AI-Driven SMB Account Executive

MasterClass; Lansing (MI); On-site; USD 94,000 - 113,000; Full time

Benefits offered by this job

Equity

Comprehensive benefits

Flexible PTO

Job summary

MasterClass is seeking an entrepreneurial Account Executive to build and scale MasterClass at Work for SMBs (up to 2,500 employees). You’ll own the entire sales cycle from first touch through close in a high-volume, fast-moving environment.

You’re a hunter and a builder who creates your own pipeline, comfortable testing hypotheses, using AI to research accounts and tailor outreach, and turning experiments into repeatable processes. Equity and comprehensive benefits are offered.

Qualifications

• 3+ years of professional sales experience, including at least 2 years in quota-carrying software sales.
• Ability to own deals from prospecting through close without SDR.
• Thrives in a high-volume, fast-moving sales with smaller deals.
• AI proficient and experimental in sales workflows.
• Entrepreneurial, curious, and comfortable with ambiguity.

Responsibilities

• Build and own your book of business from the ground up, identifying 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

Sales experience

Software sales

Prospecting

AI in sales

High-volume outbound

Job description

MasterClass is seeking an entrepreneurial Account Executive to build and scale MasterClass at Work for SMBs (up to 2,500 employees). You’ll own the entire sales cycle from first touch through close in a high-volume, fast-moving environment.

You’re a hunter and a builder who creates your own pipeline, comfortable testing hypotheses, using AI to research accounts and tailor outreach, and turning experiments into repeatable processes. Equity and comprehensive benefits are offered.