Entrepreneurial SMB Account Executive | Build Your Pipeline

MasterClass; Philadelphia (Philadelphia County); On-site; USD 94,000 - 113,000; Full time

Benefits offered by this job

Equity

Flexible PTO

Medical benefits

Dental benefits

Job summary

MasterClass is hiring an entrepreneurial Account Executive to scale our SMB sales motion for MasterClass at Work, focused on companies up to 2,500 employees. This builder role requires you to create your own book of business, research opportunities, and own the sales cycle from first touch to close.

You should be a hunter who builds pipeline from scratch, thrives in a fast-moving environment, and is comfortable with AI-driven outreach and experimentation to improve your selling motion.

Qualifications

• 3+ years of professional sales experience, including at least 2 years in a quota-carrying software sales role.
• Experience owning deals from prospecting through close.

Responsibilities

• Build and own your book of business from the ground up by identifying SMB accounts, industries, buyer personas, and use cases with the greatest opportunity.
• Own 100% of your pipeline and the full sales cycle—from research and outbound prospecting to discovery, pitching, negotiation, and close.
• Build a high-volume outbound motion focused on smaller deals with shorter sales cycles; test targeting, messaging, sequences, and GTM approaches.
• Use AI and automation to research accounts, personalize outreach, automate repetitive work, and increase prospecting quality and volume.
• Help build the SMB sales playbook with leadership to define metrics and convert experiments into repeatable processes.

Skills

Quota-carrying sales

Deal ownership

High-volume outbound

AI proficiency

Entrepreneurial mindset

Job description

MasterClass is hiring an entrepreneurial Account Executive to scale our SMB sales motion for MasterClass at Work, focused on companies up to 2,500 employees. This builder role requires you to create your own book of business, research opportunities, and own the sales cycle from first touch to close.

You should be a hunter who builds pipeline from scratch, thrives in a fast-moving environment, and is comfortable with AI-driven outreach and experimentation to improve your selling motion.