Entrepreneurial SMB Account Executive — AI-Driven Growth

MasterClass; Georgia; On-site; USD 90,000 - 150,000; Full time

Benefits offered by this job

Equity

Comprehensive benefits

Job summary

MasterClass is seeking an entrepreneurial Account Executive for MasterClass at Work, focused on SMBs up to 2,500 employees. You will build your own book of business, own the full sales cycle from first touch to close, and continuously test targeting and messaging.

This role emphasizes speed, high-volume outreach, and a hands-on approach to defining the SMB selling playbook. You should be a hunter who thrives in a fast-moving software sales environment, comfortable with ambiguity, and capable of

Qualifications

• 3+ years of professional sales experience with quota ownership.
• Experience in software sales preferred; owning deals from prospecting to close.
• Hunter and builder mentality with ability to create pipeline from scratch.

Responsibilities

• Own SMB book of business and full sales cycle from outreach to close.
• Research target accounts, craft hypotheses, and test messaging at scale.
• Outreach prospecting with automation to drive high-volume pipeline.
• Negotiate, pitch, and close deals with speed and consistency.
• Collaborate with leadership to define and codify an SMB selling playbook.

Skills

Sales acumen

Prospecting

Pipeline ownership

AI utilization

Job description

MasterClass is seeking an entrepreneurial Account Executive for MasterClass at Work, focused on SMBs up to 2,500 employees. You will build your own book of business, own the full sales cycle from first touch to close, and continuously test targeting and messaging.

This role emphasizes speed, high-volume outreach, and a hands-on approach to defining the SMB selling playbook. You should be a hunter who thrives in a fast-moving software sales environment, comfortable with ambiguity, and capable of