Student Success Strategist $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
Description
You believe that the most generous thing you can do for a student is to refuse to compromise on standards. You have competed, built, or succeeded at a level that most people only observe from a distance: elite-level athletics, a top university with honors, a highly competitive firm, or a company you launched yourself. Now imagine channeling that same intensity into a classroom filled with K-12 students who have never had someone with your credentials challenging them, holding them to expectations they didn't realize they could meet. If the idea of maintaining elite standards for students seems unreasonable to you, this isn't the right fit.
Alpha leverages AI-driven 1-on-1 instruction so students can complete core academics in roughly two hours per day. This approach opens the remainder of the day for life skills, self-directed projects, and meaningful development. At Alpha's most rigorous campuses, students require more than basic oversight. They require a credible mentor whose own track record defines the benchmark: someone who can assess group dynamics, establish expectations, and guide them through pushback, distraction, and uncertainty.
Your role is not to deliver lessons. AI manages instructional delivery. Your role is to inspire, coach, and hold students to the same demanding standard you've applied to yourself. Forty percent of your time is spent in direct 1-on-1 and small-group coaching that identifies obstacles and establishes ambitious objectives. Another forty percent involves facilitating structured life-skills workshops designed for skill acquisition, not engagement for its own sake. The final twenty percent is dedicated to setting the daily tone through intentional morning sessions that build a culture where mediocrity is unacceptable.
The progression here emphasizes depth over scope, not managerial advancement. You begin by mastering Alpha's methodology and earning student trust. Within a few months, you become the person they rely on to push them beyond their perceived limits. The payoff isn't a title change. It's the same cohort of students, year after year, maturing with you as their constant advocate. It's witnessing a student who avoided eye contact in September deliver a confident presentation to a room of adults in May.
This position remains student-centered. Students are the purpose, not a pathway to something else. If your motivation for leaving your current role is the mission itself, not the credential it adds to your resume, submit your application now.
What you will be doing
- Facilitating 1-on-1 and small-group coaching sessions, leveraging Coachbot analytics and student performance data to identify barriers, establish ambitious targets, and ensure accountability for execution
- Leading structured life-skills workshops designed for skill mastery, drawing on compelling examples from your own high-achievement background, and evaluating mastery via Alpha's Test2Pass framework
- Establishing the campus culture each morning through intentional kickoff sessions that communicate and reinforce high-performance standards
- Monitoring student progress continuously and refining coaching approaches based on observable data rather than intuition
- Cultivating trusted mentorship with students and their families by maintaining high expectations, consistency, and formalized motivation strategies
What you will NOT be doing
- Delivering lessons, creating curriculum, or evaluating assignments — Alpha's AI-driven academic platform manages instruction; your focus is motivation
- Presenting to large classrooms of 30 students (your work centers on high-impact coaching in small groups, not broad-reach teaching)
- Overseeing other personnel or pursuing an administrative career path (this role prioritizes direct student outcomes, not organizational advancement)
- Attending faculty meetings or managing institutional bureaucracy (your schedule remains concentrated on student engagement)
- Compromising standards to satisfy performance indicators (if a student achieves 99%, your task is to understand what prevented 100%)
Key responsibilities
Drive outstanding student motivation, development, and life-skill proficiency at Alpha's most demanding campuses.
Candidate requirements
- Bachelor's degree
- At least one example of extraordinary accomplishment in a highly selective, internationally recognized field (examples: national or international competition honors, top-tier university with distinction, highly competitive firm or fellowship, elite performing arts program, or launching and growing a successful venture)
- At least 3 years of experience in student coaching, youth mentoring, athletic coaching, or leadership contexts where you demonstrably elevated others' performance
- Willing to work on-site at an Alpha campus in Santa Barbara, CA; Santa Monica, CA; San Francisco, CA; Greenwich, CT; Boston, MA; New York City, NY; or Seattle, WA (relocation assistance available)
- Legal authorization to work in the United States
Nice to have
- Experience in elite competitive sports (varsity D1, national team, or professional level) combined with coaching or mentoring experience for younger athletes
- Background in high-accountability settings such as management consulting, investment banking, or military leadership
- Demonstrated youth development through mentorship in non-classroom contexts (community organizations, after-school initiatives, sports camps)
- Ability to present effectively to and establish rapport with high-expectation families who pay premium private school tuition
You will be working for
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.
Cognitive 
aptitude test.
Prove real-world 
job skills.
Interview with the hiring manager.
Pass
proctored test.
Accept job offer.
Frequently asked questions
Reviews
Meet some people who've landed similar jobs
School sucks. So we’re fixing it.
The education Olympics
It’s hard to qualify – on purpose. High standards mean every educator, leader and EdTech builder is at the top of their game.
Salary without side gigs
Top performers earn what they’re worth. Six-figure education roles aren’t fantasy here – they’re the baseline for excellence.
Skills make the grade
Skills carry more weight that resumes here. Demonstrate learning mastery, AI fluency and passion for what’s next. That’s what counts.
Join America’s largest community of 
AI-first education leaders.