Account Executive, SMB Growth - Equity + Flexible PTO

MasterClass; Florida; Remote; USD 90,000 - 150,000; Full time

Benefits offered by this job

Equity

Medical, dental, vision

Flexible PTO

Comprehensive benefits

Job summary

MasterClass is seeking an entrepreneurial Account Executive for SMB sales (MasterClass at Work) focused on companies up to 2,500 employees. You’ll own the full sales cycle from prospecting to close and build your own book of business in a high-volume, fast-moving environment.

You’ll use AI and automation to research targets, personalize outreach, and accelerate deals, with equity and comprehensive benefits included. This is a builder role with a chance to shape our SMB selling motion.

Qualifications

• 3+ years of professional sales experience, including quota-carrying software sales.
• Own deals from prospecting through close and build your own pipeline.
• Thrives in a high-volume, fast-moving sales environment with smaller deals.

Responsibilities

• Own 100% of your pipeline and the full sales cycle from research to close.
• Research accounts, outbound prospecting, discovery, pitching, negotiation and close.
• Build a high-volume outbound motion and test targeting, messaging, and sequences.
• Leverage AI and automation to research accounts, personalize outreach, and increase productivity.
• Partner with leadership to define the SMB sales playbook and scale repeatable processes.

Skills

Sales experience

Quota-carrying software sales

Prospecting / pipeline build

AI proficiency in sales

Tools

CRM software

Sales automation tools

Job description

MasterClass is seeking an entrepreneurial Account Executive for SMB sales (MasterClass at Work) focused on companies up to 2,500 employees. You’ll own the full sales cycle from prospecting to close and build your own book of business in a high-volume, fast-moving environment.

You’ll use AI and automation to research targets, personalize outreach, and accelerate deals, with equity and comprehensive benefits included. This is a builder role with a chance to shape our SMB selling motion.