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

Transform Software Companies at Lightning Speed

At Trilogy, we don't just acquire software companies—we revolutionize them through operational brilliance. Our competitive edge comes from our ability to implement lean, automated systems that scale rapidly without expanding headcount. We're seeking technical architects who can dismantle complexity and rebuild it as elegant simplicity.

As our Management Consultant, you'll spearhead complete system transformations across our diverse portfolio. Your projects might include streamlining post-acquisition offboarding for over 1,200 employees, creating AI replacements for traditional enterprise tools, or developing automations that save thousands of manual hours. Your toolkit will include Python, cutting-edge LLM APIs, and specialized platforms like Cursor, Windsurf, and MCP—all supported by battle-tested playbooks that keep you focused on delivering measurable results.

Trilogy maintains its 100+ product portfolio with exceptional efficiency—fewer management layers, accelerated decision cycles, and performance standards that surpass conventional enterprise environments. This role offers the rare opportunity to create significant impact without navigating bureaucratic mazes or managing oversized teams.

We're not interested in maintaining the status quo, outsourcing challenges, or hiring those who need extensive direction. We're searching for technically sophisticated, execution-oriented leaders who leverage automation as a multiplier and velocity as a competitive advantage. If this describes your approach, you'll excel with us.

What You Will Be Doing

• Orchestrating complex operational initiatives including M&A integrations, enterprise-wide system migrations, and large-scale organizational transformations
• Creating and implementing automation solutions using Python and LLM APIs that render traditional CRM and task management tools obsolete
• Implementing AI-enhanced workflows through platforms like Cursor, Windsurf, and MCP to eliminate repetitive tasks and compress processing times
• Steering projects from initial assessment through final implementation, applying established methodologies and executive-caliber decision-making
• Successfully completing a technical assessment to showcase your capabilities in designing and implementing AI-forward solutions
  
  

What You Won’t Be Doing

• Overseeing extensive teams or creating organizational layers to accomplish objectives
• Participating in protracted consensus-building sessions or requiring group approval for forward movement
• Transferring technical challenges to IT departments or external contractors—you'll personally design and execute solutions
• Supervising routine operations—this position focuses exclusively on transformation and accelerated delivery
  
  

Management Consultant Key Responsibilities

Architect and implement AI-powered operational frameworks that minimize manual intervention, simplify complexity, and enable efficient execution across Trilogy's worldwide software portfolio.

Basic Requirements

• Location within North America (California excluded), South/Central America, or Western Europe (time zones between UTC -8 and UTC +2)
• Minimum 5 years leading operational initiatives in enterprise software environments
• At least 3 years experience in customer-facing positions (including Support, Sales, Collections, or similar roles)
• Verifiable proficiency in developing automations with Python and integrating LLM APIs
• Hands-on experience with Cursor, Windsurf, MCP, or comparable tools for delivering production-quality automated solutions
• Demonstrated capacity for autonomous thinking, rapid execution, and delivering mission-critical outcomes without close supervision
  
  

Nice-to-have Requirements

• Track record of successfully guiding major organizational transitions such as M&A integrations or large-scale employee offboarding
• Previous success in conceptualizing and implementing AI-enhanced operational systems
• Demonstrable collection of self-developed automations deployed at enterprise scale
  
  

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-CA-Vancouve-ManagementCons.018