Youth Development Specialist
$100,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 

Dorado, Puerto Rico
8am to 5pm, Monday to Friday
In-person
full-time (40 hrs/week)
Long-term role

Youth Development Specialist   $100,000 USD/year

Description

  • Location: Dorado, Puerto Rico (on-site) | Compensation: $100,000/year | Full-time: 40 hours/week

If you're looking for a scripted curriculum and calm, predictable days, this isn't your role. We need someone who can take charge of a room with 10–15 young students, sustain high energy throughout the day, and enforce rigorous expectations without compromise. You'll be coaching behavior, attention, and execution in the moment, and you'll demand true mastery—not symbolic effort.

Alpha is an AI-powered private school founded on a straightforward principle: children can achieve core academic competencies more quickly through adaptive learning technology, freeing time to develop the life skills that genuinely shape their trajectory. Your responsibility is to operationalize this model for a K–3 cohort. As a Guide, you'll lead one cohort band—either K-1 (Kindergarten–1st grade) or 2-3 (2nd–3rd grade)—and adjust your approach, tempo, and workshop design to fit that band. You'll deliver immersive life skills workshops (including public speaking, concentration, and feedback exchange) and drive measurable daily advancement in learning apps by leveraging Coachbot analytics, explicit targets, and reliable motivational structures.

Accountability defines this work. Success is quantified: 2x academic advancement per semester, 90%+ student satisfaction ratings, and demonstrable life-skill proficiency validated through Test2Pass. If you're prepared to coach with intensity, clarity, and purpose, let's talk.

What you will be doing

  • Deliver one-hour, experiential life skills workshops that use narrative techniques, dynamic pacing, and hands-on practice to prepare students for Test2Pass
  • Leverage Coachbot analytics to identify obstacles early, establish daily and weekly benchmarks, and maintain momentum for every student across adaptive learning platforms
  • Facilitate group check-ins that build accountability around goals, recognize achievements, and bring challenges to light before they compromise performance
  • Deploy motivation frameworks (including school currency, leaderboards, and incentive structures) to produce measurable shifts in focus, resilience, and output
  • Step in immediately when students encounter difficulty or lose focus, guiding them through problem-solving and self-correction as issues arise

What you will NOT be doing

  • Teaching traditional academic lessons or serving as a one-on-one tutor
  • Overseeing students on devices without active engagement or intervention
  • Adjusting weekly performance targets downward to improve optics
  • Facilitating workshops where students attend but cannot prove competency upon completion

Key responsibilities

This position ensures that a K–3 cohort reliably achieves 2x academic progress per semester while sustaining 90%+ student satisfaction and confirmed life-skill mastery.

Candidate requirements

  • Bachelor's degree in any field
  • Full fluency in English
  • At least intermediate Spanish proficiency for managing behavior, issuing instructions, and engaging with families
  • 3+ years of experience working with children ages 4–9 in dynamic, high-engagement environments (classroom, camp, coaching, or afterschool programs)
  • Demonstrated experience actively leading and engaging groups of 10–15+ young children (beyond passive supervision)
  • Background in structured goal-setting or tracking progress metrics with children
  • Proven ability to receive performance feedback and implement changes accordingly
  • Willing to work in person in Dorado, Puerto Rico
  • Legal authorization to work in Puerto Rico without sponsorship

Nice to have

  • Background facilitating structured workshops with built-in assessments or performance validation
  • Experience applying data or learning analytics to accelerate student outcomes (e.g., app dashboards, progress tracking tools)
  • Hands-on experience with incentive mechanisms such as points, currency, badges, or leaderboards in youth programs

Meet a successful candidate

Watch Interview
Chris Hayes
Chris  |  L2 Guide
United States

Ever wondered if work is enhancing your life, or erasing it? After years of late nights as a fitness coach left him exhausted and disconnect...

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