Enterprise SaaS Account Exec - AI-Driven GTM

MasterClass; New York (NY); On-site; USD 110,000 - 160,000; Full time

Benefits offered by this job

Health insurance

Paid Time Off

Equity plan

Flex dollars

Parental leave

Learning budget

Volunteer days

Job summary

MasterClass is seeking an entrepreneurial Account Executive to own the full sales cycle for SMB and mid-market accounts in New York. You will prospect, conduct discovery, and close new-logo and expansion deals with L&D, HR, and Talent Management buyers.

You’ll build a strategic plan, leverage AI tools to source and optimize your pipeline, and mentor under senior AEs as you scale toward enterprise territory. This role offers growth within a high-performing team.

Qualifications

• 4-8 years of full-cycle, quota-bearing SaaS sales experience with a consistent history of meeting or exceeding targets.
• Demonstrated consultative selling skills — deal qualification, discovery frameworks, and pipeline management.
• High intrinsic motivation and an entrepreneurial mindset built for optimizing AI workflows.
• We are looking for more than what a resume can show.

Responsibilities

• Own the full sales cycle for SMB and mid-market accounts from prospecting to closing.
• Generate and manage a self-sourced pipeline using AI tools.
• Pitch MasterClass at Work, MasterClass Certificates, and Executive Programs to HR, L&D, and business stakeholders.
• Partner with Customer Success for smooth handoffs and land-and-expand growth.
• Forecast pipeline accurately and hit quota, identifying what works and what doesn’t.

Skills

Full-cycle sales

Quota carrying

Consultative selling

Discovery framework

Pipeline management

Forecasting

Entrepreneurial mindset

AI tools

Tools

Salesforce

Gong

Apollo

Claude

Sales Navigator

Job description

MasterClass is seeking an entrepreneurial Account Executive to own the full sales cycle for SMB and mid-market accounts in New York. You will prospect, conduct discovery, and close new-logo and expansion deals with L&D, HR, and Talent Management buyers.

You’ll build a strategic plan, leverage AI tools to source and optimize your pipeline, and mentor under senior AEs as you scale toward enterprise territory. This role offers growth within a high-performing team.