Account Executive – Mid Market

CYPHER Learning

Account Executive focused on mid-market sales opportunities for CYPHER Learning's AI-native training platform. Engaging with organizations to replace outdated training systems with innovative solutions.

Posted 5/1/2026full-timeRemote • Texas • 🇺🇸 United StatesMid-LevelSeniorWebsite

About the role

Key responsibilities & impact

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Create urgency by helping prospects understand the impact of outdated training systems and the value of moving faster.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

What you’ll need

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

Comp & perks

Competitive compensation package
Professional development opportunities
Supportive work culture

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

B2B SaaS salespipeline generationsales cycle managementconsultative sellingnegotiationclosing dealsself-sourcing opportunitiesmulti-stakeholder engagementpresentation skillsvalue proposition communication

Soft Skills

strong sense of urgencyself-starter mindsetcollaborationexcellent verbal communicationexcellent written communicationpresentation skillsnegotiation skillsability to simplify complex solutionsdisciplinefollow-through

Certifications

Bachelor’s degree