Learning Specialist, 2 Hour Learning (Remote) - $60,000/year USD

Imagine a learning model where children complete an entire day's academic curriculum in two highly focused hours, then spend their afternoons launching podcasts, creating murals, or mastering back-handsprings. This is the 2-Hour Learning system that drives Alpha Anywhere—and you will be the strategist who maintains its momentum while advancing its future. Operating from any location with reliable internet access, you will convert vast quantities of AI-generated performance metrics into precise, well-timed actions that guide each learner toward 90% mastery and higher. When a learner encounters an obstacle, you will initiate a live coaching session, remove the barrier immediately, and restore their momentum with renewed confidence. At the same time, you will analyze detailed student performance data streams, identifying hidden trends that unlock each child's capabilities and engineering next-generation AI solutions capable of doubling learning velocity. Parents observe rising self-confidence, students accelerate their learning speed twofold, and you witness the tangible results of every insight you generate, every AI process you streamline, and every question you pose. Prepared to convert data into propulsion for young learners? Continue below. What You Will Be Doing Creating highly precise Academic Data Reports and performing systematic evaluations to identify problems, detect irregularities, and initiate corrections within 48 hours Leading rapid-intervention coaching calls and facilitating post-assessment sessions to eliminate obstacles, distinguish knowledge deficits from simple mistakes, and sustain student motivation Assessing and integrating new educational applications and resources while building AI/LLM prototypes to advance learning methodologies and address specific obstacles Collaborating with leadership to enhance tools, dashboards, and mastery benchmarks as the AI tutor platform develops What You Won’t Be Doing Attending prolonged meetings or delivering standardized presentations with no visibility into actual results Marking assignments, drafting lesson plans, or administering conventional educational programs—AI and innovation are the foundation of our approach Working purely at the strategic level without execution or being confined to repetitive administrative duties—this position demands hands-on engagement and agility Learning Specialist Key Responsibilities Enhance student learning outcomes through AI-powered analysis and live academic intelligence, evidenced by improved metrics including 2× learning velocity, application engagement, lesson mastery, response precision, and diminished negative learning behaviors across the Alpha Anywhere network. Basic Requirements At least 1 year in a role involving coaching, training, or instruction At least 1 year directly and repeatedly supporting K-8 students through recurring one-to-one or small-group academic coaching focused on learning habits, motivation, self-direction, test behavior, or executive-function routines; whole-class teaching alone is not sufficient At least 1 year in a role that combined hands-on data analysis with direct student or learner support At least 1 year using Google Sheets or Excel for data analysis, including lookups, filters, pivot tables, charts, or similar functions At least 6 months using AI tools such as ChatGPT, Claude, or Copilot in professional workflows to produce real work outcomes, not only casual search or writing polish Available to work from 8:00 AM to 12:00 PM Central Time, Monday through Friday Nice-to-have Requirements Background in learning science, educational principles, or demonstrated success improving outcomes through data-driven strategies Experience with Generative AI, prompting techniques, and basic coding skills (Python, JavaScript, etc.) for querying AI APIs About 2 Hour Learning Education is broken, but 2 Hour Learning is proving it doesn’t have to be. They’re tearing down the outdated one-size-fits-all model and replacing it with AI-driven personalized learning that helps kids master academics in just two hours a day. With students consistently ranking in the top 1-2% nationally and the top 20% achieving an astonishing 6.5x growth, they’re proving that smarter learning is possible. At 2 Hour Learning, it’s talent and performance that matter. They offer a dynamic, on-campus and remote-friendly environment where innovators, educators, and AI specialists can be a part of fixing a broken school system. 2 Hour Learning is reprogramming learning for the AI era. Here’s How They’re Fixing It. 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 $30 USD/hour, which equates to $60,000 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-5238-CA-Toronto-LearningSpecia.001

The Learning Specialist will analyze student performance data to provide rapid-intervention coaching and optimize AI-driven learning methodologies. They will collaborate with leadership to refine dashboards and develop AI prototypes to enhance student mastery and learning velocity.

Candidates must have at least one year of experience in academic coaching, data analysis, and professional use of AI tools. Proficiency in Google Sheets or Excel and availability during specific Central Time hours are mandatory.

• Data analysisPreferred
• Microsoft ExcelPreferred
• PythonPreferred
• JavaScriptPreferred

Identified from the job description. Confirm important requirements above.

• Academic coaching
• Data analysis
• Google Sheets
• Excel
• AI tools
• ChatGPT
• Claude
• Copilot
• Learning science
• Generative AI
• Prompting techniques
• Python
• JavaScript
• Data reporting
• Instructional design

• Education
• Data & Analytics
• Software
• Technology
• Consulting

Minimum experience

2+ years

Apply by

Sep 11, 2026

Posting language

English

Working hours

40 hours per week

Location requirements

Country, Toronto, Ontario, Canada

Seniority

Mid-Senior level