Checkbox is a Series A technology start-up with a mission to enable meaningful work for all legal professionals. To achieve this, we built a no-code automation platform based on the belief that the power of digital creation should be accessible to everyone, not just IT teams.
Seeing non-technical users delighted when they create in ways they never thought possible motivates us every day. While our mission is big, our focus is sharp. Our customers today are primarily in-house legal departments at companies including SAP, BMW, Allianz, Elastic, Stryker, and Coca-Cola.
In 2024, we expanded our offering to not only help legal teams do meaningful work, but manage it too. This came with the launch of our AI-powered Matter Management product, often described as the “JIRA for lawyers”. It forms part of our broader vision to become the Legal Service Hub inside organisations, responsible for how legal work is raised, allocated, managed, and resolved.
We are a tight-knit team of around 70 people across the United States, Australia, and Asia. Our culture is one of our superpowers and is consistently highlighted by those who join, work with, and grow at Checkbox. Learn more about our values here: https://www.checkbox.ai/core-values
At Checkbox, we pride ourselves on delivering first-class customer experience from acquisition through retention. It is one of the key drivers of our success.
To deliver a first-class customer experience, we must also operate a first-class go-to-market engine. This includes high-performance Sales, Marketing, and Customer Success operations.
The Director of Revenue Operations is a new and critical role for Checkbox. You will be responsible for fine-tuning existing systems, building and codifying new playbooks, and operating as a detail-oriented project leader within a high-ambition team.
This role is inherently cross-functional. You will support multiple leaders, drive change across departments, and lead our Revenue Operations function to the next level.
This is not an easy job. It is highly visible, deeply impactful, and central to how we scale.
Report directly to the Global SVP of Revenue
Work closely with Co-Founders, Senior Leadership, and GTM leaders
Lead strategic cross-functional projects
Dive deep into our ICP and in-house legal customer landscape
Identify and implement operational improvements that drive measurable outcomes
Partner with Product and Product Marketing to enable sellers on new features
Partner with Sales leadership on training, coaching, and development
Own revenue technology acquisition, renewals, and optimisation
Lead and coach the Revenue Operations team
Partner with Finance to drive insight-led decision-making
Maintain CRM accuracy and operational discipline
5+ years of experience in strategic operational roles within enterprise B2B SaaS
Proven track record of building processes, scaling teams, and delivering results
Demonstrated leadership capability and desire to coach others
Strong analytical mindset with data-driven decision making
High integrity, high effort, and strong ownership mentality
Thrives in fast-paced, entrepreneurial environments
Comfortable managing complex cross-functional initiatives
Proven ability to build trusted relationships across stakeholders
Self-motivated, organised, and resilient
Passionate about driving operational excellence and team performance
Competitive salary and meaningful equity
Comprehensive health insurance including dental and vision
401K with company match
20 days paid leave annually with unused leave paid out
Paid parental leave including secondary carer
Hybrid working model in New York or remote flexibility
Personal learning and development budget
Expense policy and reasonable salary sacrifice options
Annual company off-sites and team events
Transparent, open culture where feedback is welcomed
--- Seniority level: Director Employment type: Full-time Job function: Finance and Strategy/Planning Industries: Software Development and Legal Services
Opens the original job posting on checkbox.com
Checkbox is a survey software platform that helps businesses collect and analyze customer feedback and market research data. It serves organizations across various industries that need to conduct surveys and gather insights. The platform offers secure hosting, customizable survey tools, and customer support for research and data collection needs.
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