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Leap

Platform for contractor sales and operations

Director of Revenue Operations

Sales OperationsUpdated on Nov 11
Full-timeUnited States$150k - $180kIn-person

About the Job

Requirements

  • A bachelor's degree in business, finance, economics, analytics, information systems, or a related field is required.
  • At least 7 years of experience in revenue operations, sales operations, or go-to-market strategy in business-to-business, preferably software-as-a-service, environments with high transaction volume, including at least 2 years leading a revenue operations or sales operations function.
  • A track record of strategic partnership with go-to-market leadership, including designing territories, coverage models, quotas, and compensation plans, and directing changes that affected sales-team performance.
  • Ability to lead cross-functionally and influence executives, aligning Sales, Marketing, Customer Success, and Finance around shared goals.
  • Experience owning revenue forecasting and operating cadence, and presenting revenue performance to an executive team weekly or monthly.
  • Strong command of software-as-a-service metrics, including annual recurring revenue movements, net and gross revenue retention, customer acquisition cost and payback, pipeline coverage, and forecast accuracy.
  • Experience hiring, developing, and leading a team.
  • Deep working knowledge of Salesforce and the go-to-market technology stack, sufficient to set strategy, make build-versus-buy decisions, and guide technical team members.
  • Experience partnering with Finance to reconcile bookings to billing and revenue.
  • Strong skills in leveraging artificial intelligence tools and leading their adoption, such as Salesforce Einstein or Agentforce, generative AI assistants, and AI features in business intelligence and sales tools.

Responsibilities

  • 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 organization by defining territories, segments, coverage models, and sales motions, and setting 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, including forecast calls, pipeline reviews, quarterly business reviews, and the monthly Board key performance indicator package.
  • Oversee subscription, consumption, and success-based revenue types sourced from both customer and partner ecosystems.
  • Align Sales, Marketing, Customer Success, Finance, and Product on shared goals, definitions, and handoffs across the customer lifecycle.
  • Partner with Marketing leadership on demand strategy, campaign investment, and attribution, and report pipeline and bookings return on that spend.
  • Partner with Finance to connect customer relationship management bookings to billing and recognized revenue, and support forecasting, budgeting, and planning models.
  • Advise senior leaders with clear, data-backed recommendations and drive decisions to action.
  • Define key performance indicators and reporting frameworks that give leadership a single, trusted view of pipeline, bookings, forecast, annual recurring revenue, and retention.
  • Diagnose sales and marketing performance, including funnel conversion, win rates, sales cycle, representative productivity and ramp, pipeline coverage, and channel mix, and translate findings into specific actions for leaders.
  • Lead preparation of cohort, bookings, and pipeline data for diligence and quality-of-earnings work in a sale process.
  • Set the strategy and roadmap for Salesforce and the go-to-market technology stack, guiding the Salesforce/revenue operations administrator and solutions architect on architecture, standards, and priorities.
  • Lead evaluation, selection, and rollout of new revenue operations tools and integrations, owning vendor relationships, budget, and timelines.
  • Establish data governance and change management across revenue systems to keep data clean and knowledge scalable.
  • Champion artificial intelligence and automation across the revenue organization, including AI-assisted forecasting, pipeline risk signals, and self-service reporting, with appropriate controls.
  • Hire, develop, and lead a high-performing revenue operations team, setting clear goals and growing future leaders.
  • Perform other duties as assigned.

Desired Qualifications

  • Experience in a private-equity-backed or vertical software-as-a-service company, including leading data readiness for a sale process or due diligence.
  • Experience scaling a revenue organization through a growth stage, such as entering new segments or building a new sales motion.
  • Hands-on familiarity with SQL and a business intelligence tool such as Tableau, Power BI, or Looker.
  • Experience with marketing automation tools such as HubSpot, Marketo, or Pardot, multi-touch attribution, and sales engagement or conversation intelligence tools such as Gong, Outreach, or Salesloft.
  • Experience with billing, configure-price-quote, or data tools such as NetSuite, Sage Intacct, Fivetran, or Snowflake.

About the Company

Leap

Platform for contractor sales and operations

Leap is a platform designed for professional contractors, providing an all-in-one system to manage sales, production, and customer service in one place. It works by offering integrated modules that guide a contractor from lead generation and quoting through project execution and post-sale support, with data and workflows shared across departments to avoid switching tools. Leap differentiates itself by delivering a complete, single platform tailored to contractors—from neighborhood outfits to national franchises—instead of relying on a mix of separate software tools. The goal is to help contractors run their businesses more efficiently, deliver consistent customer experiences, and scale operations without juggling multiple systems.

Company size
51-200
Company stage
Not listed
Total funding
Not listed
Headquarters
Columbia, SC
Founded
2016

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