Management Consultant, Trilogy (Remote) - $200,000/year USD

Operational Transformation Engineer: For Those Who Build Systems, Not Teams

At Trilogy, we don't just acquire software companies—we transform them with ruthless efficiency. While others scale with headcount, we scale with systems. We need elite operators who can rebuild entire operational frameworks using code, automation, and AI—not management layers.

This role puts you at the helm of high-stakes transformations across our 100+ product portfolio. You'll replace legacy systems with AI-powered workflows, eliminate thousands of manual hours through automation, and execute complex transitions that others would staff entire departments to handle.

We operate with fewer layers, faster cycles, and higher expectations than traditional enterprises. This is your opportunity to drive massive impact without bureaucratic friction. If you're the rare technical leader who uses automation as leverage and speed as strategy—Trilogy is where you belong.

What You Will Be Doing

• Executing complex M&A integrations, enterprise system migrations, and organizational transitions with minimal oversight
• Engineering automation solutions in Python that replace entire CRM and task management systems
• Deploying sophisticated AI workflows via Cursor, Windsurf, and MCP that eliminate manual processes
• Driving initiatives from initial diagnosis to full deployment using proven playbooks and executive judgment
• Demonstrating technical prowess through hands-on challenges that validate your ability to architect AI-first solutions
  
  

What You Won’t Be Doing

• Building and managing large teams to accomplish what code and automation can do
• Navigating consensus-driven decision processes or sitting through alignment meetings
• Outsourcing technical implementation to IT teams or external vendors
• Maintaining steady-state operations or incremental improvements to existing systems
  
  

Management Consultant Key Responsibilities

Design and implement AI-powered operational systems that eliminate manual effort, compress complexity, and enable scalable execution across Trilogy's global software portfolio.

Basic Requirements

• Based in North America (excluding California), South/Central America, or Western Europe (UTC -8 to UTC +2)
• 5+ years of operational leadership in enterprise software environments
• 3+ years in customer-facing roles (Support, Sales, Collections, etc.)
• Demonstrated proficiency in Python automation development and LLM API integration
• Experience with Cursor, Windsurf, MCP, or equivalent tools for production-grade automation deployment
• Proven track record of independent execution and delivering high-stakes results without supervision
  
  

Nice-to-have Requirements

• Experience leading large-scale organizational transitions including M&A integrations or mass offboarding
• History of designing and implementing AI-driven operational systems at scale
• Portfolio of self-developed automations successfully deployed in enterprise environments
  
  

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-GB-London-ManagementCons.014