Account Executive, SMB Growth | AI-Driven, Equity & PTO

MasterClass; East Windsor Hill (CT); Remote; USD 90,000 - 150,000; Full time

Benefits offered by this job

Equity

Comprehensive benefits

Job summary

MasterClass is hiring an entrepreneurial Account Executive for MasterClass at Work, focused on SMBs up to 2,500 employees. You will own the entire sales motion—from research and outbound prospecting to discovery, pitching, negotiating, and closing—driving a high-volume, fast-paced environment with an AI-assisted approach.

Expect to create your own pipeline, define target accounts, and build playbooks in collaboration with sales leadership. Equity and comprehensive benefits are available.

Qualifications

• 3+ years of professional sales experience.
• At least 2 years in a quota-carrying software sales role.
• Hunter and builder mentality with ability to create pipeline from scratch.
• Comfortable in a high-volume, fast-moving sales environment and using AI in sales.

Responsibilities

• Own your book of business from the ground up, identifying SMB accounts, industries, buyers, and use cases with the greatest opportunity.
• Own 100% of your pipeline and the full sales cycle from discovery to close.
• Build a high-volume outbound motion, testing targeting, messaging, sequences, and GTM approaches.
• Use AI and automation as a core part of your sales workflow to research accounts and personalize outreach.
• Partner with sales leadership to define the SMB playbook and turn experiments into repeatable processes.

Skills

Sales experience

Quota carrying

AI proficiency

Account prospecting

Job description

MasterClass is hiring an entrepreneurial Account Executive for MasterClass at Work, focused on SMBs up to 2,500 employees. You will own the entire sales motion—from research and outbound prospecting to discovery, pitching, negotiating, and closing—driving a high-volume, fast-paced environment with an AI-assisted approach.

Expect to create your own pipeline, define target accounts, and build playbooks in collaboration with sales leadership. Equity and comprehensive benefits are available.