Entrepreneurship Coach, Alpha - $150,000/year USD

• On-site role at Alpha School campuses in New York City, NY; San Francisco, CA; or Santa Barbara, CA
• Annual compensation of $150,000, distributed weekly. Full health benefits begin on day one.
• Relocation assistance provided
  
  

You understand that true compassion means refusing to compromise standards. Your background includes achievement at a tier most people encounter only through articles or screens: competitive athletics at the national level, academic distinction at an elite institution, entry into a hyper-selective organization, or a company you launched and grew without a template. Picture channeling that rigor into a space filled with K-12 learners who have never encountered someone like you—someone willing to demand more than they believed possible. If enforcing elite expectations feels uncomfortable or unkind, this role is not for you.

Alpha leverages AI-driven 1-on-1 instruction to enable students to complete core academic work in roughly two hours each day. The remaining time is dedicated to life competencies, self-directed projects, and meaningful development. At Alpha's most demanding campuses, learners require more than oversight. They require a credible mentor whose personal track record establishes legitimacy: someone capable of assessing group dynamics, defining expectations, and guiding students through friction, distraction, and doubt.

Your role is not instruction. It is mentorship, challenge, and accountability—holding students to the same exacting benchmark you applied to yourself. Forty percent of your time is spent in direct 1-on-1 and small-group coaching, identifying obstacles and setting stretch goals. Another forty percent involves facilitating structured life-skills workshops designed for competency acquisition, not engagement theater. The final twenty percent is devoted to tone-setting rituals: deliberate morning launches that cultivate a culture where average is unacceptable.

The trajectory here emphasizes mastery, not hierarchy. You begin by internalizing Alpha's methodology and earning student trust. Within a few months, you become the adult they allow to challenge them beyond perceived limits. The payoff is not a title change. It is witnessing a student who avoided eye contact in September deliver a poised presentation to a room of professionals in May.

If you have been seeking a channel for your elite credentials to generate impact beyond personal achievement, submit your application now.

What You Will Be Doing

• Conducting 1-on-1 and small-group coaching using Coachbot analytics and student data to identify barriers, establish ambitious targets, and enforce accountability for execution
• Facilitating structured life-skills workshops focused on competency development, drawing on credible narratives from your own elite background, then validating mastery via Alpha's Test2Pass framework
• Establishing cultural expectations each morning through deliberate kickoffs that embed high-performance norms across the campus environment
• Monitoring student advancement in real time and refining coaching approaches based on evidence rather than intuition
• Cultivating trusted mentorship relationships with students and families by maintaining high standards, reliability, and formalized motivation strategies
  
  

What You Won’t Be Doing

• Creating lesson plans, developing curriculum, or evaluating assignments (Alpha's instructional model manages content delivery; your focus is on drive and accountability)
• Presenting to large groups of 30 students (your work centers on high-contact coaching in intimate settings, not mass instruction)
• Overseeing other personnel or advancing through administrative tiers (this position prioritizes direct learner impact over organizational rank)
• Attending faculty assemblies or navigating institutional red tape (your schedule remains student-centered)
• Reducing expectations to satisfy numerical targets (if a student achieves 99%, your task is diagnosing the gap to 100%)
  
  

Entrepreneurship Coach Key Responsibilities

Deliver outstanding student motivation, developmental progress, and life-competency mastery at Alpha's most rigorous campuses.

Basic Requirements

• Bachelor's degree
• At least one documented instance of elite achievement in a highly selective, internationally recognized field (examples include: medals from national or international competitions, academic honors from a top-tier university, acceptance into a highly selective organization or fellowship, training at an elite performing arts conservatory, or founding and growing a successful enterprise)
• Minimum of 3 years in roles involving student coaching, youth mentorship, athletic training, or leadership positions where you demonstrably improved others' performance
• Availability to work on-site at an Alpha campus in New York City, NY; San Francisco, CA; or Santa Barbara, CA (relocation assistance available)
• Authorization to work legally in the United States
  
  

Nice-to-have Requirements

• History in elite competitive sports (Division 1 varsity, national squad, or professional tier) combined with coaching or mentoring experience with younger athletes
• Professional background in high-stakes environments such as management consulting, investment banking, or military command
• Demonstrated youth development impact through mentoring outside traditional academic contexts (community initiatives, after-school programs, athletic camps)
• Confidence engaging with and earning credibility among high-expectation families investing in premium private education
  
  

About Alpha

Want to join a learning rebellion that’s 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’s 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 www.crossover.com/help-and-faqs for more details on this topic.

Crossover Job Code: LJ-5740-US-SantaMon-Entrepreneursh