Entrepreneurial SMB Account Executive - Equity + Flexible PTO

MasterClass; Atlanta (GA); Remote; USD 94,000 - 113,000; Full time

Benefits offered by this job

Equity

Medical insurance

Dental insurance

Vision insurance

Flexible PTO

Job summary

MasterClass is seeking an entrepreneurial Account Executive to build and scale our SMB sales motion for MasterClass at Work, focused on companies with up to 2,500 employees. This is a builder role, not a pre-defined playbook. You’ll own the entire sales cycle from first touch through close.

You’ll research accounts, run a high-volume outbound motion, and use AI to personalize outreach. If you’re hungry, innovative, and eager to define great SMB selling at MasterClass, this is the role for you.

Qualifications

• 3+ years of professional sales experience, including 2+ years in a quota-carrying software sales role.
• Hunter and builder mindset with ability to create pipeline from scratch.
• Experience using AI to enhance outreach and process.
• Entrepreneurial, curious, and comfortable with ambiguity.

Responsibilities

• Build and own your book of business from ground up for SMB accounts.
• Own 100% of the pipeline and full sales cycle from research to close.
• Develop a high-volume outbound motion for smaller deals and shorter cycles.
• Leverage AI and automation to research accounts and personalize outreach.
• Help define and scale the SMB sales playbook with leadership.

Skills

Sales experience

Quota-carrying software sales

AI proficiency

Hunter and builder

Ambiguity tolerance

Job description

MasterClass is seeking an entrepreneurial Account Executive to build and scale our SMB sales motion for MasterClass at Work, focused on companies with up to 2,500 employees. This is a builder role, not a pre-defined playbook. You’ll own the entire sales cycle from first touch through close.

You’ll research accounts, run a high-volume outbound motion, and use AI to personalize outreach. If you’re hungry, innovative, and eager to define great SMB selling at MasterClass, this is the role for you.