Logo
Trilogy

Vice President of Strategic Operations, 2 Hour Learning (Remote) - $400,000/year

Trilogy, Chicago, Illinois, United States, 60290

Save Job

Vice President of Strategic Operations, 2 Hour Learning (Remote) - $400,000/year USD

Join to apply for the

Vice President of Strategic Operations, 2 Hour Learning (Remote) - $400,000/year USD

role at

Trilogy Vice President of Strategic Operations, 2 Hour Learning (Remote) - $400,000/year USD

1 day ago Be among the first 25 applicants Join to apply for the

Vice President of Strategic Operations, 2 Hour Learning (Remote) - $400,000/year USD

role at

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

$200.00/hr - $200.00/hr Step into a leadership role where your vision transforms strategy into reality. At 2 Hour Learning, we are on the brink of significant expansion, with plans to establish 25–30 new campuses within the next six months. This ambitious endeavor requires expert oversight in approvals, onboarding, or finance, and we're seeking seasoned professionals to take command. Embrace the opportunity to shape the future of education with autonomy and authority.

We want leaders who have transitioned from consultancy to ownership, those who excel in navigating uncertainty while driving towards a clear mission. If you are ready to turn concepts into concrete outcomes, this role is designed for you.

2 Hour Learning supports innovative K–12 institutions like Alpha and GT School, where students achieve a year’s worth of learning in just two focused hours daily. Supported by private equity, we have the resources and the plan to scale up swiftly and effectively.

If you’re eager to move beyond theory and into impactful execution, this is your chance to say goodbye to presentations and hello to performance metrics.

What You Will Be Doing

Taking charge of a key aspect of our national launch strategy, whether in regulatory approvals, onboarding systems, or financial operations. Overseeing cross-functional initiatives with full decision-making authority and responsibility. Creating and refining operational playbooks, ensuring they withstand real-world testing. Collaborating closely with the founding team, functional leaders, and campus staff to establish launch-ready frameworks. Leveraging AI and automation to enhance operational efficiency and accelerate progress.

What You Won’t Be Doing

Providing strategic advice — this is an execution-focused position. Navigating through bureaucratic layers — you’ll have direct access to decision-makers. Focusing on a single market or stream — you’ll manage simultaneous initiatives across various regions. Waiting for directives — you’ll be responsible for creating clarity. Delegating difficult decisions — you’ll be the one making them.

Vice President Of Strategic Operations Key Responsibilities

Lead and execute a core operational component of 2HL’s national school expansion with precision and speed. Your designated area will be your domain to command, ensuring efficient and scalable growth.

Basic Requirements

Our recruitment spans several operational verticals, all demanding rapid decision-making, strategic clarity, and a drive to execute decisively.

Ideal Candidates Will Possess

A minimum of 3 years in a leading strategy consulting firm (e.g., McKinsey, Bain, BCG). Demonstrated success in managing cross-functional operations within high-pressure, ambiguous settings. Expertise in at least one of the following: regulatory processes, onboarding systems, or large-scale financial operations. A structured mindset with a strong inclination towards execution — capable of transitioning from planning to action independently. Authorization to work in the U.S. and flexibility to travel approximately one week per month. Proficiency in utilizing AI tools to optimize workflows and speed up delivery.

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 $200 USD/hour, which equates to $400,000 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-4410-US-Chicago-VicePresidento2

Seniority level

Seniority level Executive Employment type

Employment type Full-time Job function

Job function Engineering, Project Management, and Strategy/Planning Industries Education Administration Programs, E-Learning Providers, and IT Services and IT Consulting Referrals increase your chances of interviewing at Trilogy by 2x Sign in to set job alerts for “Vice President Operations” roles.

VP, Institutional Business Development (Retirement Industry)

Greater Chicago Area $270,000.00-$310,000.00 2 weeks ago Vice President, Specialty Sales - Remote

Bannockburn, IL $207,234.63-$345,398.56 6 hours ago Downers Grove, IL $170,000.00-$200,000.00 3 weeks ago Chicago, IL $175,000.00-$210,000.00 2 weeks ago Vice President, RIA Business Development

We’re unlocking community knowledge in a new way. Experts add insights directly into each article, started with the help of AI.

#J-18808-Ljbffr