Entrepreneurial SMB Account Executive

MasterClass; Phoenix (AZ); Remote; USD 94,000 - 113,000; Full time

Benefits offered by this job

Equity

Medical, dental, vision

Flexible PTO

Job summary

MasterClass is seeking an entrepreneurial Account Executive to build and 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 first touch through close and develop an outbound process tailored to smaller deals and shorter cycles.

You’ll leverage AI to research accounts, personalize outreach, and improve efficiency, while collaborating with leadership to craft a repeatable playbook for the team.

Qualifications

• 3+ years of professional sales experience, including at least 2 years in quota-carrying software sales.
• Entrepreneurial hunter and builder with ability to create pipeline from scratch.
• Thrives in high-volume, fast-moving sales environments with smaller deals.
• AI savvy, able to automate and personalize outreach.
• Curious and comfortable with ambiguity; capable of building structure where it doesn't exist.

Responsibilities

• Build and own your book of business from the ground up, identifying SMB accounts, industries, and buyer personas with the greatest opportunity.
• Own 100% of your pipeline and the full sales cycle — from account research to close.
• Build a high-volume outbound motion and continuously test targeting, messaging, and sequences.
• Use AI and automation to research accounts, personalize outreach, and increase outreach quality and volume.

Skills

Quota-carrying sales

Outbound prospecting

AI proficiency

Pipeline growth

Job description

MasterClass is seeking an entrepreneurial Account Executive to build and 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 first touch through close and develop an outbound process tailored to smaller deals and shorter cycles.

You’ll leverage AI to research accounts, personalize outreach, and improve efficiency, while collaborating with leadership to craft a repeatable playbook for the team.