Senior Regional Sales Manager

Senior Regional Sales Manager-Workforce AI About the Role Cornerstone is expanding our go to market team with a new Workforce AI Sales Executive, focused on driving commercial success for our emerging Workforce AI platform. This role is ideal for someone who thrives in visionary, early stage product environments and excels at helping customers understand the transformative power of AI for skills, productivity, talent intelligence, and workforce optimization. As an overlay seller (maybe?), you will partner closely with account executives across segments, bringing deep expertise in AI solutions and guiding customers through complex, conceptual buying journeys. This is a high impact role that blends strategic storytelling, technical curiosity, and strong sales execution. In this role you willu2026 u2022 Lead the sales motion for Cornerstoneu2019s Workforce AI solutions, serving as the primary subject-matter expert throughout the deal cycle. u2022 Drive pipeline growth by identifying AI use cases within customer environments and translating them into compelling value propositions. u2022 Partner with AEs, solution consultants, and product teams to support AI-focused opportunities across assigned territories. u2022 Deliver high-impact discovery sessions, product walkthroughs, and business-case presentations tailored to senior HR, IT, and business leaders. u2022 Build strong relationships within key customer accounts, elevating Cornerstone as a trusted advisor in Workforce AI transformation. u2022 Navigate conceptual, intangible, or future-state solution sales u2014 helping customers understand whatu2019s possible, not only what exists today. u2022 Maintain up-to-date understanding of emerging AI trends, niche AI vendors, and competitive landscapes. u2022 Contribute feedback to product and marketing teams based on customer needs and market signals to influence roadmap and positioning. Youu2019ve got what it takes if you haveu2026 u2022 2+ years of direct experience selling AI-driven solutions, ideally in workforce, HR tech, talent intelligence, productivity AI, or adjacent B2B SaaS categories. u2022 Background from niche or specialized AI vendors, start-ups, or innovation-focused teams where selling a vision is essential. u2022 Proven success selling complex, intangible, or emerging technologies where buyer education and conceptual storytelling are required. u2022 Experience in an overlay, matrixed, or highly collaborative sales model strongly preferred. u2022 Strong ability to simplify technical concepts and communicate AI value to both technical and nontechnical audiences. u2022 Track record of hitting or exceeding sales targets in consultative, enterprise, or mid market sales environments. u2022 Curiosity, adaptability, and comfort working in a fast-evolving product space. u2022 Excellent communication skills and executive presence. Extra Does of Awesome if you haveu2026 u2022 Understanding of LLMs, machine learning basics, or AI architectures applied to workforce or skills data. u2022 Prior experience selling into HR, Talent, or People Analytics functions. u2022 Exposure to skills intelligence, workforce planning solutions, or talent mobility platforms.Equal Employment Opportunity has been, and will continue to be, a fundamental commitment at Cornerstone OnDemand. All qualified applicants are given consideration regardless of race, color, gender, age, sexual orientation, national origin, marital status, citizenship status, disability, veteran status, or any other protected class as provided in applicable Federal, State, or Local fair employment laws. If you have a disability or special need that requires accommodation, please contact us at

Created: 2026-03-02