Director of Operational Excellence, Trilogy (Remote) - $200,000/year USD

This position is built for operators capable of engineering and reengineering systems at scale.
Operational excellence at Trilogy isn't optional—it's the foundation of our competitive edge. We acquire software businesses rapidly and scale them with even greater velocity. Sustaining that momentum requires executives who can architect lean, automated infrastructure—not add layers of management to absorb complexity.
You'll take ownership of complete operational transformations spanning our global portfolio. This might include redesigning the offboarding process for over 1,200 employees following an acquisition, substituting Jira and Salesforce with AI-driven agents, or deploying automation that removes thousands of hours of manual effort. Execution happens quickly through Python, LLM APIs, and tools such as Cursor, Windsurf, and MCP—supported by a library of battle-tested playbooks that keep you focused on measurable results.
Trilogy manages a portfolio of more than 100 products with operational discipline. We function with reduced hierarchy, compressed timelines, and elevated performance standards compared to conventional enterprise settings. This represents an opportunity to create large-scale impact without navigating bureaucracy or overseeing inflated teams.
Steady-state operations aren't part of our model. We don't delegate transformation externally. And we don't bring on people who require approval chains or extensive teams to produce results. We're seeking a select group of highly technical, execution-focused leaders who treat automation as a force multiplier and speed as a core strategy. If that describes you—this environment will suit you well.
What You Will Be Doing

• Driving high-stakes operational initiatives including M&A integration, enterprise platform migration, and organization-wide transitions
• Building and launching automation solutions that supplant CRM and task tracking systems through Python and LLM APIs
• Implementing AI-enabled workflows using Cursor, Windsurf, and MCP to remove manual processes and shorten response times
• Owning projects end-to-end—from problem identification through final deployment—guided by established playbooks and executive-level decision-making
  

What You Won’t Be Doing

• Building or managing large teams, or depending on organizational depth to accomplish goals
• Participating in protracted coordination meetings or waiting for consensus before taking action
• Handing off technical challenges to IT departments or third-party vendors—you will design and implement solutions directly
• Running steady-state operations—this role centers entirely on transformation and rapid execution
  

Director Of Operational Excellence Key Responsibilities
Architect and implement AI-centric operational frameworks that remove manual intervention, simplify complex processes, and enable scalable execution across Trilogy's worldwide software portfolio.
Basic Requirements

• 5+ years of operational leadership in business operations
• Experience making presentations to C-suite executives
• Experience writing automation in Python and integrate with LLM APIs
• Experience using Cursor, Windsurf, MCP, or similar tools to ship production-grade automations
• Remote work capability with at least 6 hours of overlap with the CST time zone
  

About Trilogy
Hundreds of software businesses run on the Trilogy Business Platform. For three decades, Trilogy has been known for 3 things: Relentlessly seeking top talent, Innovating new technology, and incubating new businesses. Our technological innovation is spearheaded by a passion for simple customer-facing designs. Our incubation of new businesses ranges from entirely new moon-shot ideas to rearchitecting existing projects for today's modern cloud-based stack. Trilogy is a place where you can be surrounded with great people, be proud of doing great work, and grow your career by leaps and bounds.
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-5145-NG-Lagos-DirectorofOper
<