Account Executive - U.S. Remote

About the role

We are seeking a driven and consultative Account Executive to join our growing sales team, focused on mid-market opportunities in the $50K to $500K+ ACV range within distributed organizations.

Responsibilities

• Own and close mid-market opportunities ranging from $50K to $500K+ ACV across a full sales cycle.
• Manage a fast-paced pipeline while balancing multiple active deals across 30–120 day sales cycles.
• Build and grow a self-generated pipeline within distributed organizations training employees, customers, partners, and field teams.
• Sell business outcomes by positioning CYPHER Learning around speed, scale, onboarding effectiveness, readiness, and productivity.
• Lead consultative discovery conversations that uncover operational challenges and buying priorities.
• Navigate multi-stakeholder deals with operators, L&D leaders, revenue teams, and procurement partners.
• Create urgency by helping prospects understand the impact of outdated training systems and the value of moving faster.
• Partner closely with Marketing, SDRs, Customer Success, and Product to improve conversion, adoption, and market feedback.

Requirements

• Bachelor’s degree or equivalent practical experience preferred.
• 5–8+ years of B2B SaaS sales experience, ideally within mid-market environments.
• Proven track record of consistently closing opportunities in the $50K–$500K ACV range.
• Strong pipeline generation skills with the ability to self-source opportunities, not rely solely on inbound demand.
• Experience managing multiple active deals simultaneously while maintaining quality execution.
• Strong understanding of the full sales cycle, from prospecting through close and expansion.
• Confidence selling to Director, VP, and executive-level stakeholders.
• Excellent verbal, written, presentation, and negotiation skills.
• Ability to simplify complex solutions and communicate a clear, compelling value story.
• Self-starter mindset with the ability to operate independently and collaborate effectively across teams.
• Strong sense of urgency, consistent follow-through, and disciplined execution.

Qualifications

• Experience working with distributed organizations and understanding their unique needs.
• Knowledge of the LMS industry and its challenges.
• Ability to build strong relationships with key decision-makers.
• Experience with CRM tools and sales methodologies.

Skills

• Exceptional communication and interpersonal skills.
• Ability to analyze data and make informed decisions.
• Strong problem-solving and analytical skills.
• Proficiency in Microsoft Office Suite.

Benefits

• Competitive compensation package.
• Professional development opportunities.
• A supportive work culture.
• Flexible work arrangements to accommodate remote work.

Pay

Compensation is competitive and commensurate with experience.

Schedule

The position is remote and flexible to accommodate your schedule.