AI-Driven SMB Account Executive

MasterClass; Springfield (IL); Remote; USD 80,000 - 140,000; Full time

Job summary

MasterClass is seeking an entrepreneurial Account Executive to scale our SMB sales motion for MasterClass at Work, focusing on companies with up to 2,500 employees. You will own the entire sales cycle from research to close, targeting smaller deals with short cycles and an out-of-the-box approach.

This builder role requires you to develop hypotheses, test outreach, and leverage AI to automate and personalize your sales motion.

Qualifications

• 3+ years of professional sales experience.
• At least 2 years in a quota-carrying software sales role.
• Hunter and builder who can create their own pipeline from scratch.
• Thrives in a high-volume, fast-moving sales environment.
• AI proficient and eager to automate and personalize your work.

Responsibilities

• Own 100% of your pipeline from prospecting through close.
• Identify SMB accounts, industries, buyer personas, and use cases with the greatest opportunity.
• Build a high-volume outbound motion focusing on smaller deals and shorter cycles.
• Experiment with targeting, messaging, sequences, and go-to-market approaches.
• Use AI to research accounts, personalize outreach, and increase outreach efficiency.
• Help build and refine the SMB sales playbook with leadership.

Skills

Sales experience

SaaS sales

Prospecting

Negotiation

Job description

MasterClass is seeking an entrepreneurial Account Executive to scale our SMB sales motion for MasterClass at Work, focusing on companies with up to 2,500 employees. You will own the entire sales cycle from research to close, targeting smaller deals with short cycles and an out-of-the-box approach.

This builder role requires you to develop hypotheses, test outreach, and leverage AI to automate and personalize your sales motion.