Regional Sales Manager – Mid-Market

Regional Sales Manager-Mid-Market Position Overview We are seeking a driven Mid-Market / Lower Enterprise Account Executive to manage a high-opportunity territory focused on organizations up to 5,000 employees . This role involves a mix of new business development and customer expansion , requiring strong sales execution, solution positioning, and the ability to build trusted relationships across multiple levels of an organization from C-level leaders down through HR, Talent, L D, and functional teams . The ideal candidate is a consultative seller with experience navigating multi-stakeholder buying groups and managing a fast-moving, high-volume sales motion. In this role you will… Develop and execute a territory plan for accounts up to 5,000 employees. Prospect and qualify net-new opportunities across the full sales cycle. Manage and expand existing customer relationships through cross-sell and upsell opportunities. Establish and nurture relationships from C-level executives to operational leaders and end users . Lead discovery, solution positioning, and product demonstrations with support from Solution Consultants. Build compelling proposals and business cases that articulate Cornerstone’s value. Maintain accurate forecasting and pipeline management within CRM. Collaborate effectively with Customer Success, Marketing, and Product teams to support deal progression and long-term growth. You’ve got what it takes if you’ve got… 3–5+ years of SaaS or technology sales experience , ideally within mid-market or lower enterprise accounts. Proven track record of consistent quota achievement. Ability to manage high-velocity sales cycles while engaging strategically at all organizational levels. Demonstrated success building relationships from C-suite executives down to functional leaders and influencers . Strong communication, presentation, and negotiation skills. Excellent pipeline discipline, territory management, and organizational skills. Self-starter with strong business acumen and a competitive, solution-oriented mindset. Preferred Qualifications Experience in HCM, HR tech, Talent, or Learning technology . Familiarity with multi-stakeholder buying processes in mid-size organizations. Ability to articulate complex value propositions in a clear, outcomes-oriented way.