Director of RevOps

Cartwheel·October 6, 2026·

🌍 Remote · United States - RemoteFull-timeSales

💰 $185,000 – $215,000/yr

ReactGoSQLSalesforce

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At a glance

Who can apply

United States

Work arrangement

Remote · United States - Remote

Employment type

Full-time

Seniority

Director

Experience

7+ years (as stated by the employer)

Salary

$185,000 – $215,000/yr · published by the employer

• ✓ Open to early-career candidates

Checked against the employer's source on October 19, 2026. Details come from the employer's posting; confirm them on the application page.

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Job Description

ABOUT CARTWHEEL

Cartwheel is an early-stage company building a new kind of mental health program for kids that puts schools at the center. We see our role as supporting school staff who see kids every single day. Instead of going around them, we collaborate with them. This means:

• Earlier intervention
• Higher student and family engagement in care
• Better coordination among the trusted adults in a student’s life

Kids shouldn't just aspire to get out of bed and drag themselves to class. They should be able to experience joy. They deserve to envision and build a life they’re excited to live. If you join Cartwheel, you’ll help make this vision a reality for millions of students across the country.

THE ROLE

WHAT YOU'LL DO

Systems Architecture & Tech Stack

• Own Salesforce as Cartwheel's CRM of record — make architecture decisions, enforce data standards, and drive adoption across Sales, Marketing, and Customer Success
• Evaluate, implement, and manage the add-on tooling ecosystem (including HubSpot, Churn Zero, StarBridge, Agile, and others), ensuring each tool is optimized and high-ROI
• Manage internal team and external contractor to implement integrations, automations, rules, and reporting as needed

GTM Operations & Enablement

• Design and maintain scalable processes across the full revenue lifecycle — pipeline management, forecasting, deal desk, contract operations, and renewal tracking
• Partner with Sales, Marketing, and Customer Success leadership to improve productivity, reduce friction, and surface the data they need to make decisions
• Support commissions tracking, territory and quota management, and pricing operations

Data & Reporting

• Build toward a single source of truth for GTM data — eliminating fragmentation across systems and enabling reliable attribution and forecasting
• Partner with Data team to ensure consistent data pipelines are in place between GTM tooling and company-wide data warehouse infrastructure
• Build and maintain dashboards and KPI review cadence that give revenue leadership real-time visibility into pipeline health, conversion, retention, and performance against plan
• Support Revenue leadership in understanding highest efficiency channels and activities to continue to drive CAC and LTV

Team Leadership

• Manage and develop Revenue Operations team members
• Set clear priorities and build team capacity
• Create a culture of high standards, continuous improvement, and service mindset towards our GTM teammates
• Build relationships and trust with Revenue Leadership and GTM team members

WHO YOU ARE

Required

• Proven experience supporting a high-functioning enterprise sales organization
• 7+ years of experience in Revenue Operations or Sales Operations, with at least 2 years in a people management role
• Deep Salesforce expertise — you've owned architecture decisions, not just configured fields; Salesforce Admin certification strongly preferred
• Demonstrated ability to evaluate and rationalize a GTM tech stack, with experience managing tools like Outreach, HubSpot, or similar
• Strong analytical and data skills, with experience connecting CRM data to BI tools (Looker, Tableau, or equivalent)
• Experience designing and maintaining GTM processes end-to-end: pipeline management, forecasting, deal desk, and renewals
• Track record of building and enabling high-performing GTM teams through process clarity, tooling, and documentation
• Strong cross-functional communicator who can partner with Sales, Customer Success, Marketing, and Finance leadership

Nice to Have

• Experience in a B2B SaaS company at the Series B or C stage, ideally in a high-growth environment
• Background in employer-sponsored healthcare, ed-tech, or other mission-driven industries
• Experience with Looker or SQL for building and maintaining GTM dashboards
• Familiarity with K-12 district sales cycles, or other complex GTM motions
• Proven ability to build RevOps infrastructure from a reactive to a proactive posture
• Experience with Gong or similar conversation intelligence tools
• Experience with Starbridge, particularly in an edtech context

You'll Thrive Here If You

• Believe that operational infrastructure is a strategic lever, not just a support function
• Are energized by ambiguity and find satisfaction in bringing order to complexity
• Hold yourself and your team to high standards without losing sight of the mission
• Care about the work Cartwheel does for students and are motivated by the chance to build something that matters

WHY YOU’LL LOVE CARTWHEEL

• Mission-oriented and inclusive colleagues who will go to bat for you
• Competitive compensation
• Generous PPO medical, vision, and dental/ortho coverage
• Life Insurance
• Generous paid time off, including company closure from Christmas-New Years (12/25-1/1)
• Paid holidays and sick leave
• Paid parental leave
• 401K with employer match
• Meaningful equity ownership stake in Cartwheel
• Flexible and remote role with regular in-person retreats
• Annual learning stipend
• Laptop

Compensation