Account Executive, SMB Growth & AI-Driven Outreach

MasterClass; New York (NY); Remote; USD 90,000 - 150,000; Full time

Benefits offered by this job

Equity

Comprehensive benefits

Flexible PTO

Job summary

MasterClass is seeking an entrepreneurial Account Executive to scale our SMB sales motion for MasterClass at Work, focused on companies up to 2,500 employees. You will own the entire sales cycle from prospecting through close.

This builder role rewards experimentation—identify targets, test messaging, and use AI and automation to improve outreach and win rates. You will create a repeatable playbook for high-volume, shorter sales cycles.

Qualifications

• 3+ years of professional sales experience, with at least 2 years in quota-carrying software sales.
• Ability to own deals from prospecting through close and build a pipeline from scratch.
• Comfort with high-volume outbound, experimentation, and AI-enabled outreach.

Responsibilities

• Own the SMB sales motion from prospecting to close for MasterClass at Work.
• Identify target accounts, develop hypotheses, and test outreach sequences.
• Research opportunities, pitch, negotiate, and close deals quickly.
• Build and manage 100% of your pipeline and drive repeatable processes.

Skills

Sales experience

Quota carrying

Hunter mentality

AI proficiency

Tools

CRM software

Job description

MasterClass is seeking an entrepreneurial Account Executive to scale our SMB sales motion for MasterClass at Work, focused on companies up to 2,500 employees. You will own the entire sales cycle from prospecting through close.

This builder role rewards experimentation—identify targets, test messaging, and use AI and automation to improve outreach and win rates. You will create a repeatable playbook for high-volume, shorter sales cycles.