Director of Operations and Technology, 2 Hour Learning (Remote) - $400,000/year USD

REMOTEPosted 18 days ago

Job summary

• Job post source

  This job is from a recruiting firm hiring for a separate company, as it mentions an independent contractor agreement with Crossover acting as Contractor of Record.

• Job overview

  The Director of Operations and Technology at 2 Hour Learning leads one of four key operational areas to support rapid national school launches, driving execution and operational excellence in a high-growth education startup.

• Responsibilities and impact

  The role involves owning and executing a critical operational pillar such as regulatory approvals, campus development, onboarding systems, or financial management, leading cross-functional teams, creating operational playbooks, collaborating with leadership, and leveraging AI to optimize operations.

• Compensation and benefits

  The position offers $200 per hour, equating to $400,000 annually based on 40 hours per week and 50 weeks per year, with weekly payments; other benefits are not specified.

• Experience and skills

  Candidates need 7–10 years of experience including 3–5 years at a top strategy consulting firm, strong cross-functional operational management skills in uncertain environments, expertise in one operational area, analytical and execution skills, U.S. work authorization, willingness to travel, and proficiency with AI tools.

• Work environment and culture

  The company promotes a dynamic, innovative, and remote-friendly environment focused on transforming education through AI-driven personalized learning and values ownership and decisive action.

• Company information

  2 Hour Learning is an education startup backed by private equity, innovating K–12 learning by enabling students to complete a year's curriculum in two hours daily using AI and adaptive learning, with proven strong student performance.

• Job location and travel

  Remote position with approximately one week of travel per month within the U.S.

• Application process

  Applicants are encouraged to apply via the provided platform and will enter an independent contractor agreement with Crossover; specific application steps or deadlines are not detailed.

• Unique job features

  This role offers full ownership without committee approvals, direct access to decision-makers, and the opportunity to lead large-scale, rapid school launches using AI and automation tools.

Company overview

Trilogy is a software company specializing in enterprise software solutions, focusing on optimizing business processes and enhancing operational efficiency. They generate revenue through licensing their software products, offering subscription-based services, and providing consulting and support services. Founded in 1989 by Joe Liemandt, Trilogy has a rich history of innovation and has been instrumental in the development of several pioneering technologies in the software industry. The company is known for its dynamic work culture and emphasis on continuous learning and development.

How to land this job

• Position your resume to highlight leadership in large-scale operational launches, emphasizing ownership of end-to-end project execution without reliance on committees, as this role demands full accountability and decisive action.

• Focus on showcasing experience in managing cross-functional teams, regulatory compliance, campus development, onboarding systems, or financial operations, aligning your expertise with one of the key operational pillars described in the job.

• Apply through multiple channels including Trilogy's official corporate careers page, LinkedIn, and job boards that list the Director of Operations and Technology role to maximize your application visibility.

• Connect with current Trilogy employees in the 2 Hour Learning division on LinkedIn, using ice breakers such as commenting on the rapid expansion of new campuses, asking about how AI is integrated into operations, or expressing enthusiasm for transforming education through innovative operational leadership.

• Optimize your resume for ATS by incorporating keywords from the job description like 'cross-functional operations,' 'regulatory approvals,' 'campus development,' 'AI tools,' 'execution,' and 'operational playbooks' to ensure your resume passes automated screenings.

• Leverage Jennie Johnson's Power Apply feature to automate tailored applications, identify multiple application portals, and facilitate networking by finding relevant Trilogy contacts on LinkedIn, freeing you to focus on interview preparation and strategic follow-ups.