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

Crossover; Greenwich (CT); On-site; USD 108,000 - 132,000; Full time

Job summary

Crossover is seeking a Learning Coach for a full-time, on-site role in Greenwich, CT. You will motivate and guide K-3 students, using analytics to drive progress and weekly objectives.

Responsibilities include coaching individuals and small groups, delivering dynamic life-skills workshops, and ensuring students believe they can achieve more than before.

Qualifications

• Bachelor's degree in any subject is required.
• At least 3 years of direct work with children aged 4–9 in teaching, coaching, tutoring, camps, or youth programs.
• Experience leading group activities for young children with engagement strategies.
• Proven track record of motivating children to achieve challenging goals with specific examples.
• Ability to adjust approach based on feedback and results.
• Comfort using AI-powered learning while focusing on coaching and life-skill development.
• Legal authorization to work in the United States without visa sponsorship.

Responsibilities

• Facilitate life-skills workshops for K-3 students focusing on communication, concentration, feedback, and engagement.
• Provide one-on-one and small-group coaching using analytics to track progress toward weekly goals.
• Evaluate life-skill proficiency and coach students to genuine mastery, not just participation.
• Adapt coaching for different developmental stages with engaging activities and stories.
• Build supportive relationships to push students beyond their perceived limits.

Skills

Coaching

Group activities leadership

Motivation techniques

Feedback delivery

Adaptability to learning analytics

Education

Bachelor's degree

Tools

AI-powered learning

Job description

The curriculum is already designed. The AI already delivers the instruction. Your role is to help a child believe they're capable of something they once thought impossible.

Alpha students complete their academic requirements in just two hours daily through adaptive learning technology. This structure allows Guides to concentrate on life-changing work: cultivating confidence, resilience, communication skills, and the drive to embrace difficult challenges.

You won't find yourself delivering lessons from the front of a room. Instead, you'll coach students through obstacles, acknowledge their victories, and demonstrate what rigorous standards look like when combined with authentic support.

You’ll oversee one K-3 cohort band—Kindergarten-1st grade or 2nd-3rd grade. Half your time is dedicated to facilitating dynamic, one-hour workshops focused on life skills such as public speaking, concentration, and receiving feedback. The remaining half involves coaching students both individually and in small groups, leveraging learning analytics to ensure every child progresses toward challenging weekly objectives. Every moment counts. Students should emerge from your workshops more skilled than when they entered and finish your coaching sessions believing they can accomplish more than they previously imagined.

This position isn't designed for someone seeking to deliver curriculum or oversee a traditional classroom. It's intended for someone who enjoys motivating young children, excels with measurable results, and trusts that the right coach can transform a child's future. If you've motivated kids as an educator, coach, camp counselor, youth leader, or performer, you'll discover a distinctly different type of classroom environment here.

This is a full-time, on-site position at one of Alpha's campuses. We recruit nationally, so job boards may list this opportunity in nearby cities that do not have a campus.

Current openings are available in Palo Alto, Los Angeles (South Bay), Malibu, Orange County (Lake Forest), San Francisco, and Santa Monica, CA; Greenwich, CT; Boca Raton and Miami, FL; Chicago, IL; Boston, MA; New York City, NY; and Seattle (Kirkland), WA.

If you're interested in another Alpha campus, apply anyway and tell us your preferred location—we'll consider you for the appropriate opening.

What You Will Be Doing

• Facilitate dynamic life-skills workshops that guide K-3 students in mastering communication, concentration, feedback, and other enduring skills through active engagement rather than passive listening.
• Provide one-on-one and small-group coaching, utilizing Coachbot analytics, established motivation frameworks, and meaningful relationships to ensure every child progresses toward challenging weekly learning objectives.
• Evaluate life-skill proficiency through Alpha's Test2Pass framework, coaching students until they exhibit genuine mastery—not merely participation.
• Adjust your coaching approach to match the developmental stage of your cohort, whether that involves songs, movement, and narratives for younger learners or greater independence and responsibility for older students.
• Cultivate relationships where students feel sufficiently supported to push beyond what they believed they could accomplish.

What You Won’t Be Doing

• Presenting academic lessons at a whiteboard. Students complete academics through adaptive software.
• Developing curriculum from the ground up. You'll refine and personalize established playbooks rather than creating lessons.
• Observing students work quietly on computers. Your role involves active coaching, motivation, and engagement.
• Reducing expectations when students encounter difficulties. Success involves helping students meet the standard, not adjusting the standard downward.
• Overseeing homework, grading assignments, or handling routine parent communication.

Learning Coach Key Responsibilities

Develop a cohort of K-3 students who are excited to attend school, reliably reach ambitious learning goals, and acquire the life skills that position them to succeed well beyond elementary school.

Basic Requirements

• Willing to work on-site at one of Alpha's campuses. Current openings are available in Palo Alto, Los Angeles (South Bay), Malibu, Orange County (Lake Forest), San Francisco, and Santa Monica, CA; Greenwich, CT; Boca Raton and Miami, FL; Chicago, IL; Boston, MA; New York City, NY; and Seattle (Kirkland), WA. Relocation assistance is available.
• Bachelor's degree in any subject.
• At least 3 years of experience working directly with children ages 4-9 through teaching, coaching, tutoring, camps, youth programs, or similar environments.
• Experience leading group activities for young children, with a concrete example of the structure or routine you used and how you kept the group engaged.
• A track record of motivating young children to achieve challenging goals, with specific examples of your impact.
• A concrete example of changing your approach based on feedback and the result.
• Comfort using AI-powered learning while focusing your own energy on coaching, motivation, and life-skill development.
• The ability to balance warmth with unwavering expectations.
• Legal authorization to work in the United States without visa sponsorship.

Nice-to-have Requirements

• Experience in youth sports, children's theater, camp leadership, Montessori, progressive education, or high-engagement after-school programs.
• Personal experience achieving ambitious goals in academics, athletics, or your career.
• Outstanding storytelling or performance skills that naturally capture the attention of young children.
• Evidence of helping reluctant or shy children become confident, engaged participants.

About Alpha

Join the team building school around student growth

Alpha reimagines the school day around faster learning, stronger mentorship, and more time for students to build real-world skills.

Roles with real student impact:

Alpha hires teachers (guides), operators, admissions experts, school & curriculum leaders, and remote team members.

Education work that pays like it matters:

Alpha offers six-figure roles for people ready to help build a radically better school experience.

A culture built for builders:

Alpha is fast-moving, ambitious, and student focused. It's for people who want to improve the system, not maintain it.

Alpha is where you can do the most meaningful work of your career.

Working with us

This is a full-time, W2 employee position with immediate access to benefits (https://support.crossover.com/article/7581-w2-benefits-u-s-paychex-paid-only). All roles are year-long positions. The compensation level for this role is $120,000 USD/year. The payment period is weekly. Consult www.crossover.com/help-and-faqs for more details on this topic.

Crossover Job Code: LJ-5634-US-Greenwic-LearningCoach.002