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Cornerstone OnDemand

Regional Sales Manager - Enterprise

🇺🇸 Remote - US 🕑 Full-Time 💰 $85K - $135K 💻 Sales 🗓️ September 15th, 2026
Sales

Edtech.com's Summary

Cornerstone OnDemand is hiring a Regional Sales Manager - Enterprise to drive new business acquisition and strategic account expansion across a large territory of organizations with 5,000+ employees. The role is 80% net-new prospecting and 20% cross-sell/upsell within existing enterprise accounts.

Highlights
  • Own and execute territory strategy for large enterprise organizations
  • Lead multi-threaded sales cycles engaging HR, Talent, IT, Finance, and executive stakeholders
  • Deliver product presentations and business cases articulating Cornerstone’s value
  • Requires 5+ years of enterprise sales experience in SaaS, HR tech, or HCM
  • Pays a base salary of $84,600-$135,400 per year plus bonus/commission
  • Fully remote, full-time role based in the United States

Regional Sales Manager - Enterprise Full Description

Enterprise Growth Market Position Overview
We are seeking a high-performing Regional Sales Manager to drive new business acquisition and strategic account expansion within a large, high-potential territory. This role is focused primarily on net-new prospecting (80%) into organizations with 5,000+ employees, with 20% dedicated to cross-sell and upsell opportunities within existing customers.

The ideal candidate is an experienced enterprise seller who excels in complex, multi-threaded sales cycles and is comfortable building relationships across C-suite and senior executive stakeholders.

In this role you will…
  • Own and execute a territory strategy for large enterprise organizations (5,000+ employees)
  • Prospect, qualify, and drive net-new sales opportunities across the full sales cycle from initial engagement to negotiation and close
  • Lead multi-threaded pursuits, engaging stakeholders across HR, Talent, L&D, IT, Finance, and executive leadership
  • Execute account planning and expansion strategies within existing customers to drive cross-sell and upsell opportunities
  • Deliver compelling product presentations and business cases that articulate Cornerstone’s differentiated value
  • Collaborate closely with Solution Consultants, Customer Success, Marketing, and Product teams to support deal progression
  • Maintain accurate pipeline forecasting and territory management through CRM
  • Represent Cornerstone as a trusted advisor and subject matter expert in HCM/Talent technology

You’ve got what it takes if you’ve got…
  • 5+ years of enterprise sales experience targeting large, complex organizations
  • Proven track record of consistent performance and quota achievement in SaaS, HR tech, HCM, or related enterprise technology
  • Demonstrated ability to lead multi-threaded, long sales cycles and engage C-level and senior executive stakeholders
  • Strong business acumen with the ability to connect solutions to strategic business outcomes
  • Excellent communication, presentation, and negotiation skills
  • Ability to manage a large, high-volume territory with strong prioritization and pipeline discipline
  • High degree of self-motivation, accountability, and ownership

Preferred Qualifications
  • Experience selling HCM, Talent, Learning, or Workforce
  • Understanding of enterprise HR processes and digital transformation initiatives
  • Background working with global enterprises and matrixed organizations

Total Rewards
At Cornerstone, our transparent total rewards program is based on three core tenets: equitable pay, market dynamic research, and skill-based appraisal. The base salary range for this position is $84,600 - $135,400 USD. In addition to competitive base pay, the compensation package for this role may include other incentives like bonus or commission, along with a generous benefits package.

Location: United States (Remote) | Employment type: Full-Time