Youth Success Coach
$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 Success Coach   $100,000 USD/year

Description

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

If your idea of teaching is a predictable schedule and a pre-written curriculum, this isn't the right fit. This position requires someone capable of leading a group of 10–15 young children, sustaining high energy throughout the day, and maintaining rigorous expectations. You'll be coaching behavior, attention, and accountability in the moment, and the standard is mastery—not just showing up.

Alpha is an AI-powered private school founded on one core principle: children can achieve core academic competencies more rapidly through adaptive learning technology, freeing time to develop the life skills that truly shape their trajectory. Your responsibility is to execute this model with a K–3 cohort. As a Guide, you oversee one cohort band—either K-1 (Kindergarten–1st) or 2-3 (2nd–3rd)—and customize your approach, tempo, and instruction to fit that developmental stage. You'll facilitate hands-on life skills workshops (including public speaking, concentration, and feedback exchange) and monitor daily academic advancement through Coachbot analytics, defined benchmarks, and proven motivational frameworks.

This is a role built on accountability. Success is measurable: 2x academic growth per semester, 90%+ student satisfaction, and demonstrated life-skill proficiency validated by Test2Pass. If you're prepared to coach with intensity, clarity, and purpose, let's connect.

What you will be doing

  • Facilitate one-hour, interactive life skills workshops that combine narrative, rhythm, and hands-on practice to prepare students for Test2Pass mastery
  • Leverage Coachbot analytics to identify obstacles proactively, establish daily and weekly benchmarks, and ensure continuous progress across adaptive learning platforms
  • Conduct group accountability sessions that reinforce objectives, acknowledge achievements, and flag challenges before they escalate into performance gaps
  • Implement motivational frameworks (such as school currency, leaderboards, and reward structures) to generate measurable shifts in focus, perseverance, and productivity
  • Step in immediately when students disengage or encounter difficulty, guiding them toward independent problem-solving and real-time self-correction

What you will NOT be doing

  • Teaching through traditional academic lectures or serving as the main source of content delivery
  • Acting as a passive monitor while students use devices without active coaching
  • Adjusting weekly performance targets downward to meet reporting expectations
  • Facilitating workshops where attendance is recorded but competency cannot be demonstrated post-session

Key responsibilities

This role ensures that a K–3 cohort reliably achieves 2x academic growth per semester while sustaining 90%+ student satisfaction and demonstrable life-skill competency.

Candidate requirements

  • Bachelor's degree in any field
  • Full fluency in English
  • At least intermediate Spanish proficiency to direct behavior, provide instructions, and engage with families
  • 3+ years of experience working with children ages 4–9 in dynamic, high-engagement environments (classroom, camp, coaching, or afterschool programs)
  • Experience actively leading and engaging groups of 10–15+ young children (beyond supervision)
  • Exposure to structured goal-setting or progress targets with children
  • Track record of receiving performance feedback and applying it
  • Willing to work in person in Dorado, Puerto Rico
  • Legal authorization to work in Puerto Rico without sponsorship

Nice to have

  • Experience designing or delivering structured workshops that incorporate assessment or performance validation
  • Experience interpreting data or learning analytics to influence student outcomes (e.g., app dashboards, progress reports)
  • Direct experience implementing incentive systems such as points, currency, badges, or leaderboards with youth populations

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...

Meet Chris

Applying for a role? Here’s what to expect.

Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.

Chat-style
screening interview.
STEP 1

Chat-style
screening interview.

Cognitive 
aptitude test.
STEP 2

Cognitive 
aptitude test.

Prove real-world 
job skills.
STEP 3

Prove real-world 
job skills.

Interview with the hiring manager.
STEP 4

Interview with the hiring manager.

Pass
proctored test.
STEP 5

Pass
proctored test.

Accept job offer.
STEP 6

Accept job offer.

Frequently asked questions

About Crossover

Meet some people who've landed similar jobs

Why Crossover

Recruitment sucks. So we’re fixing it.

The Olympics of work

The Olympics of work

It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.

Premium pay for premium talent

Premium pay for premium talent

Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.

Shortlist by skills, not bias

Shortlist by skills, not bias

We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.

Crossover Logo White
Follow us on
Have a question?

Get answers to common questions using our smart chatbot Crosby.

HELP AND FAQs

Join the world's largest community of  AI first Remote WorkersAI-first remote workers.