Account Executive, SMB Growth & AI-Driven Sales

MasterClass; Illinois; Remote; USD 94,000 - 113,000; Full time

Benefits offered by this job

Equity

Medical, dental, vision

Flexible PTO

Job summary

MasterClass is seeking a high-energy Account Executive to build and scale the SMB sales motion for MasterClass at Work, targeting companies up to 2,500 employees.

You'll own the entire sales cycle from prospecting to close, research opportunities, test messaging, and leverage AI to personalize outreach. This builder role rewards initiative, speed, and the ability to define an emerging SMB sales playbook.

Qualifications

• 3+ years of professional sales experience, including at least 2 years in a quota-carrying software sales role.
• Hunter and builder who can create pipeline from scratch without relying on SDRs or established territory.
• Thrives in a high-volume, fast-moving sales environment with smaller deals and shorter sales cycles.
• AI proficient and curious, using AI to automate, personalize outreach, and improve workflows.

Responsibilities

• Build and own your book of business from the ground up, identifying SMB accounts with the greatest opportunity.
• Own 100% of your pipeline and the full sales cycle from research to close.
• Build a high-volume outbound motion with testing of targeting, messaging, and sequences.

Skills

Sales experience

Quota-carrying software sales

Hunter mindset

Builder

AI proficiency

Job description

MasterClass is seeking a high-energy Account Executive to build and scale the SMB sales motion for MasterClass at Work, targeting companies up to 2,500 employees.

You'll own the entire sales cycle from prospecting to close, research opportunities, test messaging, and leverage AI to personalize outreach. This builder role rewards initiative, speed, and the ability to define an emerging SMB sales playbook.