Enterprise Account Executive

Who we are:

MasterClass is the streaming platform where the world’s best come together so anyone, anywhere, can access and be inspired by their knowledge and stories. We put you in the room with the creators, thinkers, makers and leaders who have changed the world, so that you can change yours.

Members get unprecedented access to 150+ instructors and classes across a wide variety of fields, including Arts & Entertainment, Business, Design & Style, Sports & Gaming, Writing and more. Step into Nas’ recording studio and Gordon Ramsay’s kitchen, and go behind the big screen with James Cameron. Design your career with Elaine Welteroth, get ready to win with Lewis Hamilton, perfect your pitch with Shonda Rhimes and discover your inner negotiator with Chris Voss.

MasterClass at Work provides powerful, flexible training solutions featuring the lived experiences and insights from the world’s top experts. We empower employees from the field to the boardroom to drive real business impact.

Snapshot of the Role:

We’re seeking a dynamic Enterprise Account Executive to join our MasterClass at Work sales team. In this role, you’ll drive revenue growth by acquiring new logos and expanding relationships with Fortune 1000 companies. Managing a defined territory of large enterprise accounts (5k+ FTEs), you’ll position our platform as the go-to solution for their learning and development needs. We value consultative, value-based selling and believe the best teams combine insight-driven work with a lot of fun. If you’re passionate about solving complex people challenges with learning solutions and thrive in a fast-paced environment, we’d love to hear from you.

What You Will Do:

• Manage the full sales cycle, from prospecting to close, for large enterprise accounts.
• Develop and execute a strategic territory plan, prioritizing high-value ICP and buyer personas.
• Build and maintain strategic account plans to uncover opportunities and grow existing relationships.
• Generate leads through outbound prospecting and complement inbound opportunities.
• Engage executive-level decision-makers in HR, Talent Management, L&D, and related functions.
• Conduct discovery sessions to understand and address a prospect’s top priorities.
• Present our product suite’s value proposition to diverse audiences, from technical to non-technical stakeholders.
• Collaborate with cross-functional teams (product, customer success, marketing) to ensure client success.
• Stay informed on industry trends to serve as a trusted advisor to senior HR and Learning Executives.
• Consistently exceed quotas and revenue targets while maintaining accurate pipeline forecasts.

About You (Requirements):

• Intrinsically motivated and mission-driven.
• Thrive in fast-paced, high-growth environments, even when ambiguity is present.
• Proven track record of exceeding personal and sales targets.
• Experience:
• 3-5 years in a quota-bearing enterprise sales role (5-10 years preferred).
• Managing complex sales cycles and closing high-value SaaS deals, ideally with HR buyers.
• Proven success with deal sizes: $25k-$50k minimum, $100k-$300k average, and $1M+ enterprise deals.
• Strategic in top-funnel activities like territory planning, prospecting, discovery, and deal qualification.
• Consultative, value-based selling skills that establish you as a trusted advisor to senior executives.
• Exceptional communicator and presenter with a knack for simplicity and impact.
• Familiarity with sales tools (Salesforce, Apollo IO, Sales Navigator, Clari) is a plus.
• Bachelor’s degree required; additional sales training or certifications (e.g., Challenger) are a bonus.
• Willingness to travel as needed to meet clients and close deals (This is otherwise a remote position.)

At MasterClass, we believe we put our best work forward when our employees bring together ideas that are diverse in thought. We are proud to be an equal opportunity workplace and are committed to equal employment opportunity regardless of race, color, religion, national origin, age, sex, marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or any other characteristic protected by applicable federal, state or local law. In addition, MasterClass will provide reasonable accommodations for qualified individuals with disabilities.  If you have a disability or special need, we would like to know how we can better accommodate you.