SMB Account Executive — AI-Driven, High-Velocity Sales, Equity

MasterClass; Williamstown (NJ); Remote; USD 100,000 - 150,000; Full time

Benefits offered by this job

Equity

Medical, dental, vision + flexible PTO

Job summary

MasterClass is seeking an entrepreneurial Account Executive to scale our SMB sales motion for MasterClass at Work, focusing on companies up to 2,500 employees. You will own the entire sales cycle from prospecting to close in a high-volume, fast-moving environment.

Ideal candidates have 3+ years of professional sales experience, including at least 2 years in quota-carrying software sales, and are comfortable building a pipeline from scratch with AI-driven outreach and metrics-driven playbooks.

Qualifications

• 3+ years of professional sales experience, including at least 2 years in a quota-carrying software sales role.
• Experience owning deals from prospecting through close in a high-volume setting.
• Familiarity with leveraging AI tools to improve outreach and productivity.

Responsibilities

• Own 100% of your pipeline and the full sales cycle from research and outbound prospecting through discovery, pitching, negotiation, and close.
• Identify SMB accounts, industries, buyer personas, and use cases with the greatest opportunity for MasterClass at Work.
• Test and iterate targeting, messaging, sequences, and go-to-market approaches; build and refine the SMB sales playbook with leadership.

Skills

Sales experience

Quota carrying

AI familiarity

Job description

MasterClass is seeking an entrepreneurial Account Executive to scale our SMB sales motion for MasterClass at Work, focusing on companies up to 2,500 employees. You will own the entire sales cycle from prospecting to close in a high-volume, fast-moving environment.

Ideal candidates have 3+ years of professional sales experience, including at least 2 years in quota-carrying software sales, and are comfortable building a pipeline from scratch with AI-driven outreach and metrics-driven playbooks.