Remote SaaS Account Executive - Mid‑Market

CYPHER Learning, Inc.; United States; Remote; USD 100,000 - 180,000; Full time

Job summary

CYPHER Learning is seeking a results-driven Account Executive to join our sales team for U.S. remote opportunities.

You will own mid-market deals, manage an active pipeline, and drive business outcomes across distributed organizations. Ideal candidates bring 5–8+ years in B2B SaaS sales, a strong history of closing $50K–$500K ACV deals, and the ability to source opportunities and work independently while collaborating with marketing and customer success teams.

Qualifications

• 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.
• 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.

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• Create urgency by helping prospects understand the impact of outdated training systems and the value of moving faster.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

Skills

B2B SaaS sales

Mid-market

Full sales cycle

Pipeline generation

Executive engagement

Multi-deal management

Negotiation

Self-starter

Education

Bachelor’s degree

Job description

CYPHER Learning is seeking a results-driven Account Executive to join our sales team for U.S. remote opportunities.

You will own mid-market deals, manage an active pipeline, and drive business outcomes across distributed organizations. Ideal candidates bring 5–8+ years in B2B SaaS sales, a strong history of closing $50K–$500K ACV deals, and the ability to source opportunities and work independently while collaborating with marketing and customer success teams.