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 200+ 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.
We’re looking for an entrepreneurial Account Executive to help build and scale our SMB sales motion for MasterClass at Work, focused on companies with up to 2,500 employees.
This is a builder role, not a role where you'll inherit a fully defined sales playbook. We're looking for a hungry, creative Account Executive who wants to build their own book of business. You'll research where the opportunity is, develop hypotheses about who to target and why, experiment with outreach and automation, and own the sales cycle from first touch through close.
This is a high-volume sales motion focused on smaller deals, shorter sales cycles, and companies ready to move quickly with an out-of-the-box solution. You’ll own the entire motion and help us define what great SMB selling looks like at MasterClass.
What you will do- 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.
- You have 3+ years of professional sales experience, including at least 2 years in a quota-carrying software sales role, with experience owning deals from prospecting through close.
- You're a hunter and a builder who is comfortable creating your own pipeline from scratch without relying on an SDR, established territory, or fully developed playbook.
- You thrive in a high-volume, fast-moving sales environment and are energized by smaller deals, shorter sales cycles, and consistently creating new opportunities.
- You're AI proficient and naturally experimental, already using AI in your work and excited to find new ways to automate, personalize, and improve your sales motion.
- You're entrepreneurial, curious, and comfortable with ambiguity — you research industries and accounts, develop hypotheses, test new approaches, learn quickly, and build structure where it doesn't yet exist.
- This role is open to applicants based in the following locations: AZ, CA, CT, FL, GA, IL, MA, MI, NH, NJ, NY, NC, OH, OR, PA, TN, TX, UT, or WA.
If you don’t have the exact experience or skills, but think you’d be a great addition to MasterClass, please apply for the role. We are looking for more than what a resume can show!
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.
The salary range listed is for NYC/CA/WA. As a company, we have a location based strategy, which means the disclosed range estimate has not been adjusted for any applicable geographic differential associated with the location where the position may be filled.
MasterClass’s salary ranges are based on paying competitively for our size and industry. In addition to salary, we also offer equity and comprehensive benefits (medical, dental, vision, flexible PTO, and more). The range listed is for the expectations as laid out in the job description, however we are often open to a wide variety of profiles, and recognize that the person we hire may be less experienced (or more senior) than this job description as posted. If that ends up being the case, the updated salary range will be communicated with you as a candidate.
Skills Required
- 4-8 years of full-cycle, quota-bearing SaaS sales experience
- Consistent history of meeting or exceeding sales targets
- Consultative selling skills, including deal qualification, discovery frameworks, and pipeline management
- Entrepreneurial mindset and high intrinsic motivation
- Ability to optimize AI workflows
- Must be based in an eligible U.S. state or Ontario or British Columbia, Canada
MasterClass Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about MasterClass and has not been reviewed or approved by MasterClass.
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Healthcare Strength — Feedback suggests premium medical, dental, and vision coverage augmented by One Medical and robust mental-health support are part of the package. Wellness-oriented additions like a Peloton subscription further reinforce the emphasis on health.
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Leave & Time Off Breadth — Feedback suggests flexible PTO combined with company-wide winter and summer recharge breaks and half-day Fridays offers meaningful time away from work. These options provide multiple avenues for rest and recovery.
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Parental & Family Support — Feedback suggests competitive parental leave, fertility benefits via Carrot, and leave administration through Cocoon support a range of family planning needs. This breadth signals attention to different family situations.
MasterClass Insights
What We Do
Launched in 2015, MasterClass is the streaming platform where anyone can learn from the world’s best. With an annual membership, subscribers get unlimited access to 90+ instructors and classes across a wide range of subjects, including Arts & Entertainment, Business, Design & Style, Sports & Gaming, Writing and more. Step into Anna Wintour’s office, Ron Finley’s garden and Neil Gaiman’s writing retreat. Get inspired by RuPaul, perfect your pitch with Shonda Rhimes, and discover your inner negotiator with Chris Voss. Each class features about 20 video lessons, at an average of 10 minutes per lesson. You can learn on your own terms—in bite-size pieces or in a single binge. Cinematic visuals and close-up, hands-on demonstrations make you feel like you’re one-on-one with the instructors, while the downloadable instructor guides help reinforce your learning. Stream thousands of lessons anywhere, anytime, on mobile, tablet, desktop, Apple TV®, Android™ TV, Amazon Fire TV® and Roku® players and devices.
Why Work With Us
MasterClass is at the intersection of learning, entertainment and tech. That means that our team has a very diverse background. Whether you are a creative director or a product engineer, the team is driven by the same mission — to unlock human potential by inspiring a learning lifestyle in everyone.
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