GM, Marketplace

What You'll Own Expert Supply. The marketplace is only as good as the experts on it. You'll own the strategy for recruiting, vetting, activating, and retaining a high-quality bench of experts across every category, human and AI alike, because more great experts in more categories means more reasons for customers to come, stay, and refer. Customer Demand. You'll own how customers find Leland, why they convert, and how well they're served — understanding the acquisition funnel, optimizing conversion across categories, and ensuring the customer experience drives retention and word of mouth. Category Expansion. Leland currently serves 50+ categories spanning career development, school admissions, and test prep. There are more to open, and you'll identify where the demand exists, recruit the supply to serve it, and launch new categories with urgency. Enterprise. An early-stage but high-potential channel. Companies are coming to Leland to deploy AI-delivered services for workforce upskilling and outplacement at scale. You'll develop and grow this motion alongside the core marketplace.

What We're Looking For Marketplace Operator You understand how two-sided markets work. You know that supply and demand both need dedicated attention, that the unit economics matter, and that growth comes from finding the right lever and pressing hard. You've done this before: at a startup, a marketplace company, or somewhere you had to figure it out yourself. Ideal backgrounds include: GM, operator, or founder at a marketplace or platform business Revenue or growth leader at an edtech, coaching, or content company Early operator at a high-growth startup who owned a P&L or a major business line Commercially Sharp You've owned a number and moved it — carrying a quota, leading a sales or growth team, or running a business where you were responsible for the top line. The pattern we're looking for: you identified an opportunity, built a motion, and executed it. Not delegated. Did it. You're comfortable with data and know what metrics matter for a marketplace (GMV, take rate, conversion, LTV, CAC, NPS) and how to find the insight that changes what you do next. Category Instinct You don't need to be an MBA admissions expert or a consulting recruiting guru, but you need genuine respect for the goals our clients are chasing. They're high-stakes, personal, and outcomes-driven. The best people in this role care about getting clients where they're trying to go, not just hitting a booking number. AI-Native You build with AI in your own work. You're not learning about it from the outside; it's already part of how you operate. That's table stakes here. Your Identity You find the pull. You're not waiting to be told which lever matters; you're testing, reading the data, and doubling down on what's working. You're a builder. You don't just manage what exists. You create new programs, new supply pipelines, new ways to activate experts and convert customers. You build with AI. It's how you work, how you think through problems, and how you move faster than people who don't. You treat the business like it's yours. You know the numbers. You make decisions like they cost real money. You're high-agency. When something's broken, you fix it. When there's an opportunity, you move on it. You move fast. Leland is not a slow-moving organization. The people who thrive here ship things and learn from them. You care about the mission. We're helping people reach ambitious goals. That matters, and the best people here feel it. What It's Like to Work Here GMs at Leland operate like founders with a platform behind them. You own the roadmap for your business, earn resources as you demonstrate traction, and see your

compensation and equity grow as the business does. You start with the full Leland platform as your unfair advantage — the brand, the audience, the distribution, the payment rails — and you build from there. You'll work directly with Head of GMs Nick Van Slooten and work closely with our CEO, John Koelliker. Leland is based in Lehi, Utah and we work in person every day.

The team is small, the pace is fast, and the work is real. Why Leland? The chance to join a world-class team helping people achieve their career and educational dreams Work in a collaborative, high-energy environment where your contributions have a direct impact Operate in a fast-paced, AI-native environment We don't hire people who merely want to work for a great company; we hire people who want to make a great company Leland is an equal opportunity employer. We encourage candidates of all backgrounds and demographics to apply.

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