Entrepreneurship Coach, Alpha

Overview

On-site in San Francisco, CA;
Santa Barbara, CA; or New York City, NY. $150,000 annual salary paid weekly. Health benefits begin on day one. Relocation assistance available.

You have accomplished difficult things. You understand what it means to operate within rigorous standards. You recognize the gap between attempting and delivering. If you are ready to apply that discipline in a role that reshapes a young person s future, this position is designed for you.

Alpha School leverages AI-enabled 1:1 learning, allowing students to complete core academics in approximately two hours per day. The remaining time is dedicated to life skills, interest-driven projects, and genuine development. In our most demanding campus environments, students require more than oversight. They need a credible mentor capable of assessing dynamics, establishing expectations, and guiding them through resistance, distraction, and uncertainty.

This is not conventional classroom instruction. You will not deliver lectures, assign grades, or develop curricula. Your work is coaching. You will facilitate structured life-skills workshops. You will interpret data to identify what limits a student s progress, then apply focused pressure with empathy and precision until they execute.

If you bring a distinguished credential and a history of elevating others  outcomes, we are interested in speaking with you. Apply to contribute to a campus environment where students arrive prepared, develop concrete skills, and surpass challenging targets.

What You Will Be Doing

• Facilitate 1:1 and small-group coaching that translates student objectives into consistent action and quantifiable outcomes
• Leverage analytics and student aspirations to identify obstacles and design ambitious, personalized motivation strategies
• Conduct high-rigor life-skills workshops grounded in authentic storytelling, guided reflection, and practical application, followed by mastery evaluation
• Lead morning alignment sessions that establish culture, uphold elevated expectations, and prepare students before daily work begins
• Build trusted mentor relationships with students and their families through unwavering standards, reliability, and principled decision-making

What You Won’t Be Doing

• Deliver traditional classroom instruction, lectures, or academic tutoring
• Develop curriculum, craft lesson plans, or evaluate academic assignments
• Supervise staff, oversee campus operations, or assume administrative leadership responsibilities
• Compromise standards to achieve immediate compliance or superficial progress

Entrepreneurship Coach Key Responsibilities

• Ensure students at Alpha s most rigorous campuses remain deeply motivated and accomplish continuous growth and life-skill mastery through elite, high-expectation coaching.

Basic Requirements

• Bachelor s degree in any discipline
• At least one demonstrable elite marker (athletics, academics, professional accomplishment, or elite-level coaching)
• Track record in people-facing mentoring, coaching, or leadership that produced measurable improvement in others  performance
• Proven ability to operate in high-accountability settings with defined standards and consistent execution
• Capability to facilitate compelling, high-rigor group sessions and coach individuals with sound judgment
• Commitment to full-time, in-person work at an Alpha campus:
  San Francisco, CA;
  Santa Barbara, CA; or New York City, NY
• Authorization to work legally in the United States

Nice-to-have Requirements

• Experience applying data and analytics to inform coaching strategies and accountability frameworks
• History in competitive firms, high-growth startups, or elite athletics programs characterized by demanding performance standards

About Alpha

Want to join a learning rebellion that  transforming the traditional classroom? Alpha School is on a mission to reshape education with a bold approach that harnesses AI to accelerate learning and unleash student potential. They don t play by the old rules. Alpha is creating a new paradigm where students master core academics in just two hours a day, freeing up time for hands-on, passion-driven learning that truly prepares them for the real world.

Alpha School is rewriting the rules of education. Sounds too good to be true? It  not.

There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!

Working with us

This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $75 USD/hour, which equates to $150,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult  for more details on this topic.

Crossover Job Code: LJ-5740-US-Nashvill-Entrepreneur sh