Trilogy
Director of Operations & Automation, 2 Hour Learning (Remote) - $200,000/year US
Trilogy, Kansas City, Missouri, United States, 64101
Director of Operations & Automation, 2 Hour Learning (Remote) - $200,000/year USD
Join to apply for the Director of Operations & Automation, 2 Hour Learning (Remote) - $200,000/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 $100.00/hr - $100.00/hr
You'll never be "just ops" here. At 2 Hour Learning, Operations Is The Product. Our National Network Of AI-native K-12 Schools Only Works If Our Campus Systems Do. That’s Why Our Operations Team Doesn't "support" Expansion; They Drive It. Each Person Operates In One Of Five Mission-critical Domains, Becoming a Domain Expert Fast Through Real-world Immersion And AI-accelerated Learning
Authorization & Permitting – Secure multi-state legal approval and fast-track local permitting to unlock new markets.
Physical Build-Out & Maintenance – Oversee campus construction, upgrades, and vendor performance to deliver and sustain high-quality facilities.
Operational Setup – Launch every new school with all systems—devices, platforms, support, compliance—fully configured and ready to go.
Financial Operations – Build budgets, deliver daily insight dashboards, and maintain audit-ready financial control across every school and vertical.
PMO – Accelerate delivery of key tech and marketing initiatives through vendor scorecards, Wrike dashboards, and initiative-level reporting.
You'll ship dashboards that clarify financial blind spots. Design onboarding systems that halve student setup errors. Secure regulatory approval in new states. Stand up campuses in record time. Or prototype AI-first workflows that replace layers of traditional management. This is high-stakes, high-velocity execution—done by builders, not bystanders.
If you're the kind of operator who sees bottlenecks and starts building—not scheduling meetings—you'll thrive here. Your systems will power the next 25–30 schools we open in the next year. Your work will define what great looks like for hundreds of staff and thousands of students. And your track record will speak for itself.
What You Will Be Doing
Owning one of six core ops pillars: Authorization, Build-Out, Setup, Finance, or PMO
Solving first-time problems in your pillar using AI, automation, and rapid iteration
Writing clear specs, dashboards, or runbooks that scale across dozens of schools
Interfacing with real-world constraints: campus vendors, regulators, systems, and staff
Traveling to campuses when needed to implement or pressure-test your solutions
What You Won’t Be Doing
Waiting for product or engineering to build your ops tools—you'll prototype or automate yourself
Asking AI to "write an SOP" and calling it a day—you'll vibe-code solutions that actually work
Being siloed in a central office—expect to travel and ship on-site outcomes
Handing off your strategy to someone else to execute—you'll do both, end-to-end
Director Of Operations & Automation Key Responsibilities Own outcomes within your assigned operations pillar by building systems that support blitz-scale school expansion with speed, accuracy, and AI-native precision.
Basic Requirements
Based in North America and able to travel 10–40% as needed
5+ years in a fast-paced, high-autonomy ops role
Proven use of AI tools for research, writing, problem-solving, and automation
Strong analytical and written communication skills
Bias for action, low ego, high ownership
Experience in one of the following: permitting, construction, edtech systems, FP&A, or vendor mgmt
Familiarity with tools like Klair, Syft, Wrike, Retool, or other low-code stacks
Track record of rapid domain ramp-up (legal, finance, compliance, 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 6.5x 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 $100 USD/hour, which equates to $200,000 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-5461-US-Kansas-DirectorofOper1.001
#J-18808-Ljbffr
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 $100.00/hr - $100.00/hr
You'll never be "just ops" here. At 2 Hour Learning, Operations Is The Product. Our National Network Of AI-native K-12 Schools Only Works If Our Campus Systems Do. That’s Why Our Operations Team Doesn't "support" Expansion; They Drive It. Each Person Operates In One Of Five Mission-critical Domains, Becoming a Domain Expert Fast Through Real-world Immersion And AI-accelerated Learning
Authorization & Permitting – Secure multi-state legal approval and fast-track local permitting to unlock new markets.
Physical Build-Out & Maintenance – Oversee campus construction, upgrades, and vendor performance to deliver and sustain high-quality facilities.
Operational Setup – Launch every new school with all systems—devices, platforms, support, compliance—fully configured and ready to go.
Financial Operations – Build budgets, deliver daily insight dashboards, and maintain audit-ready financial control across every school and vertical.
PMO – Accelerate delivery of key tech and marketing initiatives through vendor scorecards, Wrike dashboards, and initiative-level reporting.
You'll ship dashboards that clarify financial blind spots. Design onboarding systems that halve student setup errors. Secure regulatory approval in new states. Stand up campuses in record time. Or prototype AI-first workflows that replace layers of traditional management. This is high-stakes, high-velocity execution—done by builders, not bystanders.
If you're the kind of operator who sees bottlenecks and starts building—not scheduling meetings—you'll thrive here. Your systems will power the next 25–30 schools we open in the next year. Your work will define what great looks like for hundreds of staff and thousands of students. And your track record will speak for itself.
What You Will Be Doing
Owning one of six core ops pillars: Authorization, Build-Out, Setup, Finance, or PMO
Solving first-time problems in your pillar using AI, automation, and rapid iteration
Writing clear specs, dashboards, or runbooks that scale across dozens of schools
Interfacing with real-world constraints: campus vendors, regulators, systems, and staff
Traveling to campuses when needed to implement or pressure-test your solutions
What You Won’t Be Doing
Waiting for product or engineering to build your ops tools—you'll prototype or automate yourself
Asking AI to "write an SOP" and calling it a day—you'll vibe-code solutions that actually work
Being siloed in a central office—expect to travel and ship on-site outcomes
Handing off your strategy to someone else to execute—you'll do both, end-to-end
Director Of Operations & Automation Key Responsibilities Own outcomes within your assigned operations pillar by building systems that support blitz-scale school expansion with speed, accuracy, and AI-native precision.
Basic Requirements
Based in North America and able to travel 10–40% as needed
5+ years in a fast-paced, high-autonomy ops role
Proven use of AI tools for research, writing, problem-solving, and automation
Strong analytical and written communication skills
Bias for action, low ego, high ownership
Experience in one of the following: permitting, construction, edtech systems, FP&A, or vendor mgmt
Familiarity with tools like Klair, Syft, Wrike, Retool, or other low-code stacks
Track record of rapid domain ramp-up (legal, finance, compliance, 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 6.5x 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 $100 USD/hour, which equates to $200,000 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-5461-US-Kansas-DirectorofOper1.001
#J-18808-Ljbffr