Regional Sales Manager – Mid-Market

Cornerstone OnDemand; Milwaukee (WI); On-site; USD 90,000 - 130,000; Full time

Job summary

Cornerstone OnDemand is seeking a driven Regional Sales Manager for Mid-Market to own a high-potential territory focused on organizations up to 5,000 employees. You will balance new business development with customer expansion, using a consultative approach to engage C-levels through HR, Talent, L&D, and end users.

The ideal candidate has 3–5+ years of SaaS sales, a proven quota track record, and the ability to navigate multi-stakeholder buying groups in fast-moving mid-market environments.

Qualifications

• 3–5+ years of SaaS or technology sales, ideally mid-market or lower enterprise accounts.
• Proven track record of quota attainment.
• Ability to manage high-velocity sales cycles while engaging strategically at all 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.

Responsibilities

• 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.

Skills

SaaS sales

Quota attainment

High-velocity sales

C-suite relationships

Communication skills

Negotiation skills

Pipeline discipline

Territory management

Job description

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.

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 [e-mail]