Demo

Academic Success Coach, Alpha - $150,000/year USD

Crossover
Greenwich, CT Full Time
POSTED ON 5/19/2026
AVAILABLE BEFORE 8/10/2026
You believe the greatest act of kindness toward a student is to maintain rigorous standards. You have competed, created, or excelled at a level few people ever experience firsthand: elite-level sports, graduation with distinction from a top university, entry into a highly selective firm, or a venture you launched and grew yourself. Now imagine channeling that same drive into a classroom of K-12 students who have never encountered someone with your caliber of achievement, someone determined to hold them to expectations they never imagined reaching. If upholding elite standards feels too demanding, this role is not for you.

Alpha employs AI-driven 1-on-1 instruction, allowing students to complete their core academics in approximately two hours per day. The remainder of the day is devoted to life skills, passion projects, and authentic personal development. At Alpha's most rigorous campuses, students require more than oversight. They need a credible mentor whose track record establishes the benchmark: someone capable of reading the environment, establishing the culture, and guiding them through resistance, distraction, and uncertainty.

Your role is not instructional. AI delivers the academic content. Your responsibility is to motivate, coach, and hold students to the same rigorous standard you have applied to yourself. Forty percent of your time is spent in direct 1-on-1 and small-group coaching, diagnosing obstacles and establishing ambitious objectives. Another forty percent involves facilitating structured life-skills workshops designed for mastery rather than engagement. The final twenty percent is dedicated to morning kickoffs that set a daily tone where mediocrity is unacceptable.

The trajectory here emphasizes depth over advancement. You begin by mastering Alpha's approach and earning students' trust. Within months, you become the person they trust to push them beyond their perceived limits. The compensation isn't a title change. It's the privilege of working with the same students year after year, remaining in their corner as they mature. It's observing a student who struggled with eye contact in September confidently address a room of adults by May.

This position remains student-centered. Students are the purpose, not a pathway to something else. If your motivation to leave your current role is the mission rather than resume enhancement, submit your application now.

What You Will Be Doing

  • Conducting 1-on-1 and small-group coaching sessions, leveraging Coachbot analytics and student data to identify obstacles, establish ambitious objectives, and maintain accountability for execution
  • Facilitating structured life-skills workshops designed for mastery, drawing on compelling narratives from your own elite background, and evaluating mastery using Alpha's Test2Pass framework
  • Establishing the performance culture each morning through focused kickoffs that reinforce elevated expectations campus-wide
  • Monitoring student progress continuously and adapting coaching methods based on evidence rather than intuition
  • Cultivating trusted mentor relationships with students and families through elevated standards, reliability, and documented motivation strategies

What You Won’t Be Doing

  • Delivering lessons, creating curriculum, or evaluating assignments — Alpha's AI-driven academic platform manages instruction; your focus is motivation
  • Presenting to a classroom of 30 students (your work centers on intensive coaching in small settings, not large-group instruction)
  • Supervising other personnel or advancing through administrative ranks (this role prioritizes direct student outcomes, not organizational structure)
  • Attending faculty meetings or managing institutional bureaucracy (your time remains concentrated on students)
  • Compromising standards to meet targets (if a student achieves 99%, your responsibility is identifying what prevented 100%)

Academic Success Coach Key Responsibilities

Drive exceptional student motivation, growth, and life-skill mastery at Alpha's highest-expectation campuses.

Basic Requirements

  • Bachelor's degree
  • At least one instance of exceptional achievement in a highly selective, globally recognized domain (examples: national or international competition medals, top-tier university with distinction, highly selective firm or fellowship, elite performing arts institution, or founding and scaling a successful venture)
  • At least 3 years of experience in student coaching, youth mentoring, athletic coaching, or leadership roles where you measurably raised others' performance
  • Willing to work in-person at an Alpha campus in Santa Barbara, CA; Santa Monica, CA; San Francisco, CA; Greenwich, CT; Boston, MA; or New York City, NY (relocation support provided)
  • Legal right to work in the United States

Nice-to-have Requirements

  • Background in elite competitive athletics (varsity D1, national team, or professional level) with experience coaching or mentoring younger athletes
  • Experience in high-accountability environments like management consulting, investment banking, or military leadership
  • Track record of youth development through mentoring in non-academic settings (community organizations, after-school programs, sports camps)
  • Comfort presenting to and building trust with high-expectation families paying premium private school tuition

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-Greenwic-AcademicSucces

Salary : $150,000

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