Enrollment Advisor, MasterClass Executive

Who we are:

MasterClass is the 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.

MasterClass Executive is our selective, cohort-based program for senior professionals learning to lead in the AI era, taught by world-class operators and academics in collaboration with the University of Chicago Booth School of Business and OpenAI. Admission is competitive: applications are reviewed individually, and spots in each cohort are limited.

About the Role:

We're hiring an Admissions Advisor as a temporary, full-time employee to support our next enrollment cycle. You'll spend most of your day on the phone and in the inbox with applicants and admitted candidates — answering questions about the program experience, helping them weigh the value of enrolling, and guiding them from admission to enrollment ahead of cohort deadlines. You'll also support employer-sponsored enrollment: equipping candidates to make the case to their company and responding to inquiries from managers, HR, and L&D teams.

This is a high-volume, goal-driven role during our busiest enrollment windows. The ideal candidate is a natural on the phone — consultative, warm, and credible with senior professionals — and genuinely fluent in both AI and the business-education landscape. You know what programs like ours cost, what the alternatives promise, and how to have an honest conversation about fit and value.

 What You Will Do:

• Own a high volume of admissions calls — scheduled consultations and proactive outreach with applicants and admitted candidates — answering questions about the curriculum, live sessions, AI Labs, in-person intensive, time commitment, and cohort experience
• Help prospective enrollees evaluate the program's value: speak confidently and accurately to outcomes, program fees, and payment options, and position MasterClass Executive honestly against the alternatives candidates are weighing (executive education, MBA programs, certificates, and cohort-based courses)
• Guide admitted candidates from decision to enrollment with timely phone and email follow-up through each enrollment window, identifying and removing blockers before deadlines
• Run point on employer-sponsorship communications: respond to sponsorship inquiries, provide candidates with materials to secure company support (manager emails, ROI summaries, program overviews), and flag multi-enrollee company interest to our partnerships team
• Manage your pipeline with clean notes and reliable follow-through; meet daily and weekly contact and response-time goals
• Log the questions, objections, and sponsorship themes you hear and share them weekly with the admissions and marketing teams to sharpen FAQs, call guides, and email copy
• Provide surge coverage during peak moments: post-webinar follow-up, enrollment-deadline outreach, and inbox support

About You:

• 3+ years in admissions or enrollment advising, inside sales, account management, or another phone-forward consultative role — executive education, higher ed, edtech, or premium consumer experience is a plus
• Genuinely energized by phone time: you listen first, handle objections without a hard sell, and are comfortable with 20–30+ meaningful conversations a day
• A strong writer who can run a high-volume inbox with responses that are crisp, warm, and never read like a template
• Conversant in AI: you follow the space, use the tools yourself, and can speak credibly with senior professionals about how AI is changing their work (no technical background required)
• Comfortable with ambiguity and able to navigate uncertainty
• Fluent in the business-education landscape — executive education, online MBAs, certificates, and cohort-based programs — and how buyers compare them
• Organized and self-directed: strong CRM hygiene, pipeline discipline, and comfort being measured against clear goals
• Adaptable in a fast-moving environment where call guides, offers, and priorities evolve week to week
• Available across U.S. time zones, including some early-evening hours when candidates are most reachable

Employment Details:

• Temporary, full-time employment via our staffing partner TCW Global with an anticipated initial assignment of approximately one month; MasterClass may extend the assignment in its discretion based on cohort needs and business demand
• Employment is at will; nothing in this posting guarantees employment for any specific period or any extension of the assignment
• Remote (U.S.)
• Temporary, Full-time, ~40 hours/week, nonexempt (overtime eligible)
• Pay: $28-$34/hour base pay, plus eligibility for variable incentive pay, subject to terms of a written incentive plan provided at the time of hire (with estimated total on-target earnings of up to $9,000 monthly on target earnings, inclusive of base pay)
• Benefits: The selected candidate will be employed through our third-party staffing partner, TargetCW, and is not eligible for MasterClass employee benefits (including health insurance, paid time off, and retirement plans). Sick leave and other benefits required by applicable law will be managed directly by TargetCW.

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.