Head Coach
$150,000 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
In-person
08:00 am to 05:00 pm, M-F
full-time (40 hrs/week)
Long-term role

Head Coach   $150,000 USD/year

Description

  • On-site position in Dorado, Puerto Rico
  • $150,000 annual salary, distributed weekly

If you have moved beyond conventional education and will not compromise standards for comfort, this role will stand apart. You will guide students and adults toward ambitious goals, relying on metrics and explicit benchmarks—not traditional instruction and prepared lessons.

Alpha School is developing an AI-driven model in which students complete core academics in only two hours per day, then dedicate afternoons to developing practical life competencies. Our commitment is clear and rigorous: students love school, learn at 2× the rate of peers, and develop life skills. This position ensures that commitment is fulfilled for every K–8 student at our Dorado location.

You will remain directly involved. You will deliver one-hour life skills workshops, facilitate structured sessions that drive student progress in academic applications, and coach Guides through direct observation, actionable feedback, and concrete next steps. This is neither a conventional teaching position nor a passive leadership assignment. You will be held accountable for results, adherence to established protocols, and maintaining uncompromising standards.

If you are prepared to lead by example and cultivate a campus culture where outcomes are achieved through rigor, submit your application and demonstrate how you maintain high standards without exception.

What you will be doing

  • Deliver one-hour life skills workshops for K–8 students by preparing and executing sessions precisely according to established playbooks
  • Facilitate structured motivation sessions designed to drive student advancement in academic applications and goal achievement
  • Observe Guides during instruction and provide standards-based coaching with actionable improvement steps and consistent follow-up
  • Apply objective, metrics-informed judgment to maintain mastery standards, even when challenging
  • Work daily with campus personnel to ensure reliable execution of Alpha's 3 Promises

What you will NOT be doing

  • Deliver or tutor academic material using traditional classroom methods
  • Develop lesson plans or create curriculum
  • Deviate from established playbooks or improvise workshop content
  • Compromise mastery standards or adjust goals to create artificial success
  • Operate from behind a desk managing administrative tasks while others engage directly with students

Key responsibilities

Ensure that every K–8 student at Alpha's Dorado campus reliably experiences Alpha's 3 Promises: they love school, learn at 2× the speed of peers, and build life skills.

Candidate requirements

  • Work authorization for Puerto Rico
  • Capacity to work full-time on-site at the Dorado, Puerto Rico campus
  • Bachelor's degree
  • 5+ years of applicable experience coaching individuals toward ambitious outcomes
  • Experience working with children ages 5–14 in coaching, motivation, or youth development contexts
  • Experience coaching or directing adult performance using explicit standards and accountability
  • Strong verbal communication ability for K–8 audiences
  • Proficiency in data-driven decision-making (leveraging metrics and analytics to establish direction and maintain standards)
  • High-standards orientation with confidence delivering direct feedback and upholding goals without compromise

Meet a successful candidate

Watch Interview
CeCe
CeCe  |  Lead Guide
United States  

Has the harsh reality of teaching in a broken system worn you down? This compassionate Lead Guide is redefining what it means to support kid...

Meet CeCe

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.