Head of Operations, Trilogy (Remote) - $200,000/year USD jobs in United States
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Crossover · 1 day ago

Head of Operations, Trilogy (Remote) - $200,000/year USD

Crossover is a company focused on operational excellence and scalable systems. The Head of Operations will own comprehensive transformations across their global portfolio, implementing AI-driven solutions and automating workflows to enhance efficiency and reduce manual labor.

Information Technology & Services

Responsibilities

Delivering high-stakes operational initiatives including M&A integration, enterprise-level system transitions, and organization-wide structural changes
Building and launching automation solutions that supplant CRM and task management platforms through Python and LLM APIs
Implementing AI-enabled workflows using Cursor, Windsurf, and MCP to remove manual processes and minimize delays
Driving projects from initial assessment through full deployment, applying validated playbooks and executive decision-making
Demonstrating technical capability through a practical challenge that evaluates your ability to architect and deliver AI-centric solutions
Architect and implement AI-driven operational frameworks that remove manual intervention, reduce structural complexity, and enable scalable execution across Trilogy's international software portfolio

Qualification

Operational leadershipPythonLLM APIsAutomation frameworksCursorWindsurfMCPPresentation skills

Required

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

Company

Crossover

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Crossover is a global recruitment company, founded in 2014.

Funding

Current Stage
Late Stage

Leadership Team

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Brad Weinert
COO
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Company data provided by crunchbase