Senior Regional Sales Manager

cyberu
•$110,000 - $176,000•Remote

About The Position

Cornerstone is expanding its go-to-market team with a Workforce Intelligence sales role focused on building and growing a strategic emerging business. The role is remote in the United States and operates at the intersection of skills intelligence, workforce transformation, AI, learning, talent, and workforce planning. The successful candidate will help organizations understand their current and future workforce capabilities, the effects of AI on roles and tasks, and how to turn workforce intelligence into action. This is a builder role, not simply a traditional sales position. Working closely with Cornerstone account executives, the Senior Regional Sales Manager will take meaningful ownership of the Workforce Intelligence sales motion: creating opportunities, shaping use cases, leading complex discovery, developing executive-level business cases, and helping customers progress from early ideas to funded transformation initiatives. The role requires comfort selling both current capabilities and the market’s future direction, while clearly distinguishing between the two. The position also contributes to developing and scaling Cornerstone’s Workforce Intelligence go-to-market approach by sharing market feedback, customer stories, discovery approaches, positioning, and sales plays. Cornerstone describes its platform as an open, enterprise workforce intelligence platform that brings together workforce and labor market data and uses AI to support workforce readiness. The company serves approximately 7,000 organizations and more than 140 million users across 186 countries.

Requirements

  • At least 5 years of proven experience creating and closing complex enterprise software opportunities.
  • Experience selling emerging technology, transformation, data, AI, HR technology, workforce technology, or another solution where customer problems and buying processes are not always predefined.
  • Strong consultative discovery skills and the ability to turn ambiguous executive challenges into clear use cases, value propositions, and paths forward.
  • Track record of selling to senior and executive stakeholders across multiple functions and building consensus in complex organizations.
  • Ability to connect technical or data-driven capabilities to business outcomes without relying on product features to carry the conversation.
  • Experience succeeding in a matrixed sales environment, combining personal ownership with the ability to influence and mobilize account teams and specialists.
  • Demonstrated ability to create pipeline and close opportunities, including identifying whitespace within existing strategic accounts.
  • Strong commercial judgment and disciplined opportunity management.
  • Intellectual curiosity and genuine interest in how AI is changing work, skills, roles, organizations, and workforce strategy.
  • Excellent communication, storytelling, and executive presentation skills.
  • Comfort operating in an environment where the product, message, use cases, and go-to-market approach continue to evolve.

Nice To Haves

  • Experience with skills intelligence, talent intelligence, workforce planning, workforce transformation, people analytics, talent mobility, or skills-based organizations.
  • Experience selling to CHRO organizations and broader COO, CIO, CFO, Transformation, or business leadership stakeholders.
  • Familiarity with how organizations use skills and workforce data across learning, talent mobility, workforce planning, workforce transformation, and AI initiatives.
  • Experience selling AI or data-driven solutions where governance, explainability, integrations, and enterprise data are important parts of the buying conversation.
  • Experience working in a start-up, specialist team, new product organization, or another environment where you helped build the sales motion while selling it.

Responsibilities

  • Own and drive Workforce Intelligence opportunities across an assigned territory, from early discovery and qualification through commercial execution and close.
  • Create pipeline with account executives by identifying customers with needs related to skills, workforce transformation, AI adoption, workforce planning, internal mobility, or changing work.
  • Lead strategic customer discovery, helping executives define workforce challenges, use cases, business outcomes, and investment priorities.
  • Translate customer challenges into Workforce Intelligence use cases, including skills foundations, workforce planning, role and task transformation, internal mobility, workforce readiness, and skills-based learning and talent strategies.
  • Build executive-level narratives and business cases connecting workforce intelligence to business priorities such as productivity, workforce agility, internal mobility, talent availability, readiness, and transformation.
  • Navigate complex and ambiguous buying journeys, especially when customers are exploring new workforce operating models or defining a future state.
  • Partner with account executives, solution consultants, Product, Marketing, Customer Success, and leadership to create and execute account strategies.
  • Develop champions and executive sponsorship across HR, Talent, Learning, Workforce Planning, Transformation, IT, Finance, and business leadership.
  • Share customer signals, emerging use cases, competitive intelligence, and product feedback with Cornerstone to strengthen its offering and go-to-market strategy.
  • Help scale the Workforce Intelligence sales motion by sharing discovery approaches, customer stories, positioning, and sales plays with the broader sales organization.

Benefits

  • Comprehensive benefit offering.
  • Compensation package may include annual bonuses and short- and program-specific awards, depending on the role.
  • Career flexibility and empowerment.
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