Entrepreneurial Minded COO/Head of Operations

LeanLaw is seeking an operational leader with an entrepreneurial mindset to drive growth and help us achieve our vision and economic potential. As a fintech workflow company specializing in legal tech, LeanLaw acts as the financial operating system for law firms, creating intelligent workflows across the entire financial lifecycle of clients—from onboarding and billing to invoicing, collections, and reporting. These workflows help law firms run better businesses, attract and retain top talent, and ensure data transparency throughout the organization.

What sets LeanLaw apart is our forward-thinking approach to integration, automation, and data-driven insights. By addressing critical business challenges, we unlock lucrative financial opportunities surrounding the movement of money within up-market professional service firms. While we sell and earn our subscriptive revenue selling timekeeping and billing, the real opportunity is embedding the fintech and building workflows around the flow of money.

With a solid product-market fit, steady revenue, strong retention, a sizable TAM, excellent investors, and a remarkable team, LeanLaw is positioned for continued growth. We’re seeking a leader who can drive organizational development by connecting revenue-driving initiatives to specific, measurable, and repeatable actions.

This isn’t rocket science; your job is to understand the economic model, drive our value creation plan, and ensure that the organization's actions drive results. You will manage the organization's people, processes, and execution.

Is this you?

• You have stage-appropriate experience in driving second-stage growth ($2M-$10M).
• B2B SaaS experience.
• You live in Boise, Idaho. If you’re not in Boise, you’re in the same timezone and a non-stop flight away.
• You are a doer, ready to dive into the details.
• You’re a long-term thinker and planner, but you understand and prioritize the here and now.
• You want and expect to be the first phone call when the wheels come off.
• Bring the energy, tenacity, and patience to mentor our team members in scaling the company, helping them reach their full potential.
• Approach challenges with courage and a drive to propel us into second-stage growth.
• You are tenacious about extracting efficiency - not to the point of being annoying or slowing things down, but helping the organization get better every day.
• You must make data-driven decisions, keeping the company moving forward without overthinking each step.
• You should be a culture builder, driving accountability and growth.
• You are empathetic but direct—even when it’s tough.
• You should genuinely want this—not as a "nice-to-have"--because it aligns with who you are, where you’re headed, and what you're prepared to take on.
• You better love data & SaaS metrics and be able to make others love them as much as you.
• You’re committed to driving the company toward profitability and achieving an outstanding Rule of 40 score.

Requirements

What does good look like after 90 days.

• Strong Alignment & Relationships: You’ve built trusted relationships with the CEO and key finance, revenue, and engineering leaders. Communication flows smoothly across departments, and collaboration drives aligned objectives and clear accountability.
• Financial Clarity & Control: You own and actively leverage LeanLaw's financial model, using it as a tool to make informed, data-driven decisions. Financial reporting is clear, actionable, and supports strategic goals. The company’s finances are organized, audit-ready, and understood by all stakeholders, fostering confidence in LeanLaw’s financial health.
• Operational Efficiency & Scalability: You’ve identified and prioritized operational improvements that support scale, implementing processes to manage anticipated “break points” as LeanLaw grows. A roadmap for future operational scaling addresses key areas like process optimization, resource allocation, and risk mitigation.
• Rule of 40 and Profitability Path: Clear financial targets are established, with a visible path toward a stellar Rule of 40 score and profitability. You’re tracking metrics that tie back to LeanLaw’s growth and efficiency goals, keeping a finger on the pulse of what’s driving success.
• Enhanced Revenue Operations & Support: Close collaboration with revenue teams has led to operational efficiencies that boost revenue recognition and retention metrics. You’ve implemented actionable feedback loops between revenue, operations, and finance, aligning efforts to sustain growth.
• Data-Driven Insights & Decision-Making: You use data to monitor performance, anticipate needs, and proactively address challenges. Insights from operational and financial data are helping guide both short—and long-term strategy.
• Trusted Board Engagement: The board sees you as a critical partner. Your contributions are valued, and you’ve presented initiatives demonstrating strategic foresight and operational rigor.

Benefits

• FTE Hire, pluse incentive stock options.
• Health Care Plan (Medical, Dental & Vision)
• Retirement Plan (401k, IRA)
• Paid Time Off (Vacation, Sick & Public Holidays)
• Family Leave (Maternity, Paternity)