[Remote] Account Executive

Note: The job is a remote job and is open to candidates in USA. MasterClass is hiring an Account Executive to build and scale its MasterClass at Work SMB sales motion for companies with up to 2,500 employees. The role owns the sales process from prospecting through close, develops a book of business, and helps establish repeatable SMB sales practices.

Responsibilities

• Build and own your book of business from the ground up, identifying the SMB accounts, industries, buyer personas, and use cases with the greatest opportunity for MasterClass at Work
• Own 100% of your pipeline and the full sales cycle — from account research and outbound prospecting through discovery, pitching, negotiation, and close
• Build a high-volume outbound motion focused on smaller deals and shorter sales cycles, continuously testing hypotheses around targeting, messaging, sequences, and go-to-market approaches
• Use AI and automation as a core part of your sales workflow to research accounts, personalize outreach, automate repetitive work, and increase the quality and volume of your prospecting
• Help build the SMB sales playbook, partnering with sales leadership to determine what works, establish the right metrics, and turn successful experiments into repeatable processes for the broader team

Skills

• You have 3+ years of professional sales experience, including at least 2 years in a quota-carrying software sales role, with experience owning deals from prospecting through close
• You're a hunter and a builder who is comfortable creating your own pipeline from scratch without relying on an SDR, established territory, or fully developed playbook
• You thrive in a high-volume, fast-moving sales environment and are energized by smaller deals, shorter sales cycles, and consistently creating new opportunities
• You're AI proficient and naturally experimental, already using AI in your work and excited to find new ways to automate, personalize, and improve your sales motion
• You're entrepreneurial, curious, and comfortable with ambiguity — you research industries and accounts, develop hypotheses, test new approaches, learn quickly, and build structure where it doesn't yet exist

Benefits

• Equity
• Medical benefits
• Dental benefits
• Vision benefits
• Flexible PTO

Company Overview