Crossover
Head of AI Operations, 2 Hour Learning (Remote) - $200,000/year USD
Crossover, New York, New York, us, 10261
Head of AI Operations, 2 Hour Learning (Remote)
Join to apply for the
Head of AI Operations, 2 Hour Learning (Remote)
role at
Crossover .
$100.00/hr – $100.00/hr (Base pay range). The position is full‑time (40 hrs per week) with a contractor agreement.
Operations Overview At 2 Hour Learning, Operations defines the product. Our AI‑native K‑12 school network depends entirely on the strength of our campus systems. The Operations team doesn’t simply enable growth—they are the architects of it. Every team member specializes in one of five essential domains and masters it rapidly through hands‑on deployment and AI‑enhanced learning.
Authorization & Permitting – navigate multi‑state legal frameworks and accelerate local permitting processes to open new regions.
Physical Build‑Out & Maintenance – manage campus construction, facility improvements, and vendor accountability to ensure and maintain superior infrastructure.
IT Operational Setup – deploy complete system configurations—hardware, software, technical support, compliance protocols—for every new campus launch.
Financial Operations – construct budgets, produce real‑time insight dashboards, and uphold audit‑compliant financial governance across all schools and business units.
PMO – drive execution of strategic technology and marketing projects through vendor performance tracking, analytics dashboards, and initiative reporting.
Responsibilities
Take full ownership of one of the five foundational operations domains: Authorization, Build‑Out, Platforms, Finance, or PMO.
Address novel challenges in your domain through AI integration, process automation, and iterative problem‑solving.
Produce precise specifications, analytical dashboards, or operational documentation that functions across multiple school sites.
Engage directly with operational realities: facility contractors, regulatory bodies, technology platforms, and campus personnel.
Conduct campus visits as required to deploy or validate your operational solutions.
What You Won’t Be Doing
Waiting for product or engineering teams to develop your operational tools—you will create prototypes and automations independently.
Prompting AI to “generate a standard operating procedure” and considering the task complete—you will engineer functional solutions hands‑on.
Remaining confined to headquarters—anticipate regular travel and on‑location execution.
Delegating execution of your strategic plans to others—you will own both design and implementation completely.
Key Responsibilities Deliver measurable results within your designated operations pillar by designing and implementing systems that enable rapid‑scale school growth with precision, reliability, and an AI‑first methodology.
Basic Requirements
Located in North America with capacity to travel 25–75% depending on operational needs.
5+ years of experience in high‑velocity, high‑autonomy operational environments.
Demonstrated analytical capability and written communication proficiency.
Action‑oriented mindset, collaborative temperament, complete accountability.
Background in at least one of: regulatory compliance, facility development, SaaS implementation, FP&A, or technology vendor oversight.
Applies AI as reflexively as others use spreadsheets: naturally, regularly, and across diverse applications.
Has developed automations, structured operational workflows, and explored hands‑on coding for practical or personal projects.
Proven ability to rapidly acquire expertise in unfamiliar domains (legal, financial, compliance, technical systems, etc.).
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 6.5× growth, they’re proving that smarter learning is possible. 2 Hour Learning is reprogramming learning for the AI era and offers a dynamic, on‑campus and remote‑friendly environment where innovators, educators, and AI specialists can be part of fixing a broken school system.
Working With Us This is a full‑time (40 hrs 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 is $100 USD/hour (≈$200,000 USD/year assuming 40 hrs per week and 50 weeks per year). Payment is weekly. Consult www.crossover.com/help-and-faqs for more details.
We look forward to meeting you.
#J-18808-Ljbffr
Head of AI Operations, 2 Hour Learning (Remote)
role at
Crossover .
$100.00/hr – $100.00/hr (Base pay range). The position is full‑time (40 hrs per week) with a contractor agreement.
Operations Overview At 2 Hour Learning, Operations defines the product. Our AI‑native K‑12 school network depends entirely on the strength of our campus systems. The Operations team doesn’t simply enable growth—they are the architects of it. Every team member specializes in one of five essential domains and masters it rapidly through hands‑on deployment and AI‑enhanced learning.
Authorization & Permitting – navigate multi‑state legal frameworks and accelerate local permitting processes to open new regions.
Physical Build‑Out & Maintenance – manage campus construction, facility improvements, and vendor accountability to ensure and maintain superior infrastructure.
IT Operational Setup – deploy complete system configurations—hardware, software, technical support, compliance protocols—for every new campus launch.
Financial Operations – construct budgets, produce real‑time insight dashboards, and uphold audit‑compliant financial governance across all schools and business units.
PMO – drive execution of strategic technology and marketing projects through vendor performance tracking, analytics dashboards, and initiative reporting.
Responsibilities
Take full ownership of one of the five foundational operations domains: Authorization, Build‑Out, Platforms, Finance, or PMO.
Address novel challenges in your domain through AI integration, process automation, and iterative problem‑solving.
Produce precise specifications, analytical dashboards, or operational documentation that functions across multiple school sites.
Engage directly with operational realities: facility contractors, regulatory bodies, technology platforms, and campus personnel.
Conduct campus visits as required to deploy or validate your operational solutions.
What You Won’t Be Doing
Waiting for product or engineering teams to develop your operational tools—you will create prototypes and automations independently.
Prompting AI to “generate a standard operating procedure” and considering the task complete—you will engineer functional solutions hands‑on.
Remaining confined to headquarters—anticipate regular travel and on‑location execution.
Delegating execution of your strategic plans to others—you will own both design and implementation completely.
Key Responsibilities Deliver measurable results within your designated operations pillar by designing and implementing systems that enable rapid‑scale school growth with precision, reliability, and an AI‑first methodology.
Basic Requirements
Located in North America with capacity to travel 25–75% depending on operational needs.
5+ years of experience in high‑velocity, high‑autonomy operational environments.
Demonstrated analytical capability and written communication proficiency.
Action‑oriented mindset, collaborative temperament, complete accountability.
Background in at least one of: regulatory compliance, facility development, SaaS implementation, FP&A, or technology vendor oversight.
Applies AI as reflexively as others use spreadsheets: naturally, regularly, and across diverse applications.
Has developed automations, structured operational workflows, and explored hands‑on coding for practical or personal projects.
Proven ability to rapidly acquire expertise in unfamiliar domains (legal, financial, compliance, technical systems, etc.).
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 6.5× growth, they’re proving that smarter learning is possible. 2 Hour Learning is reprogramming learning for the AI era and offers a dynamic, on‑campus and remote‑friendly environment where innovators, educators, and AI specialists can be part of fixing a broken school system.
Working With Us This is a full‑time (40 hrs 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 is $100 USD/hour (≈$200,000 USD/year assuming 40 hrs per week and 50 weeks per year). Payment is weekly. Consult www.crossover.com/help-and-faqs for more details.
We look forward to meeting you.
#J-18808-Ljbffr