Chief Software Architect, Trilogy (Remote/ Online Job) – $800,000/year USD

About the Job

Crossover, renowned as the premier source of full-time remote jobs, is partnering with Trilogy to seek top-tier talent for the role of Chief Software Architect. If you’re a tech industry veteran with a knack for becoming a domain expert in diverse fields, possess a structured problem-solving approach, and can communicate persuasively through writing, we want you on Trilogy’s technical product leadership team.

In this pivotal role, you’ll define Trilogy’s critical technical strategies for the next decade, spanning cutting-edge cloud technologies, generative AI, and the future of education. Your role involves immersing yourself in groundbreaking products, comprehending potential adoption hurdles, aligning business challenges with computer science fundamentals, and devising solutions that leverage the best available technology.

If you’re not already a domain expert in Trilogy’s core areas of interest, that’s even better! We value fresh perspectives from outsiders. Your enthusiasm for tackling abstract challenges with technology, fearlessness in challenging the status quo, navigating ambiguity, and daring to champion your ideas are qualities we cherish.


As a Chief Software Architect at Trilogy, your responsibilities will encompass:

  • Evaluating emerging cloud technologies and their relevance to our product portfolio
  • Defining and scoping product specifications to bring visionary concepts to fruition
  • Tackling intricate product architecture issues escalated by junior team members
  • Designing process improvements for technical product and engineering operations
  • Ensuring the quality of team work through reviews and coaching

What You Won’t Do

We value simple, enduring technical strategies over complex solutions for complex problems. You won’t be deterred by ambiguity; our problems often lack clear-cut solutions, and you’ll be expected to navigate through these uncertainties. Rules won’t confine you; we’re searching for a visionary who challenges norms, empowers the team, and enriches technical product management.

Key Qualifications

  • A university degree in an Engineering field
  • 10+ years of experience building and delivering software products
  • 5+ years of experience making critical architecture and design decisions on software projects

About Trilogy

Trilogy is the catalyst for hundreds of software businesses, recognized for its pursuit of top talent, technological innovation, and business incubation. Our passion for user-friendly designs and diverse incubation projects drives our three-decade legacy. Join Trilogy for a stimulating environment surrounded by exceptional peers, meaningful contributions, and unparalleled career growth.

Working with Crossover

This full-time (40 hours per week), long-term position requires entering into an independent contractor agreement with Crossover. The role offers a compensation of $400 USD/hour, totaling $800,000 USD/year (based on 40 hours per week, 50 weeks per year).

Next Steps

Upon applying, you’ll receive an email with a link to begin your self-paced, online job application. Our platform will guide you through online assessments to check job fit, relevant skills, and practical assignments. If you don’t receive our email, kindly check spam folders or visit our website for support.

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