Technical Lead, Trilogy (Remote) - $200,000/year USD jobs in United States
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Crossover · 11 hours ago

Technical Lead, Trilogy (Remote) - $200,000/year USD

Crossover is a company that focuses on innovative technology and talent acquisition, seeking a Technical Lead to take ownership of an AI product. The role involves developing an AI-powered customer support system and a comprehensive AI sales pipeline, with direct customer engagement and responsibility for deployment and operational stability.

Information Technology & Services

Responsibilities

Develop and deploy Kayako One capabilities—AI functionality that elevates ticket resolution, integrations with CRM/ticketing platforms, robust and scalable infrastructure, plus performance optimization and defect remediation
Facilitate weekly customer discovery sessions to convert genuine pain points into actionable requirements and confirm product strategy with actual users
Construct the AI sales automation infrastructure—outreach automation workflows, integration with pipeline and sales tools, automated progression through sales stages, and comprehensive performance analytics
Take full ownership of deployment and operational stability—complete stack releases, monitoring/alerting/incident resolution, and management of AWS/database systems
Develop and sustain an AI-powered customer support system that resolves tickets without requiring human intervention
Develop and sustain a comprehensive AI sales pipeline that manages deals from initial contact through closure

Qualification

AI/LLM product deliveryAWS expertisePython codingJava codingJavaScript codingMySQL experienceDocker usageGitHub workflowsOpenAI API developmentDirect customer interactionDNS management

Required

A minimum of 5 years of professional software development experience
Proven track record owning complete products or significant systems, beyond individual features
Demonstrated experience delivering AI/LLM-powered products to production environments (not limited to prototypes or demonstrations)
Extensive AWS expertise, including Lambda, S3, OpenSearch, RDS, CloudWatch, EventBridge, EC2, Route 53, CloudFront
Hands-on LLM/AI integration experience, including Claude/ChatGPT prompt engineering, API integration
Proficiency coding in Python, Java, and JavaScript
Working experience with MySQL database
Practical experience using Docker, deployment pipelines, and GitHub workflows
Experience with OpenAI and JWT API development
Experience with DNS management and web infrastructure
Direct customer-facing experience

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