- We’re seeking a entrepreneurial Account Executive to join our MasterClass at Work team, focused on SMB and mid-market accounts up to 2,500 employees
- In this role, you’ll own the full sales cycle for a defined book of business — prospecting, running discovery, and closing new-logo and expansion deals with L&D, HR, and Talent Management buyers. This is a great fit for someone with a couple years of quota-bearing experience who is ready to run their own book of business, with mentorship from senior AEs as they build toward a full enterprise territory
- Entrepreneurially own and build a full sales motion from the ground up selling Masterclass products to Enterprise customers
- Prospect, qualify, negotiate, and close deals independently, ultimately hitting committed sales targets
- Build a sales plan that identifies which accounts, buyer personas, and verticals represent the biggest untapped revenue opportunity, and go after them
- Experiment with and adopt AI tools (Claude, Apollo, Sales Navigator, Gong, Salesforce) to build a self-sourced pipeline, and help shape how the broader team uses AI in its sales process
- Run consultative discovery calls that get at a prospect’s real L&D and talent priorities, not a scripted demo
- Pitch MasterClass at Work, MasterClass Certificates, and MasterClass Executive Programs to HR, L&D, and business stakeholders, adapting the pitch as you learn what resonates
- Identify and pilot new revenue streams or go-to-market approaches, including new segments, new use cases, and new partnership angles, and bring what works back to the team
- Partner with Customer Success on a smooth handoff, then drive land-and-expand growth within your own book
- Forecast your pipeline accurately and hit quota, and flag what’s working (or not) in the broader sales motion so it can be refined
- Proactively surface expansion and renewal opportunities as your book matures
Benefits
- Health & Wellness: Premium medical, dental, and vision insurance plans for you and your family. OneMedical and Peloton subscriptions. Access to Modern Health and Included Health for additional well-being and expert medical care
- Paid Time Off: Take the time you need when you need it. Company-wide winter and summer recharge breaks and half-day Fridays
- Equity: In addition to a competitive base salary, our equity plans allow employees to share in the success of the company
- Unique Perks: Quarterly flex dollars for whatever you need, cell phone and internet stipends, lunch on Tuesdays for those in-office, and the occasional instructor drop in
- Family Planning: Competitive parental leave programs for both birthing and non-birthing parents. Leave administration with Cocoon. Fertility support through Carrot
- Learning & Development: We are a learning company after all! Full access to MasterClass courses and the opportunity to gift memberships to loved ones. Personal development dollars are provided every 6 months for things like career coaching or books
- Charitable Giveback: Company charity matching and paid days off to volunteer in your community
4-8 years of full-cycle, quota-bearing SaaS sales experience with a consistent history of meeting or exceeding targetsDemonstrated consultative selling skills — deal qualification, discovery frameworks, and pipeline managementHigh intrinsic motivation and an entrepreneurial mindset built for optimizing AI workflowsWe are looking for more than what a resume can show.