Director of Retail Operations, 2 Hour Learning (Remote) - $400,000/year USD - Trilogy : Job Details

Overview

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

Join to apply for the Director of Retail Operations role at Trilogy. This role is with 2 Hour Learning, a high-growth educational model backed by private equity.

This range is provided by Trilogy. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

What You Will Be Doing

• Take complete ownership of a critical national launch domain: regulatory approvals, onboarding & systems implementation, or financial operations
• Spearhead cross-functional execution with autonomous decision-making authority and full results accountability
• Develop comprehensive operational playbooks from scratch and validate them through immediate implementation
• Work directly alongside founders, department heads, and on-site teams to deliver launch-ready infrastructure
• Leverage cutting-edge AI solutions and automation technologies to optimize operations and expedite implementation

What You Won't Be Doing

• Serving in an advisory capacity – this role demands hands-on execution
• Navigating bureaucratic channels – you'll have direct access to key decision-makers
• Focusing on a single market or isolated workflow – you'll orchestrate simultaneous initiatives across multiple regions
• Waiting for direction – you'll be expected to establish clarity in ambiguous situations
• Escalating difficult decisions – the tough calls will be yours to own and implement

Director Of Retail Operations Key Responsibilities

Take complete ownership of one fundamental operational pillar within 2HL's nationwide school launch initiative – delivering results rapidly, efficiently, and at scale. You'll have complete autonomy within your domain.

Basic Requirements

We're recruiting across several operational verticals. All positions require exceptional speed, clear communication, methodical thinking, and intense execution capabilities.

Successful Candidates Will Possess

• Minimum 3 years at a premier strategy consulting firm (McKinsey, Bain, BCG)
• Demonstrated success managing cross-functional operations in complex, fast-paced environments
• Expertise in at least one area: navigating regulatory frameworks, implementing onboarding systems, or managing financial operations at scale
• Highly structured problem-solving with strong bias toward action and ability to execute independently
• Authorization to work in the U.S. and willingness to travel approximately 1 week monthly
• Proficiency with AI tools to enhance productivity and accelerate deliverables

About 2 Hour Learning

Education is broken, and 2 Hour Learning is proving it doesn't have to be. They're using AI-driven personalized learning to help kids master academics in just two hours a day. Students are ranked in the top 1-2% nationally, with top performers achieving significant growth. 2 Hour Learning combines dynamic dashboards, personalized learning paths, and expert facilitators in a flexible, innovative environment.

Working with Us

This is a full-time (40 hours per week), long-term position. The role is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. Compensation is $200 USD/hour, equating to $400,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. For details, see www.crossover.com/help-and-faqs.

Seniority level

• Executive

Employment type

• Full-time

Job function

• Health Care Provider, Engineering, and Sales

Industries

• Manufacturing, Retail Luxury Goods and Jewelry, and Retail

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