Chief of Staff Associate

Work is changing at a pace we’ve never seen before. As AI and new technologies reset entire industries, the real edge for companies and individuals is the ability to learn, adapt, and upgrade skills just as quickly.

The problem is scale. Most organizations struggle to build capability at the speed they need. Traditional e-learning scales but doesn’t engage. Live workshops engage but don’t scale. AI tutors personalize content but miss the human connection and collaboration that drive real behavior change.

This company solves that challenge. Using a unique blend of learning science, technology, and group-based problem solving, the platform enables live collaborative learning—without requiring live facilitators. Teams learn by doing : practicing skills, solving problems together, exchanging feedback, and rewiring how they operate.

For the first time, deep transformative learning becomes infinitely scalable.

The technology already supports learning for global enterprises and high-performance teams across multiple industries. The business is profitable, backed by top investors, and expanding rapidly as organizations realize this model finally makes high-impact learning repeatable at scale.

The company is at a defining moment. Demand is rising, the model works, and the next phase of growth requires exceptional people who want to help shape the future of learning.

What You’ll Do

Lead the design and structuring of custom learning modules for enterprise clients, turning complex organizational challenges into clear, engaging, and actionable learning experiences. Over time, take ownership of more of the full design cycle, from discovery through final delivery, working closely with senior L&D stakeholders.

Support revenue growth by running key sales operations such as lead generation, pipeline management, and client follow up. Identify high value opportunities, keep mid funnel activities moving, and make sure nothing slips through as the organization scales.

Strengthen leadership capacity by taking charge of essential business operations including procurement, invoicing, coordination, and special projects. Serve as the operational engine that allows senior leaders to focus on strategy and growth.

Build strong client relationships by joining leadership on client calls and independently driving projects forward. Learn to manage enterprise stakeholder expectations and consistently deliver impactful outcomes.

Develop high level judgment by gaining exposure to all core functions of the business, from product development to sales to operations. This is a hands on role with real ownership and decision making responsibility, not an observational one.

Who You Are

Learning enthusiast - You genuinely believe in the power of learning & development to transform organizations. Whether through personal experience or professional interest, you’re excited about making corporate learning more effective.

Ridiculously organized - You’ve learned to drive many active workstreams in parallel, not dropping any balls, and pushing all of them forward with the right dynamic prioritization, proactively reaching out for help when needed.

Analytically rigorous - You can break down ambiguous problems, structure compelling narratives, and synthesize complex information into clear frameworks (think McKinsey-level problem solving, but applied to learning design).

Low ego, high ownership - You’re excited to do whatever it takes - from high-level strategy to detailed execution. No task is beneath you when it moves the business forward.

Entrepreneurially minded - You see this role as a stepping stone to founding your own venture. You want to learn by doing, not by observing.

Client-ready from day one - You can hold your own with client stakeholders, combining polish with authenticity. You’re comfortable with ambiguity and can think on your feet.