[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 SMB sales motion for MasterClass at Work. The role owns prospecting through close, develops a high-volume outbound approach, and helps establish a repeatable SMB sales playbook.
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
- 3+ years of professional sales experience
- At least 2 years in a quota-carrying software sales role
- Experience owning deals from prospecting through close
- Comfortable creating your own pipeline from scratch without relying on an SDR, established territory, or fully developed playbook
- Thrive in a high-volume, fast-moving sales environment
- Energized by smaller deals, shorter sales cycles, and consistently creating new opportunities
- AI proficient and naturally experimental, already using AI in your work
- Entrepreneurial, curious, and comfortable with ambiguity
- Research industries and accounts, develop hypotheses, test new approaches, learn quickly, and build structure where it doesn't yet exist
Benefits
- Equity
- Medical, dental, and vision benefits
- Flexible PTO
- Remote work in the listed locations
Company Overview