SMB Account Executive — AI-Driven Outreach, Equity & PTO

MasterClass; New Jersey; On-site; USD 90,000 - 140,000; Full time

Benefits offered by this job

Equity

Comprehensive benefits

Flexible PTO

Job summary

MasterClass is hiring an entrepreneurial Account Executive to scale the SMB sales motion for MasterClass at Work, focusing on companies up to 2,500 employees. You will own the entire sales cycle from prospecting through close, research target accounts, and develop outbound strategies with automation.

This is a high-volume environment with smaller deals and shorter cycles, using AI to boost efficiency. You will build your own pipeline from scratch, work without a fixed playbook, and partner with

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.
• Hunter mentality with ability to build pipeline from scratch.

Responsibilities

• Own end-to-end SMB sales cycle from first touch to close.
• Develop hypotheses and run outbound prospecting with automation.
• Use AI to research accounts, personalize outreach, and increase efficiency.
• Define and test go-to-market approaches for MasterClass at Work.

Skills

Sales experience

Quota-carrying software sales

Cold outreach

Account research

AI proficiency

Tools

Salesforce

Job description

MasterClass is hiring an entrepreneurial Account Executive to scale the SMB sales motion for MasterClass at Work, focusing on companies up to 2,500 employees. You will own the entire sales cycle from prospecting through close, research target accounts, and develop outbound strategies with automation.

This is a high-volume environment with smaller deals and shorter cycles, using AI to boost efficiency. You will build your own pipeline from scratch, work without a fixed playbook, and partner with