Demo

Student Success Coach, Alpha - $120,000/year USD

Crossover
Greenwich, CT Full Time
POSTED ON 5/25/2026
AVAILABLE BEFORE 8/17/2026
  • $120,000 annual W2 salary with weekly pay; full health, dental, and vision coverage starting day one
  • On-site role at an Alpha K-8 school in Beverly Hills, CA; La Jolla (San Diego), CA; Palo Alto, CA; Piedmont, CA; South Bay (LA), CA; Greenwich, CT; Boca Raton, FL; Fort Lauderdale, FL; Miami, FL; Miami Beach, FL; Palm Beach Gardens, FL; Chicago, IL; Raleigh, NC; Portland, OR (relocation assistance available)

This role is about motivation, not traditional teaching.

When a student reaches 99% of their goal, the most supportive response is to hold the line and refuse to call it complete. If that standard feels uncomfortable, this role is not the right fit. If it energizes you because you know that holding the bar high is how you signal belief in a student's capability, read on.

At Alpha, academic learning happens through AI-driven applications. There are no lectures or textbooks. Approximately 60% of your time is spent facilitating one-hour life-skills workshops covering topics like public speaking, focus, and the exchange of constructive feedback. Around 30% is dedicated to individual and small-group sessions where you review student progress via Coachbot analytics and drive each student toward their weekly app targets. The remaining 10% involves analyzing data to inform the following week's coaching strategy. You will not be following a rigid script; workshops provide a foundation, and top performers in this role customize them and create new content when gaps arise.

A successful semester means at least 90% of students in your cohort meet their weekly app goals, demonstrate measurable improvement in life skills on Test2Pass, and rate their experience with you at 4 out of 5 or higher. Falling short on any of these three metrics means the role has not been fulfilled. As you demonstrate your ability to maintain high standards, you become eligible for advancement to Lead Guide — mentoring newer Guides while continuing to manage a cohort — and eventually to Campus Lead, where you oversee an entire school and manage parent engagement.

If you prefer traditional teaching methods, expect a fully prepared curriculum, or see warmth and rigor as incompatible, this position will not suit you. If your background includes athletic coaching, camp counseling, tutoring students who wanted to quit, or performing in front of middle schoolers, the final stage before receiving an offer is spending a full day on campus coaching actual Alpha students. If that prospect excites you most, submit your application today.

What You Will Be Doing

  • Facilitating one-hour life-skills workshops for K-8 cohorts on subjects including public speaking, focus, feedback exchange, and other foundational skills, modifying the existing playbook and creating new sessions when you identify a need
  • Conducting daily individual and small-group motivation sessions designed to drive every student toward their weekly app targets, leveraging Coachbot analytics, Alpha's incentive structures (school currency, leaderboards), and your personal relationship with each student to overcome resistance
  • Administering Test2Pass (Alpha's mastery-based life-skill assessment) and coaching students who do not achieve passing scores until they succeed
  • Tailoring your coaching approach to suit a broad age spectrum, from kindergarteners requiring high energy and physical activity to 8th graders needing direct communication and accountability
  • Analyzing weekly cohort performance data in Coachbot, pinpointing students falling behind, and refining your coaching tactics for the next week based on data insights

What You Won’t Be Doing

  • Delivering instruction at a whiteboard; academic content is embedded in the apps, not delivered by you
  • Creating an entire curriculum from scratch; you begin with a tested playbook and personalize it with your own style and narrative approach
  • Passively monitoring students on computers; motivation in this role is active, personal, and continuous
  • Working through bureaucratic processes to secure resources for students in need; if a student requires additional coaching time, you decide and implement immediately
  • Grading assignments, running standardized test preparation, or handling parent communications; Campus Leads manage parent-facing responsibilities, and the other tasks do not exist in this model

Student Success Coach Key Responsibilities

Guarantee that every student in your K-8 cohort achieves their weekly learning targets, masters each life skill, and finishes the year reporting that they valued their time with you.

Basic Requirements

  • Able to work on-site at an Alpha campus in Beverly Hills, CA; La Jolla (San Diego), CA; Palo Alto, CA; Piedmont, CA; South Bay (LA), CA; Greenwich, CT; Boca Raton, FL; Fort Lauderdale, FL; Miami, FL; Miami Beach, FL; Palm Beach Gardens, FL; Chicago, IL; Raleigh, NC; Portland, OR (relocation assistance available)
  • Bachelor's degree in any field
  • Minimum 3 years of direct experience working with K-8 students (including classroom teaching, coaching, tutoring, camp counseling, or youth program leadership)
  • A concrete example you can share of motivating a K-8 student toward a challenging goal: the objective, your actions, and the result
  • Comfortable allowing AI to manage instructional content while you concentrate on motivation and life-skills coaching
  • Authorized to work in the US without requiring visa sponsorship

Nice-to-have Requirements

  • Background in youth sports coaching, debate, camp leadership, theater, or after-school programs where you held direct responsibility for motivating children toward defined objectives
  • History of significant personal achievement (academic, athletic, or professional), demonstrating that maintaining high standards for others is a consistent trait rather than an adopted stance
  • Strong storytelling ability and stage presence capable of engaging a room of 12-year-olds for an hour without needing to raise your voice
  • Proven success converting disengaged or reluctant students into active, motivated participants

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 $60 USD/hour, which equates to $120,000 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-5607-US-Greenwic-StudentSuccess.001

Salary : $120,000

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