Account Executive – Mid Market

🕒 May 1

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Logo of CYPHER Learning

CYPHER Learning

51 - 200 employees

Founded 2009

☁️ SaaS

🤖 Artificial Intelligence

📚 Education

💰 $40M Private Equity Round - CYPHER Learning on 2021-06

SaaS • Artificial Intelligence • Education

CYPHER Learning is an AI-powered learning platform that combines an enterprise-grade learning management system (LMS) and learning experience platform (LXP) with AI-enabled course creation, personalized learning agents, skills management, automation, and analytics. It serves businesses, academic institutions, and extended enterprises to streamline course creation, deliver personalized training (employee onboarding, customer/partner training, compliance, sales enablement), and measure learning outcomes while supporting white-labeling and multi-organization administration.

📋 Description

• 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 • Create urgency by helping prospects understand the impact of outdated training systems and the value of moving faster.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. • Perform other related duties as assigned.

🎯 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.

🏖️ Benefits

• Competitive compensation package • Professional development opportunities • Supportive work culture

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