of our GTM tech stack (Salesforce, HubSpot, Salesloft, Highspot) in line with evolving business needs
• Evaluate current tools and processes; identify opportunities for automation, integration, and scale
• Recommend and implement new technologies to streamline workflows and improve data flow across systems
• Design and refine scalable, end-to-end processes across the full revenue funnel—from lead generation to renewal and expansion, in-line with emerging market trends
• Re-architect critical processes such as quote-to-cash to meet the needs of a maturing and evolving business
• Oversee data governance, CRM hygiene, and reporting integrity across all GTM systems
• Lead the development of dashboards, KPIs, and reporting frameworks to support real-time performance tracking and forecasting
• Set a vision for the RevOps team and act as the operational bridge between Sales, Marketing, Customer Success, and Finance; driving operational excellence across cross-functional teams
• Enable shared definitions, seamless handoffs, and clear service level agreements (SLAs)
• Drive adoption of new tools and processes through training, enablement, and effective change management
• Design and implement scalable programs, processes, and policies that improve productivity across the entire GTM organization, not just within individual teams
• Establish frameworks that allow other leaders to make better decisions faster, creating multiplicative impact beyond your direct team
• Interpret functional objectives to develop and implement a comprehensive talent strategy for the Revenue Operations department
• Foster a growth culture by establishing regular review processes for developmental plans and progress
• Empower your team to innovate and drive results through their own leadership approaches while providing consistent guidance and support

Preferred Qualifications

• Demonstrated success in experimenting and driving value using AI tools
• Background in healthcare revenue operations
• Salesforce Administrator certification or equivalent hands-on technical proficiency

Benefits

• Comprehensive healthcare coverage
• Monthly wellness stipend
• Retirement savings match
• Lifetime Headspace membership
• Generous parental leave
• Paid performance incentives are also included for those in eligible roles