Demo

Learning Guide, Alpha - $120,000/year USD

Crossover
Boston, MA Full Time
POSTED ON 4/21/2026
AVAILABLE BEFORE 9/4/2026
  • On-site at an Alpha School campus: Lake Forest (Orange County), CA
  • Piedmont, CA
  • Santa Barbara, CA
  • Santa Monica, CA
  • Greenwich, CT
  • Fort Lauderdale, FL
  • Palm Beach Gardens, FL
  • Chicago, IL
  • Boston, MA
  • Raleigh, NC
  • Charlotte, NC
  • Portland, OR
  • Seattle, WA
  • $120,000 USD annually, paid weekly. Day-one health, dental, and vision benefits
  • Relocation support provided. No teaching certificate required.

The most valuable thing you can do for a student who scores 95% is push them further instead of calling it finished. If that approach makes you uneasy, this role isn't for you. If it excites you, you're already aligned with our philosophy.

At Alpha, students don't absorb information through traditional lectures. They progress through academics using AI-powered adaptive software at their own speed, frequently finishing an entire grade level in a matter of weeks. Your role centers on what the software cannot provide: guiding kids through moments of frustration, teaching them how to deliver feedback, holding them to standards beyond what they believed possible, and making them eager to return each day. You'll facilitate hands-on life skills workshops covering public speaking, focus, and time management, followed by motivation sessions designed to cultivate authentic engagement rather than mere compliance.

This isn't a traditional classroom environment. You'll work directly with a small cohort of K-12 students who recognize you by name. You'll monitor their advancement through Coachbot analytics, identify when someone encounters a barrier, and coach them on strategies to overcome it independently. When 100% of your students achieve their weekly targets and 90% provide positive survey feedback, you'll see evidence that the model succeeds because you executed it effectively.

Guides who excel with their cohort advance to Lead Guide positions — mentoring other Guides and influencing how an entire campus delivers on Alpha's mission. Alpha continues opening new campuses, and those who establish excellence today become the architects of its future expansion. If you've never contemplated a career in education but believe you could alter a child's path, this role transforms that conviction into daily work. Apply today.

What You Will Be Doing

  • Facilitating one-hour life skills workshops with K-12 students covering topics such as public speaking, focus, and delivering feedback: hands-on, project-driven sessions where you're engaging actively, not lecturing passively
  • Coaching a small student cohort daily, leveraging Coachbot analytics and student profiles to establish individualized goals, monitor app advancement, and challenge every student to progress
  • Preparing and administering mastery-based assessments (Test2Pass) to confirm students have genuinely acquired the skill, not simply attended the session
  • Building connections with students as individuals: discovering their interests, identifying what drives each one, and adjusting your methods to match
  • Maintaining the quality standard: 100% of students reaching weekly goals, 90% student satisfaction ratings on your surveys

What You Won’t Be Doing

  • Teaching traditional academic subjects. Students learn math, reading, and science through adaptive applications. You won't stand at a whiteboard explaining long division.
  • Creating lesson plans from the ground up. Alpha supplies a life skills curriculum and playbooks. Your responsibility is to execute them effectively, not design them from scratch.
  • Grading assignments, managing parent conferences, or administering standardized tests. There are no report cards to complete and no state test preparation to implement.
  • Supervising kids passively on computers. When a student encounters difficulty, you coach them on self-directed problem-solving. Passive observation contradicts this role.
  • Compromising standards when a student resists. The motivational framework depends on maintaining high expectations, not creating exceptions when discomfort arises.

Learning Guide Key Responsibilities

Coach a cohort of K-12 students who enjoy school, accelerate their learning through adaptive software, and develop life skills through dynamic workshops.

Basic Requirements

  • Bachelor's degree in any field
  • At least 3 years of experience working directly with K-8 students (professional or structured volunteer roles such as coaching, camp counseling, or youth programs)
  • Willing to work in-person at an Alpha School campus in one of these locations: Lake Forest (Orange County), CA; Piedmont, CA; Santa Barbara, CA; Santa Monica, CA; Greenwich, CT; Fort Lauderdale, FL; Palm Beach Gardens, FL; Chicago, IL; Boston, MA; Raleigh, NC; Charlotte, NC; Portland, OR; Seattle, WA
  • Legal right to work in the United States without visa sponsorship

Nice-to-have Requirements

  • Experience as an athletic coach, drama director, debate coach, or camp program leader where you inspired kids to excel, not just show up
  • Demonstrated record of personal achievement (academic, athletic, or professional) that students and parents view as credible
  • Confidence performing before groups: the type of presence that commands a room of twelve-year-olds without escalating your voice
  • Familiarity with adaptive learning platforms or ed-tech tools (e.g., Khan Academy, IXL, DreamBox)

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-Boston-LearningGuide

Salary : $120,000

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