Apply on Employer Site

Oversight · 4 months ago

Director, North America Enterprise Sales

United States

Full-time

Remote

Director/Executive

8+ years exp

Oversight is the world’s leading provider of AI-based spend management and risk mitigation solutions for large enterprises. As the Director of North America Enterprise Sales, you will lead the enterprise sales efforts across the U.S. and Canada, focusing on maximizing productivity and scaling revenue through both direct and indirect sales channels.

AccountingArtificial Intelligence (AI)Big DataBusiness Information SystemsComplianceEnterprise SoftwareFinTechMachine LearningManagement Information SystemsSaaS

Growth Opportunities

Responsibilities

Hire, onboard, and develop a winning team of Enterprise AEs; set clear territories, goals, and scorecards

Run weekly 1:1s and deal reviews; institute effective processes, exec mapping, and value hypothesis discipline

Establish a repeatable operating cadence (QBRs, monthly forecast, pipeline councils, partner councils)

Create a winning atmosphere that allows Oversight to position, compete and win with integrity while adding to its world-class client base

Own regional new-logo and expansion number across ICP-targeted accounts; personally engaging in deals where needed to support the team and outcomes

Orchestrate multi-threaded cycles with Office of the CFO, CFO staff (Controller, CAE, CPO), and Finance Ops; align on business cases that drive decisions (savings, risk reduction, compliance)

Build and execute joint go-to-market with Oversight partners and strategic resellers

Support co-sell plays, partner enablement, and pipeline programs that maximize overall success in North America

Own forecasting in Salesforce with data-driven stage definitions, exit criteria, and inspection; enforce activity/productivity standards

Partner with Marketing on ABM, field events, and pipeline SLAs; with Sales Ops and Finance on territory design, comp plans, and capacity models

Provide field feedback to Product on buyer pain (AP audit, duplicate/fraud risk, policy leakage), integrations (ERP/T&E/Procurement), and competitive intelligence

Represent Oversight at industry events and executive briefings; elevate our brand with the Office of the CFO

Qualification

Enterprise SaaS experienceSalesforce reportingExecutive storytellingAI-based tools salesMetrics-driven leadershipTeam-oriented cultureHigh integrityCoaching for excellence