AI-Driven SMB Sales Account Executive | Equity & PTO

MasterClass; Provo (UT); Remote; USD 94,000 - 113,000; Full time

Benefits offered by this job

Equity

Comprehensive benefits

Flexible PTO

Job summary

MasterClass is seeking an entrepreneurial Account Executive to scale our SMB sales motion for MasterClass at Work, focused on companies with up to 2,500 employees. You will own the full sales cycle from first touch through close in a high-volume environment.

You’ll research opportunities, test outreach, use AI to personalize messages, and help shape the SMB playbook with sales leadership. This builder role rewards initiative, experimentation, and rapid iteration in a fast-moving team.

Qualifications

• 3+ years of professional sales experience, including 2+ years in software sales.
• Proven ability to own deals from prospecting to close.
• Comfortable with high-volume outbound selling and short sales cycles.
• Strong research, outreach, and messaging skills.

Responsibilities

• Build and own your book of business from the ground up, identifying SMB accounts, industries, buyer personas, and use cases with the greatest opportunity for MasterClass at Work.
• Own 100% of your pipeline and the full sales cycle — from account research and outbound prospecting through discovery, pitching, negotiation, and close.
• Build a high-volume outbound motion focused on smaller deals and shorter sales cycles, continuously testing hypotheses around targeting, messaging, sequences, and go-to-market approaches.
• Use AI and automation as a core part of your sales workflow to research accounts, personalize outreach, automate repetitive work, and increase the quality and volume of your prospecting.
• Help build the SMB sales playbook, partnering with sales leadership to determine what works, establish the right metrics, and turn successful experiments into repeatable processes for the broader team.

Skills

Hunter mindset

Builder mentality

Quota-carrying sales

AI proficient

Job description

MasterClass is seeking an entrepreneurial Account Executive to scale our SMB sales motion for MasterClass at Work, focused on companies with up to 2,500 employees. You will own the full sales cycle from first touch through close in a high-volume environment.

You’ll research opportunities, test outreach, use AI to personalize messages, and help shape the SMB playbook with sales leadership. This builder role rewards initiative, experimentation, and rapid iteration in a fast-moving team.