Entrepreneurial SMB Account Executive|Equity & Flexible PTO

MasterClass; Charlotte (NC); On-site; USD 94,000 - 113,000; Full time

Job summary

MasterClass is seeking an entrepreneurial Account Executive to scale the SMB sales motion for MasterClass at Work, targeting companies up to 2,500 employees. You will own the full sales cycle from prospecting through close, building your own pipeline and continuously testing approaches in a high-volume environment.

You’ll use AI and automation to research accounts, personalize outreach, and improve efficiency, while shaping the SMB sales playbook with leadership.

Qualifications

• 3+ years of professional sales experience, including quota-carrying software roles
• Hunters who build their own pipeline from scratch
• Experience owning deals from prospecting through close
• Thrives in high-volume, fast-moving sales environments
• AI proficiency and willingness to automate and personalize outreach
• Entrepreneurial mindset with comfort in ambiguity

Responsibilities

• Build and own your book of SMB accounts, identifying opportunities and buyer personas
• Own 100% of the pipeline and the full sales cycle from outbound prospecting to close
• Develop a high-volume outbound motion for smaller deals and shorter cycles
• Leverage AI and automation to research accounts, personalize outreach, and increase output
• Collaborate with leadership to define and scale the SMB sales playbook

Skills

Sales experience

Pipeline ownership

AI in sales

Job description

MasterClass is seeking an entrepreneurial Account Executive to scale the SMB sales motion for MasterClass at Work, targeting companies up to 2,500 employees. You will own the full sales cycle from prospecting through close, building your own pipeline and continuously testing approaches in a high-volume environment.

You’ll use AI and automation to research accounts, personalize outreach, and improve efficiency, while shaping the SMB sales playbook with leadership.