Account Executive, SMB Sales — Build Your Own Pipeline

MasterClass; Boston (MA); On-site; 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 build and scale our SMB sales motion for MasterClass at Work, targeting companies with up to 2,500 employees. You will own the full sales cycle from prospecting to close in a high-volume environment.

You’ll research opportunities, craft outbound strategies, and use AI-driven insights to personalize outreach, experiment with sequencing, and continually improve the sales motion.

Qualifications

• 3+ years of professional sales experience.
• 2+ years in a quota-carrying software sales role.
• AI proficient and comfortable using AI to improve sales motion.

Responsibilities

• Build and own your book of business from the ground up, identifying SMB accounts and buyer personas.
• Own 100% of your pipeline and the full sales cycle from outbound prospecting through discovery, pitching, negotiation, and close.
• Build a high-volume outbound motion focusing on smaller deals and shorter sales cycles.
• Use AI and automation as a core part of your sales workflow to research accounts and personalize outreach.
• Help build the SMB sales playbook with leadership to scale successful experiments.

Skills

Sales experience

Quota carrying sales

AI proficiency

Hunter mindset

Tools

CRM software

Job description

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

You’ll research opportunities, craft outbound strategies, and use AI-driven insights to personalize outreach, experiment with sequencing, and continually improve the sales motion.