Director of Revenue Operations

About Us

At Leap, we’re on a mission to transform the home improvement industry - and we want you to be part of that journey. We’re proud to be recognized on the Inc. 5000 and Inc. Regionals lists for 5+ consecutive years, reflecting sustained growth driven by innovation, strong execution, and an incredible team. We build technology that helps contractors work smarter, scale faster, and deliver better experiences to their customers.

When you join Leap, you’ll work alongside curious minds, bold innovators, and thoughtful risk-takers who care deeply about doing great work - and doing it together. Our culture is transparent, supportive, and grounded in approachable leadership. We actively listen to our employees through semi-annual engagement surveys, maintain a strong eNPS score, and consistently act on feedback to improve what’s working and where we can do better. We believe great work happens when people are supported outside of work, which is why we offer comprehensive benefits and wellness resources for you and your family.

Take the Leap today and help shape what’s next.

The Opportunity

As Director of Revenue Operations, you'll oversee the strategy, data, and processes across Leaps revenue-generating functions. You'll set the direction for how we plan, sell, measure, and grow revenue, and you'll be a trusted advisor to Sales, Marketing, Customer Success, and Finance leadership. 

Sitting in Operations, you'll connect the revenue strategy to the numbers. You'll own the operating rhythm, the forecast, and the metrics leadership uses to run the business, and you'll make sure every revenue number has one owner and one definition. 

This role is for a proven leader who turns data into decisions, gives the sales org clear direction, and builds the team, processes, and systems that let Leap scale. You'll stay close enough to the work to pressure-test it, and you'll use AI to help the whole revenue org move faster. 

Responsibilities

Set revenue strategy and direction 

• Shape and drive Leap's go-to-market strategy with the executive team, translating company goals into clear revenue plans, targets, and priorities. 

• Give direction to the sales org: define territories, segments, coverage models, and sales motions, and set the standards for pipeline management and forecast discipline. 

• Lead annual and quarterly planning, including bookings targets, capacity and headcount models, quota setting, and compensation plan design. 

• Own the revenue operating rhythm: forecast calls, pipeline reviews, QBRs, and the monthly Board KPI package. 

• Oversee multiple different revenue types including subscription, consumption, and success-based revenue, sourcing from both customer and partner ecosystem. 

Lead cross-functionally 

• Act as the connective tissue across Sales, Marketing, Customer Success, Finance, and Product, aligning teams on shared goals, definitions, and handoffs across the customer lifecycle. 

• Partner with Marketing leadership on demand strategy, campaign investment, and attribution, and show the pipeline and bookings return on that spend. 

• Partner with Finance to tie CRM bookings to billing and recognized revenue, and to support the forecast, budget, and planning models. 

• Influence and advise senior leaders with clear, data-backed recommendations, and drive decisions to action. 

Turn data into decisions 

• Define the KPIs and reporting framework that give leadership a single, trusted view of pipeline, bookings, forecast, ARR, and retention. 

• Diagnose sales and marketing performance (funnel conversion, win rates, sales cycle, rep productivity and ramp, pipeline coverage, channel mix) and turn the findings into specific actions for leaders. 

• Lead the preparation of cohort, bookings, and pipeline data for diligence and quality of earnings (QoE) in a sale process. 

Own the systems roadmap 

• Set the strategy and roadmap for Salesforce and the GTM tech stack, guiding the Salesforce / RevOps Admin and Solutions Architect on architecture, standards, and priorities. 

• Lead the evaluation, selection, and rollout of new RevOps tools and integrations, owning vendor relationships, budget, and timelines. 

• Establish data governance and change management across revenue systems so data stays clean and knowledge scales. 

• Champion AI and automation across the revenue org, such as AI-assisted forecasting, pipeline risk signals, and self-service reporting, with appropriate controls. 

Build and lead the team 

• Hire, develop, and lead a high-performing RevOps team, setting clear goals and growing future leaders. 

• Performs other duties as assigned. 

Qualifications

Required

• Bachelor's degree in business, finance, economics, analytics, information systems, or a related field. 

• 7+ years of experience in revenue operations, sales operations, or GTM strategy, in B2B (preferably SaaS) with high transaction volume, including 2+ years leading a RevOps or Sales Ops function. 

• A track record as a strategic partner to GTM leadership: designing territories, coverage models, quotas, and comp plans, and giving clear direction that changed how a sales team performed. 

• Proven ability to lead cross-functionally and influence executives, aligning Sales, Marketing, Customer Success, and Finance around shared goals. 

• Experience owning the revenue forecast and operating cadence, as well as presenting revenue performance to an executive team on a weekly/monthly basis. 

• Strong command of SaaS metrics: ARR movements, net and gross revenue retention, CAC and payback, pipeline coverage, and forecast accuracy. 

• Experience hiring, developing, and leading a team. 

• Deep working knowledge of Salesforce and the GTM tech stack, enough to set strategy, make build-versus-buy calls, and guide technical team members. 

• Experience partnering with Finance to reconcile bookings to billing and revenue. 

• Strong skills leverage AI tools and leading their adoption, such as Salesforce Einstein or Agentforce, generative AI assistants, and AI features in BI and sales tools. 

Preferred 

• Experience in a private equity-backed or vertical SaaS company, including leading data readiness for a sale process or due diligence. 

• Experience scaling a revenue org through a growth stage, such as entering new segments or building a new sales motion. 

• Hands-on familiarity with SQL and a BI tool such as Tableau, Power BI, or Looker. 

• Experience with marketing automation (HubSpot, Marketo, or Pardot), multi-touch attribution, and sales engagement or conversation intelligence tools such as Gong, Outreach, or Salesloft. 
• Experience with billing, CPQ, or data tools such as NetSuite, Sage Intacct, Fivetran, or Snowflake. 
  

Compensation will be determined based on experience, skills, and qualifications.

Pay Range

$140,000—$150,000 USD

Benefits

We believe in supporting our employees holistically - your health, financial well-being, time to recharge, and overall happiness matter to us. Here’s what you can look forward to:

• Affordable Health & Wellness Coverage – comprehensive and competitive benefits package, starting the first of the month following your hire date.
• Invest in Your Future – 401(k) company match to help you build financial security.
• Time to Recharge – We believe time to rest and recharge matters. Leap offers a Flexible Time Off (FTO) policy, 10 paid sick days, and 8 paid company holidays.
• Comprehensive Employee Assistance Program (EAP) – resources to support your mental health, financial well-being, and everyday challenges.
• Exclusive Discounts with LifeMart (via ADP) – save on groceries, restaurants, entertainment, pet insurance, cell phones, child care, and more!
• MoveSpring Wellness App – stay active and engaged with company step challenges, workout content, meditation tools, and wellness blogs for a healthier you!
• Culture & Team-Building Activities – we love to connect, celebrate, and grow together through team events, fun challenges, and company traditions like our Annual Summit!

Join us and experience a company that truly invests in YOU!

Leap is an Equal Employment Opportunity and Affirmative Action Employer. We are committed to providing an environment of mutual respect where equal employment opportunities are available to all applicants and teammates without regard to race, religion, color, sex, gender identity, sexual orientation, age, non-disqualifying physical or mental disability, national origin, veteran status or any other basis covered by appropriate law. All employment decisions are made based on qualifications, merit, and business needs.

Leap, LLC collects personal information from job applicants as part of our recruiting and hiring process. This information is collected directly from you and from third parties such as background check providers and professional references. It is shared only with Greenhouse Software Inc. (our recruiting platform) and others as required by law. We do not sell your personal information. 

The categories of information we collect, and the purposes for which we use them, include: 

• Identifiers (name, email, phone, address) — to contact you and manage your application 

• Professional information (resume, work history, skills, references) — to evaluate your qualifications 

• Education information (degrees, certifications) — to verify credentials required for the role 

• Background check data (criminal history, employment verification) — to complete pre-employment screening as permitted by law 

• Voluntary demographic information (EEO data) — for legally required reporting only; not used in hiring decisions