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Youth Development Specialist, Alpha

Job in Greenwich, Fairfield County, Connecticut, 06831, USA
Listing for: Crossover
Full Time position
Listed on 2026-07-13
Job specializations:
  • Education / Teaching
    Youth Development, Life Skills Coach/Career Advisor, Tutoring
Salary/Wage Range or Industry Benchmark: 120000 USD Yearly USD 120000.00 YEAR
Job Description & How to Apply Below
Position: Youth Development Specialist, Alpha - $120,000/year USD

$120,000 per year W2 salary, paid weekly; health, dental, and vision benefits from day one.

On-site at an Alpha K‑8 campus in one of the following locations:
Beverly Hills, CA;
Piedmont, CA;
Greenwich, CT;
Boca Raton, FL;
Fort Lauderdale, FL;
Miami Beach, FL;
Palm Beach Gardens, FL;
Chicago, IL;
Raleigh, NC;
Portland, OR. Relocation assistance available.

You will not teach. You will motivate.

Alpha students complete their academic work through AI‑driven applications. Approximately 60% of your time is spent facilitating one‑hour life‑skills sessions focused on public speaking, concentration, and constructive feedback exchange. Around 30% involves meeting with students individually or in small groups, analyzing their progress via Coachbot analytics, and guiding each toward their weekly application targets. The remaining 10% is dedicated to data analysis that informs the following week’s coaching strategy.

What

You Will Be Doing
  • Facilitating one‑hour life‑skills sessions for K‑8 cohorts covering public speaking, concentration, feedback exchange, and other foundational competencies, modifying the existing framework and creating new sessions when needs arise.
  • Conducting daily individual and small‑group motivation sessions that drive every student toward their weekly application targets, leveraging Coachbot analytics, Alpha’s incentive structures (school currency, leaderboards), and rapport with each student to overcome resistance.
  • Delivering the Test2

    Pass (Alpha’s mastery‑based evaluation) for each life skill, and continuing to coach students who do not achieve passing scores until mastery is demonstrated.
  • Adjusting coaching approach across a broad age spectrum, from kindergarteners requiring high energy and physical activity to 8th graders needing direct conversation and accountability.
  • Analyzing weekly cohort performance metrics in Coachbot, pinpointing students falling behind, and modifying coaching tactics for the subsequent week based on data insights.
What You Won’t Be Doing
  • Delivering whiteboard lectures; academic content is handled by the applications, not by you.
  • Creating an entire curriculum from scratch; you begin with an established playbook and enhance it with your personal energy and narrative skills.
  • Passively monitoring students at computers; motivation in this role is active, individualized, and persistent.
  • Working through bureaucratic approval processes to secure resources for struggling students; when a student requires additional coaching time, you decide and implement immediately.
  • Grading assignments, conducting standardized test preparation, or handling parent communication;
    Campus Leads manage parent‑facing responsibilities, and the other tasks do not exist in this model.
Youth Development Specialist

Key Responsibilities

Guarantee that every student in your K‑8 cohort achieves their weekly learning targets, demonstrates mastery of each life skill, and concludes the year expressing genuine appreciation for your guidance.

Basic Requirements
  • Available to work on-site at one of the listed Alpha campuses (relocation assistance available).
  • Bachelor’s degree in any field.
  • Minimum 3 years of direct experience working with K‑8 students (classroom instruction, coaching, tutoring, camp counseling, or youth program management).
  • A concrete example you can articulate of motivating a K‑8 student toward a challenging goal: objective, actions, and result.
  • Comfort allowing AI to deliver instructional content while you concentrate on motivation and life‑skills development.
  • Authorization 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.
  • Demonstrated personal achievement (academic, athletic, or professional), indicating that holding others to high standards reflects your character, not an adopted stance.
  • Narrative ability and presence sufficient to engage a room of 12‑year‑olds for an hour without escalating volume.
  • History of transforming disengaged or resistant students into engaged contributors.
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