Trilogy

www.trilogy.com

4 Jobs

1,153 Employees

About the Company

Trilogy acquires software companies and fundamentally transforms them with an AI-first strategy. We embed AI and automation deep into operations - from development to support - to unlock radical efficiency and drive growth.

Powered by the top 1% of global remote talent sourced via Crossover, we refine proprietary playbooks to build the future of intelligent, high-performance software operations. Join us at the cutting edge.

Listed Jobs

Company Name: Trilogy
Job Title: Director of AI Product Management, Trilogy (Remote) - $200,000/year USD
Job Description: Job Title: Director of AI Product Management Role Summary Lead end‑to‑end AI‑enabled product initiatives focused on measurable user outcomes. Own vision, strategy, and rapid iteration cycles, delivering tangible business impact rather than maintaining roadmaps or detailed specs. Expectations - Drive a clear, outcome‑oriented product goal, translating user insights into actionable, data‑driven improvements. - Operate at a strategic level with minimal involvement in day‑to‑day backlog grooming or UI design. - Ensure weekly deliverables that push the product toward defined KPIs. Key Responsibilities - Define and evolve “BrainLifts”: expert insights that shape AI tooling and decision support. - Propose, prioritize, and execute short‑cycle product iterations (≤1 week) that advance the primary outcome. - Build deep domain expertise to enable informed, authoritative product decisions. - Translate user and business data into prioritized requirements and impact metrics. - Collaborate cross‑functionally with engineering, data science, and AI research to integrate advanced models. - Communicate vision and progress to executive leadership, focusing on ROI and adoption. Required Skills - Proven product leadership (≥4 years) with end‑to‑end ownership of entire software products, not just modules. - Experience managing products for large enterprises, understanding complex selection, licensing, and adoption workflows. - Technical fluency: ability to discuss data models, system designs, and AI integration; at least one year hands‑on coding or formal CS background. - Strong analytical mindset: developing hypotheses, measuring outcomes, and pivoting quickly based on metrics. - Excellent stakeholder communication; ability to translate technical concepts into business value. - Agile mindset: delivering incremental value weekly, avoiding feature lock‑in. Required Education & Certifications - Bachelor’s (or higher) in Computer Science, Engineering, or related field. - Certifications in product management (e.g., Pragmatic Institute, AIPMM) or AI/machine learning fundamentals are a plus. ---

Company Name: Trilogy
Job Title: Senior Software Engineer, LearnWith.AI (Remote) - $100,000/year USD
Job Description: **Senior Software Engineer** **Role Summary**: Lead technical architecture and development of AI-powered educational platforms, focusing on scalable, user-centric solutions that drive educational innovation. **Expactations**: Strategic contributor prioritizing innovation over short-term fixes; no routine maintenance or non-essential administrative tasks. **Key Responsibilities**: - Architect and execute advanced feature designs for SaaS platforms integrating AI-driven learning tools. - Collaborate with product teams to translate educational concepts into technical strategies. - Optimize system performance and reliability for high-impact learning applications (e.g., AI-generated content, personalized narratives). - Drive technical decisions aligned with long-term platform scalability and user engagement. **Required Skills**: - 4+ years hands-on SaaS application development, excluding internal systems maintenance. - Proven leadership in technical decision-making for SaaS platforms (2+ years). - Full-stack engineering expertise (frontend/backend). - Experience integrating generative AI models into product workflows. - Strong problem-solving skills for large-scale technical challenges. **Required Education & Certifications**: - Bachelor’s degree in Computer Science or related field. - Demonstrated proficiency in AI/ML tool implementation within production environments (no certifications required).

Company Name: Trilogy
Job Title: Principal Product Manager, Trilogy (Remote) - $200,000/year USD
Job Description: Job title: Principal Product Manager Role Summary: Lead data-driven product development using AI insights and user feedback to achieve measurable business outcomes. Focus on transforming complex challenges into structured strategies, guiding cross-functional teams through rapid, iterative improvements aligned with enterprise software goals. Expactations: Own product goals by driving weekly feature delivery, leveraging AI strategies, and prioritizing innovation over traditional roadmap ownership. Emphasize impact through structured domain expertise and agile execution. Key Responsibilities: Develop repositories of expert insights (BrainLifts) to enhance AI tools and decision-making; implement weekly product iterations based on user data and objectives; deepen domain knowledge to inform enterprise software solutions; manage large-scale enterprise product requirements and implementation patterns. Required Skills: Technical proficiency in data models and system design trade-offs; 4+ years in product leadership roles, managing end-to-end software vision and enhancements for enterprise clients; expertise in enterprise vs. consumer/SMB market dynamics; demonstrated ability to integrate AI into operational strategies. Required Education & Certifications: Bachelor's degree in Computer Science or equivalent technical training, plus 1+ year of hands-on development/coding experience; proven leadership in product management for enterprise software platforms.

Company Name: Trilogy
Job Title: Vice President of Product Engineering, 2 Hour Learning (Remote) - $400,000/year USD
Job Description: **Job Title** Vice President of Product Engineering **Role Summary** Lead the technical vision and product engineering of an AI‑driven educational platform. Act as the CTO for multiple products, owning architecture, technical strategy, and generative AI integration to deliver scalable, data‑driven learning experiences that drive student outcomes and revenue. **Expectations** - Full ownership of revenue‑generating product development and delivery. - Hands‑on technical leadership with minimal administrative focus. - Translate learning science insights into product specifications and architectural decisions. - Deploy generative AI to automate engineering workflows and product features. - Make decisive trade‑offs that prioritize simplicity, scalability, and long‑term sustainability. **Key Responsibilities** 1. Serve as the CTO for one or more educational products. 2. Direct architecture design, component selection, and technology stack decisions. 3. Create and enforce technical specifications that emphasize efficiency and sustainability. 4. Lead integration of generative AI technologies into product development and operational processes. 5. Guide cross‑functional teams in translating data‑driven learning science into product features. 6. Manage product road‑maps, prioritization, and release cadences for maximum business value. 7. Mentor engineering leads and ensure high‑quality delivery of scalable solutions. 8. Collaborate with data science and science teams to validate AI models and outcomes. **Required Skills** - 7+ years of experience in software architecture and design, including patterns and open‑source technologies. - 2+ years designing and deploying solutions on AWS cloud services. - 4+ years of full technical and delivery ownership of a revenue‑generating product. - Proven track record building products that leverage generative AI. - Deep understanding of data‑driven learning science and educational product frameworks. - Strong CTO‑level technical expertise combined with product‑oriented decision making. - Ability to craft actionable implementation plans from high‑level strategy. - Excellent communication with an emphasis on concise, actionable delivery over prolonged meetings. **Required Education & Certifications** - Bachelor’s (or higher) in Computer Science, Software Engineering, or related field. - Relevant certifications (e.g., AWS Certified Solutions Architect, Certified ScrumMaster, or equivalent) are preferred but not mandatory.